119 properties found in Islamorada

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  • Cheeca Lodge & Spa Islamorada

    Cheeca Lodge & Spa Islamorada

    81801 Overseas Highway Mile Marker 82 Private white sand beach - 1000 feet
    "Endless oceanfront activities"
    • 27 acres of oceanfront paradise

    • Three on-site acclaimed restaurants

    • 525-foot fishing pier for anglers

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    US$ 185 price for 1 night
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  • Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    84457 Overseas Highway Islamorada attractions - 1.5km
    "Adventure awaits you"
    • Nine unique dining experiences

    • Private adults-only beach

    • World-class fishing charters

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    US$ 180 price for 1 night
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  • Bayside Villas By Islander Resort Islamorada

    Bayside Villas By Islander Resort Islamorada

    81450 Overseas Highway Beach and bayside views - 300m
    "Adventure awaits you"
    • Private boat slips available

    • Two-bedroom townhouse style

    • New PuttTek golf course

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    US$ 191 price for 1 night
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  • Last-minute discounts for spontaneous travelers!

    La Siesta Resort & Villas Islamorada

    La Siesta Resort & Villas Islamorada

    4
    80241 Overseas Highway, Islamorada, United States of America

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    US$ 255 US$ 232 for 1 night

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  • Coconut Cove Resort & Marina Islamorada

    Coconut Cove Resort & Marina Islamorada

    84801 Overseas Highway Near Windley Key - 600m
    "Relax by the pool"
    • Outdoor swimming pool available

    • Complimentary fishing activities offered

    • Fitness center with personal trainer

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    US$ 245 price for 1 night
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  • Islander Resort Islamorada

    Islander Resort Islamorada

    82100 Overseas Highway Stunning ocean views - 300m
    "Relax in paradise"
    • Newly redesigned accommodations

    • Expansive beachfront access

    • Pet-friendly accommodations

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    US$ 204 price for 1 night
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  • Pines & Palms Resort Islamorada

    Pines & Palms Resort Islamorada

    80401 Old Highway Easy water access - 0.1 km
    "Adventure and relaxation"
    • Oceanfront cottages with kitchens

    • Complimentary kayak and paddle board rentals

    • Private fishing and adventure guides

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    US$ 134 price for 1 night
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  • Chesapeake Beach Resort Islamorada

    Chesapeake Beach Resort Islamorada

    83409 Overseas Highway Heart of Islamorada - 1.5km
    "Relax on beach"
    • Private beach access

    • Oceanfront event venue

    • Diverse water sports rentals

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    US$ 149 price for 1 night
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  • La Jolla Resort Islamorada

    La Jolla Resort Islamorada

    82216 Overseas Highway Moments from attractions - 800m
    "Snorkeling and cycling"
    • Private beach area access

    • Complimentary bicycle rentals

    • Outdoor swimming pool available

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    US$ 181 price for 1 night
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  • The Ocean View Inn Islamorada

    The Ocean View Inn Islamorada

    84500 Overseas Highway Near Windley Key - 700m
    "Comfortable, relaxing stay"
    • Outdoor swimming pool available

    • Free Wi-Fi in all rooms

    • Heated pool for year-round use

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    US$ 240 price for 1 night
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  • Sunset Inn Islamorada

    Sunset Inn Islamorada

    82200 Overseas Highway Nearby beautiful beaches - 300m
    "Spacious, comfortable rooms"
    • Heated outdoor swimming pool

    • Spacious rooms with kitchenettes

    • Proximity to marina and beaches

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    US$ 107 price for 1 night
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  • Breezy Palms Resort Islamorada

    Breezy Palms Resort Islamorada

    80015 Overseas Highway Close to marina - 320m
    "Fun family activities"
    • Outdoor swimming pool access

    • Private beach area for guests

    • Family rooms available onsite

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    US$ 142 price for 1 night
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  • Caloosa Cove Resort By Coolvacay Islamorada

    Caloosa Cove Resort By Coolvacay Islamorada

    73801 Overseas Highway Private beach access - 300m
    "Beautiful beach area"
    • Oceanfront suites with kitchens

    • Heated pool with ocean views

    • On-site marina and boat storage

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    US$ 414 price for 1 night
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  • Amara Cay Resort Islamorada

    Amara Cay Resort Islamorada

    80001 Overseas Highway Beach access - 50m
    4
    2018 reviews
    • Zero-entry pool with ocean views

    • Access to three sister resorts

    • Complimentary water sports rentals

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    US$ 266 price for 1 night
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  • Drop Anchor Resort & Marina Islamorada

    Drop Anchor Resort & Marina Islamorada

    84959 Overseas Highway Adjacent to state park - 0m
    "Kayaking and fishing"
    • Ocean-side outdoor swimming pool

    • Kayaks and paddle-boards available

    • Saltwater heated swimming pool

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    US$ 343 price for 1 night
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  • Sands Of Islamorada

    Sands Of Islamorada

    80051 Overseas Highway Midpoint in Florida Keys - 1.5km
    4
    279 reviews
    • Beautiful ocean views and sunsets

    • Pet-friendly accommodations available

    • Boat ramp and slip access for guests

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    US$ 200 price for 1 night
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  • Hadley Resort And Marina Islamorada

    Hadley Resort And Marina Islamorada

    82749 Overseas Highway, Central Florida Keys - 1.5km
    4
    241 reviews
    • On-site boat and jet ski rentals

    • Exclusive marine access for guests

    • Dog-friendly with pet amenities

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    US$ 147 price for 1 night
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  • The Moorings Village Islamorada

    The Moorings Village Islamorada

    123 Beach Rd Access to art galleries - 300m
    "Beach, romance, adventure"
    • Romantic cottages with ocean views

    • Access to private beach areas

    • Exclusive amenities for weddings

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    US$ 459 price for 1 night
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  • Matecumbe Resort Islamorada

    Matecumbe Resort Islamorada

    76261 Overseas Highway Close to beach - 1.9km
    "Fun outdoor activities"
    • Private beach area access

    • Outdoor swimming pool year-round

    • Fully equipped kitchen in units

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    US$ 125 price for 1 night
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  • The Caribbean Resort Islamorada

    The Caribbean Resort Islamorada

    117 South Carroll Street Ocean front views - 1.5km
    "Spa, pools, relaxation"
    • On-site spa for relaxation

    • Multiple on-site pools available

    • Relaxing ocean front home

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    US$ 475 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road Midway between Miami - 1.5km
    "Relax and unwind"
    • Complimentary yoga sessions weekly

    • Kayaks, paddleboards, bicycles available

    • Private island with freshwater pool

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    US$ 195 price for 1 night
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  • Treasure Harbor Hotel Islamorada

    Treasure Harbor Hotel Islamorada

    200 Treasure Harbor Drive Near Windley Key - 2.9km
    "Biking and snorkeling available"
    • Outdoor swimming pool available

    • Lake view balconies in rooms

    • Bicycle rental on site

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    US$ 171 price for 1 night
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  • The Islands Of Islamorada

    The Islands Of Islamorada

    82779 Old Highway Attraction nearby - 1.7km
    "Relax by pool"
    • Private beach area access

    • Two outdoor swimming pools

    • Excellent water sports facilities

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    US$ 1220 price for 1 night
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  • Fisher Inn Resort & Marina Islamorada

    Fisher Inn Resort & Marina Islamorada

    84951 Overseas Highway Oceanfront location - 0.5km
    4.5
    156 reviews
    • Exclusive boat parking and ramp

    • Complimentary use of kayaks and paddleboards

    • Outdoor event space for weddings

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    US$ 214 price for 1 night
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  • Angler'S Reef Resort Islamorada

    Angler'S Reef Resort Islamorada

    84977 Overseas Highway Private beach access - 0m
    "Relax in paradise"
    • 500 ft private beach for guests

    • Complimentary kayaks and paddleboards

    • Luxury vacation rentals with kitchens

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    US$ 484 price for 1 night
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  • Anglers Reef Villa 1 Islamorada

    Anglers Reef Villa 1 Islamorada

    110 Anglers Way Nearby Snake Creek Marina - 1.5km
    "Stylish and relaxing experience"
    • 500 ft private beach access

    • Complimentary kayaks and paddleboards

    • Stylish Key West-inspired cottages

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  • Smugglers Cove Resort And Marina Islamorada

    Smugglers Cove Resort And Marina Islamorada

    85500 Overseas Highway Prime waterfront location - 300m
    3
    226 reviews
    • On-site spa services available

    • Multiple on-site pools to relax

    • Wide variety of water sports

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    US$ 99 price for 1 night
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  • Ragged Edge Resort & Marina Islamorada

    Ragged Edge Resort & Marina Islamorada

    243 Treasure Harbor Drive Centrally located resort - 1.5km
    "Fishing, kayaking, relaxation"
    • Private harbor for guest vessels

    • Accommodations for up to 50 guests

    • Kayaks available for ocean exploration

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    US$ 244 price for 1 night
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  • Pineapple Beach Islamorada

    Pineapple Beach Islamorada

    130 Aregood Lane
    Situated approximately 25 minutes' walk from the 45-acre Founders Park, Pineapple Beach Islamorada villa entices guests with a hot tub, ensuring a more relaxing stay. Offering a private swimming pool…
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    US$ 2875 price for 1 night
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  • Little Basin Villas

    Little Basin Villas

    84 Johnston Road
    Staying at the 9-room Little Basin Villas Islamorada, guests can visit History of Diving Museum, which is approximately 25 minutes' walk away.
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  • Palms 404 Villa Islamorada

    Palms 404 Villa Islamorada

    79901 Overseas Hwy Unit 404
    Offering a spa bath and a hot tub for a relaxing experience, Palms 404 Villa Islamorada is located 3.2 miles from History of Diving Museum. The 2-bedroom holiday home features opportunities for…
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  • Beacon Reef 406 Villa Islamorada

    Beacon Reef 406 Villa Islamorada

    83201 Old Hwy Unit #406
    Featuring a Jacuzzi, the 2-bedroom Beacon Reef 406 Villa Islamorada is located approximately 5 minutes by foot from History of Diving Museum and can host up to 4 guests. This villa features…
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  • Anglers Reef Paradise Islamorada

    Anglers Reef Paradise Islamorada

    110 Anglers Way 110
    Anglers Reef Paradise Islamorada villa offers easy access to such tourist spots as Hog Heaven, located approximately a 5-minute walk away. Guests can enjoy snorkeling, diving, and cycling at this…
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    US$ 382 price for 1 night
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  • Margaritaville Islamorada

    Margaritaville Islamorada

    87380 Overseas Highway
    Situated merely a 10-minute walk from Islamorada, Margaritaville Islamorada villa is ideal for up to 6 guests. Located just moments from Cowpens Anchorage, this 2-bedroom villa provides Wi-Fi and…
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  • Anglers Reef Vacation Rental Islamorada

    Anglers Reef Vacation Rental Islamorada

    109 Anglers Way
    Situated 5 minutes' stroll from Hog Heaven, Anglers Reef Vacation Rental Islamorada villa entices guests with views of the garden. Located 1.6 miles from Rain Barrel Village, the 2-bedroom villa…
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    US$ 365 price for 1 night
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  • Palms 309 Villa Islamorada

    Palms 309 Villa Islamorada

    79901 Overseas Hwy.
    Offering a Jacuzzi bathtub and a hot tub for a relaxing experience, Palms 309 Villa Islamorada is located 2.3 miles from the class museum "Florida Keys History and Discovery Center". Located a 15…
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  • Paradise Palms Islamorada

    Paradise Palms Islamorada

    84745 Old Highway Unit 9, Closest To The Ocean!
    Located a mere 8 minutes' walk from Windley Key Fossil Reef Geological State Park, Paradise Palms Islamorada villa offers canoeing and fishing to diversify guests' leisure.
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  • Anglers Reef Getaway Villa Islamorada

    Anglers Reef Getaway Villa Islamorada

    135 Anglers Way
    Anglers Reef Getaway Villa Islamorada offers proximity to such city sites as Hog Heaven, located approximately 5 minutes' walk away.
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    US$ 450 price for 1 night
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  • Key Lime Cottage In The Heart Of Islamorada

    Key Lime Cottage In The Heart Of Islamorada

    76777 Overseas Highway
    Offering a heated pool, 2-bedroom Key Lime Cottage In The Heart Of Islamorada is situated in close proximity to Lower Matecumbe Key Island and can accommodate up to 5 guests.
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    US$ 326 price for 1 night
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  • Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada

    Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada

    84 Johnston Ave Unit #9
    Providing guests with a wellness center and a year-round outdoor swimming pool to ensure a memorable stay, the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!
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    US$ 1093 price for 1 night
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  • Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

    Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

    84745 Old Hwy 11
    Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is nestled 8 minutes by foot from Windley Key Fossil Reef Geological State Park and can accommodate up to 7 guests.
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    US$ 624 price for 1 night
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  • At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada

    At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada

    84745 Old Hwy #6
    At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is nestled merely a 7-minute walk from Windley Key Fossil Reef Geological State Park and can accommodate up to 8 guests. The 3…
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    US$ 467 price for 1 night
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  • Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

    Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

    135 Anglers Way
    Offering live performances for a delightful experience, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located merely an 8…
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    US$ 394 price for 1 night
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  • Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #8
    Situated within 25 minutes' walk of Lignumvitae Key Botanical State Park, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to…
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    US$ 1071 price for 1 night
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  • Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    84 Johnston Ave Unit #3
    Located an 18-minute walk from Gallery Morada, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist sites in the…
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    US$ 590 price for 1 night
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  • Bud N' Mary'S Marina Islamorada

    Bud N' Mary'S Marina Islamorada

    79851 Overseas Highway Close to beaches - 1.5km
    "Fishing, relaxation, dining"
    • Free Wi-Fi in all areas

    • Air conditioning for comfort

    • Flat-screen TV in rooms

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    US$ 247 price for 1 night
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  • Little Bay Prime Apartment Islamorada

    Little Bay Prime Apartment Islamorada

    82246 Overseas Highway
    The 4-room Little Bay Prime Apartment Islamorada enjoys a beachfront location about 10 minutes by foot from Keys History & Discovery Center. The maximum occupancy at the apartment is 12 guests.
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    US$ 1510 price for 1 night
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  • Beacon Reef 310 Villa Islamorada

    Beacon Reef 310 Villa Islamorada

    83201 Old Highway #310
    Beacon Reef 310 Villa Islamorada is situated only a 5-minute walk from History of Diving Museum and provides a spa bathtub for a relaxing stay. This 2-bedroom villa features opportunities for…
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  • Little Bay Compound Villa Islamorada

    Little Bay Compound Villa Islamorada

    82246 Overseas Highway
    Situated within 25 minutes' walk of Lignumvitae Key Botanical State Park, the 6-bedroom Little Bay Compound Villa Islamorada offers guests to enjoy an indoor water park, a wellness center, and spa…
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  • Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

    Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida

    10610 San Remo Dr
    The 3-bedroom Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida is located approximately a 15-minute stroll from Windley Key Fossil Reef Geological State Park and…
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  • Topsider Resort

    Topsider Resort

    75500 Overseas Highway Unit 5 Close to beaches - 300m
    "Heated pool fun"
    • Open all year heated pool

    • On-site beach and activities

    • Canoeing and fishing options

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  • Beacon Reef 306 Villa Islamorada

    Beacon Reef 306 Villa Islamorada

    83201 Old Hwy Unit 306
    Located just a 5-minute stroll from History of Diving Museum, the 2-bedroom Beacon Reef 306 Villa Islamorada offers guests to relax in a Jacuzzi bath, or enjoy windsurfing and snorkeling. This…
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  • Casa Mar Villa Islamorada

    Casa Mar Villa Islamorada

    115 Ponce De Leon Blvd
    Featuring a heated swimming pool, Casa Mar Villa Islamorada is suitable for up to 6 people and is located 2.5 miles from Craig Key Island. Pampering guests with a Jacuzzi and a hot tub, this 3…
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    US$ 657 price for 1 night
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  • The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada

    The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada

    84745 Old Hwy #8
    The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada villa is located 2.5 miles from Lobster Trap Art Gift Shop and Gallery and provides snorkeling, diving, and mini golf for active…
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  • Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    84 Johnston Ave Unit #7
    Offering a location around 15 minutes' walk from Upper Matecumbe Key Island, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to…
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    US$ 722 price for 1 night
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  • Palms 313 Villa Islamorada

    Palms 313 Villa Islamorada

    79901 Overseas Hwy Unit 313
    Situated around a 10-minute drive from Hurricane Monument, Palms 313 Villa Islamorada boasts Jacuzzis, as well as a spa salon for guests to relax in. At the Islamorada villa, located 1.8 miles from…
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  • Palms 417 Villa Islamorada

    Palms 417 Villa Islamorada

    79901 Overseas Highway #417
    With the capacity to host 3 guests, the 1-bedroom Palms 417 Villa Islamorada is located 1.8 miles from such significant cultural landmarks as Hurricane Monument. Guests can enjoy windsurfing…
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  • Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada

    Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada

    84745 Old Hwy #14
    Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada villa hosts up to 6 guests and provides proximity to Windley Key Fossil Reef Geological State Park, situated only 8 minutes' walk away…
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    US$ 1403 price for 1 night
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  • Islamorada Modern Penthouse With Private Beach

    Islamorada Modern Penthouse With Private Beach

    80639 Old Highway
    The 3-bedroom Islamorada Modern Penthouse With Private Beach villa accommodates up to 7 guests and offers proximity to Lignumvitae Key Botanical State Park, located just a 9-minute walk away.
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  • West Plaza Del Lago Islamorada

    West Plaza Del Lago Islamorada

    63 W Plaza Del Lago
    During the stay at West Plaza Del Lago Islamorada villa, guests can indulge in windsurfing, snorkeling, and diving or visit Lower Matecumbe Key Island, located a 25-minute walk away.
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  • Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #5
    The 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located about 15 minutes' stroll from Upper Matecumbe Key Island, giving access to…
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    US$ 605 price for 1 night
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  • The Oasis Villa Islamorada

    The Oasis Villa Islamorada

    82703 Old Highway
    Situated only 10 minutes' walk from History of Diving Museum, the 3-bedroom The Oasis Villa Islamorada is ideal for up to 8 guests. Located 1.1 miles from Lobster Trap Art Gift Shop and Gallery, the…
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    US$ 1964 price for 1 night
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  • Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Avenue Unit #4
    Situated within 25 minutes' walk of Lignumvitae Key Botanical State Park, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to…
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    US$ 1360 price for 1 night
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  • Private Beach Heated Pool Volleyball Court Orchid Beach Key Islamorada

    Private Beach Heated Pool Volleyball Court Orchid Beach Key Islamorada

    77145 Overseas Hwy
    Private Beach Heated Pool Volleyball Court Orchid Beach Key Islamorada villa is situated approximately 25 minutes by foot from Robbie's and offers a spa bath, ensuring a more relaxing stay.
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  • La Dolce Vita Villa Islamorada

    La Dolce Vita Villa Islamorada

    116 Stromboli Dr
    Accommodating up to 6 guests, the 3-bedroom La Dolce Vita Villa Islamorada is situated approximately 20 minutes' stroll from renowned cultural sites such as Rain Barrel Sculpture Gallery.
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    US$ 333 price for 1 night
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  • Heart Of Morada Villa Islamorada

    Heart Of Morada Villa Islamorada

    81906 Overseas Highway #3
    The 3-bedroom Heart Of Morada Villa Islamorada, located about a 5-minute stroll from Upper Matecumbe Key Island, can host up to 6 guests. The holiday home features opportunities for canoeing and…
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  • Waterfront Ocean Access Canal Kamp Key Homes Islamorada

    Waterfront Ocean Access Canal Kamp Key Homes Islamorada

    76412 Overseas Highway
    Waterfront Ocean Access Canal Kamp Key Homes Islamorada accommodates up to 6 guests and offers proximity to Lower Matecumbe Key Island, located about 5 minutes' walk away. This 3-bedroom holiday home…
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    US$ 450 price for 1 night
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  • Executive Bay Islamorada By Sofla Vacations

    Executive Bay Islamorada By Sofla Vacations

    87200 Overseas Highway
    Offering sea views, Executive Bay Islamorada By Sofla Vacations villa is situated only 10 minutes' walk from Rain Barrel Village. Providing guests with Wi-Fi and parking, the 8-room villa is 4.1…
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    US$ 150 price for 1 night
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  • Bella Villa Islamorada

    Bella Villa Islamorada

    109 Valencia Drive
    Hosting up to 9 guests, Bella Villa Islamorada is nestled in a business area, approximately 15 minutes' walk from Windley Key Fossil Reef Geological State Park.
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  • Little Bay Cottage Islamorada

    Little Bay Cottage Islamorada

    82246 Overseas Hwy
    Situated about 10 minutes by foot from Keys History & Discovery Center, the 2-bedroom Little Bay Cottage Islamorada is ideal for up to 4 guests. This 2-bathroom holiday home features opportunities…
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    US$ 549 price for 1 night
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  • Straight To The Islamorada Sandbar Charters

    Straight To The Islamorada Sandbar Charters

    85920 Overseas Highway
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  • Beacon Reef #204 Apartment Islamorada

    Beacon Reef #204 Apartment Islamorada

    83201 Old Highway
    The 118 ft² Beacon Reef #204 Apartment Islamorada is located in the beach area of Islamorada, approximately a 5-minute walk from History of Diving Museum. Providing a spa bathtub, a hot tub, and a…
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  • Beacon Reef 301 Villa Islamorada

    Beacon Reef 301 Villa Islamorada

    83201 Old Hwy Unit 301
    Offering a Jacuzzi bathtub and a hot tub for a relaxing experience, Beacon Reef 301 Villa Islamorada is located 25 minutes' stroll from Michelle Nicole Lowe Art Gallery. Offering a spa salon, the 2…
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  • Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada

    Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada

    76400 Overseas Highway Access to beaches - 2.1km
    "Fun for everyone"
    • Private beach access and activities

    • Heated outdoor swimming pool

    • Tiki bar for refreshments

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  • Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada

    Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada

    76321 Overseas Highway
    Along with proximity to Lower Matecumbe Key Island, approximately a 5-minute walk away, the 3-bedroom Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada villa offers opportunities…
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    US$ 2307 price for 1 night
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  • Palms 407 Villa Islamorada

    Palms 407 Villa Islamorada

    79901 Overseas Hwy Unit 407
    Ensuring a relaxing stay with Jacuzzis, the 2-bedroom Palms 407 Villa Islamorada is situated about 2 miles from Upper Matecumbe Key Island and can accommodate 4 guests. Guests can enjoy windsurfing…
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  • Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #2
    Situated 0.9 miles from Gallery Morada, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa provides access to numerous tourist attractions in…
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    US$ 587 price for 1 night
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  • Sandglass 4 Islamorada

    Sandglass 4 Islamorada

    74980 Overseas Hwy 4
    The 5-bedroom Sandglass 4 Islamorada villa offers proximity to nearby tourist spots, such as Anne's Beach, situated about a 25-minute walk away. Guests can enjoy windsurfing, snorkeling, and diving…
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    US$ 696 price for 1 night
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  • Florida Keys Boat Trips Multi Activity Hotel Islamorada

    Florida Keys Boat Trips Multi Activity Hotel Islamorada

    85920 Overseas Highway

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    US$ 342 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road Private beach access - 300m
    "Relaxation by beach"
    • On-site spa services available

    • Access to private beach area

    • Pet-friendly accommodations offered

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  • Is55Flr Captain'S Cove Islamorada

    Is55Flr Captain'S Cove Islamorada

    227 El Capitan Dr
    During the stay at Is55Flr Captain'S Cove Islamorada villa, guests can indulge in fishing or visit Robbie's, located 2.9 miles away.
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  • Palms 317 Villa Islamorada

    Palms 317 Villa Islamorada

    79901 Overseas Hwy Unit 317
    During the stay at the 1-bedroom Palms 317 Villa Islamorada, guests can indulge in windsurfing, snorkeling, and bowling or visit the world-class museum "Florida Keys History and Discovery Center"…
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  • Is12Flr Paradise Beach Islamorada

    Is12Flr Paradise Beach Islamorada

    245 Sunset Dr
    Located 1.7 miles from Craig Key Island, Is12Flr Paradise Beach Islamorada villa gives access to various tourist sites in the vicinity.
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  • Beacon Reef 222 Villa Islamorada

    Beacon Reef 222 Villa Islamorada

    83201 Old Highway Unit 222
    Located around a 5-minute walk from History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa Islamorada offers snorkeling to diversify guests' leisure. Offering guided snorkeling trips, this 2…
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  • Little Bay Lower Islamorada

    Little Bay Lower Islamorada

    82246 Overseas Hwy
    Situated approximately 20 minutes' walk from Gallery Morada, the 2-room Little Bay Lower Islamorada apartment can host up to 7 guests in Islamorada. The apartment provides guests with access to a…
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    US$ 621 price for 1 night
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  • Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada

    Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada

    A1, 84745 Old Highway
    Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa is located an 8-minute walk from Windley Key Fossil Reef Geological State Park and offers guests to…
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    US$ 723 price for 1 night
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  • Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key Islamorada

    Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key Islamorada

    76311 & 76321 Overseas Highway
    Located right near Lower Matecumbe Key Island, Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key Islamorada offers opportunities for snorkeling in the area.
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  • Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    82236 Overseas Highway
    Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa is located 15 minutes' walk from Michelle Nicole Lowe Art Gallery and provides fishing for active guests. Providing guests with high-speed…
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    US$ 1005 price for 1 night
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  • Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada

    Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada

    76414 Overseas Highway
    Situated just moments from Lower Matecumbe Key Island, the 6-bedroom Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada ensures a great leisure experience by offering snorkeling. Offering…
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    US$ 1939 price for 1 night
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  • Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool

    Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool

    84745 Old Hwy #13
    Located merely an 8-minute walk from Windley Key Fossil Reef Geological State Park, Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool villa offers fishing to diversify guests' leisure.
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    US$ 727 price for 1 night
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  • Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada

    84 Johnston Ave Unit #6
    Situated around a 15-minute walk from History of Diving Museum, Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore various…
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    US$ 872 price for 1 night
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  • Little Bay Upper Apartment Islamorada

    Little Bay Upper Apartment Islamorada

    82246 Overseas Hwy
    Little Bay Upper Apartment Islamorada is located 1.4 miles from Lignumvitae Key Botanical State Park and a 20-minute walk from Gallery Morada. This 2-bedroom apartment is situated in proximity to…
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  • Martin Family Fish Camp Villa Islamorada

    Martin Family Fish Camp Villa Islamorada

    106 Madeira Rd.
    Situated about 5 minutes' stroll from Lobster Trap Art Gift Shop and Gallery, the 4-bedroom Martin Family Fish Camp Villa Islamorada entices guests with snorkeling, diving, and canoeing in the area.
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    US$ 823 price for 1 night
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  • Islamorada Beach - Beachfront, Fire Pit & Pool

    Islamorada Beach - Beachfront, Fire Pit & Pool

    83407 Old Highway
    The 6-bedroom Islamorada Beach - Beachfront, Fire Pit & Pool villa, located around 10 minutes' stroll from Island Community Church, can host up to 12 guests.
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  • Villa Riolo Islamorada

    Villa Riolo Islamorada

    130 Columbus Dr
    Situated just a few steps from Lower Matecumbe Key Island, the 2-bedroom Villa Riolo Islamorada entices guests with snorkeling, bowling, and fishing in the area.
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  • Florida Keys Boat Charters Hotel Islamorada

    Florida Keys Boat Charters Hotel Islamorada

    85920 Overseas Highway

    from

    US$ 324 price for 1 night
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  • Palms 301 Villa Islamorada

    Palms 301 Villa Islamorada

    79901 Overseas Hwy Unit 301
    Located about a 20-minute walk from Lignumvitae Key Botanical State Park, the 2-bedroom Palms 301 Villa Islamorada entices guests to relax in a spa bath and a hot tub. Guests can enjoy windsurfing…
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  • Beacon Reef 501 Villa Islamorada

    Beacon Reef 501 Villa Islamorada

    83201 Old Highway #501
    Beacon Reef 501 Villa Islamorada is situated 25 minutes by foot from History of Diving Museum and offers a Jacuzzi bath and a hot tub, ensuring a more relaxing stay. Offering a spa salon, this 2…
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  • Beacon Reef 307 Villa Islamorada

    Beacon Reef 307 Villa Islamorada

    83201 Old Hwy #307
    Located around 5 minutes' walk from History of Diving Museum, the 2-bedroom Beacon Reef 307 Villa Islamorada invites guests to enjoy a spa bath and a hot tub. Suitable for 4 guests, this 2-bathroom…
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  • Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada

    84 Johnston Ave Unit #1
    Featuring a swimming pool for guests' relaxation, Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is located about 15 minutes' stroll from History of Diving…
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    US$ 957 price for 1 night
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  • Lyons Landing Villa Islamorada

    Lyons Landing Villa Islamorada

    105 Severino Drive
    Accommodating up to 10 guests, the 4-bedroom Lyons Landing Villa Islamorada is situated 2.9 miles from renowned cultural sites such as History of Diving Museum. This holiday home features…
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  • Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada

    Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada

    81912 Overseas Highway
    Featuring a spa bath and a hot tub, the 4-bedroom Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada is located just a 7-minute stroll from Hurricane Monument and can host up to 7 guests.
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  • Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada

    Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada

    101 Gulfview Drive Apt 314 Building D
    Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada features a prime location a 15-minute stroll from Anne's Beach and hosts up to 10 guests. This 4…
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  • Is17Flr Executive Bay Club Condo M-1 Islamorada

    Is17Flr Executive Bay Club Condo M-1 Islamorada

    87200 Overseas Highway Unit M-1
    At Is17Flr Executive Bay Club Condo M-1 Islamorada villa, guests can enjoy fishing as well as a location approximately a 10-minute walk from Rain Barrel Village.
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  • Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub

    Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub

    101 Gulfview Dr Apt 202
    Santorini- Islamorada Waterfront Condo, Ensuites, Pool, Hot Tub is located in Islamorada, about 25 minutes' walk from Lower Matecumbe Key Island, and offers guests a swimming pool and a free-use…
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  • Tea Table Key Villa Islamorada

    Tea Table Key Villa Islamorada

    79775 Overseas Highway
    Staying at Tea Table Key Villa Islamorada, guests can easily reach Gallery Morada, located around 2 miles away. This Islamorada holiday home offers guests a relaxing experience with a Jacuzzi.
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  • Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada

    Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada

    101 Gulfview Drive Apt 314-316
    Offering spa facilities such as a Jacuzzi bathtub, the 513 ft² Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada is situated 25 minutes' walk from…
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    US$ 1899 price for 1 night
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  • Snorkel In Islamorada'S Clear Blue Waters

    Snorkel In Islamorada'S Clear Blue Waters

    85920 Overseas Highway
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  • Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada

    Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada

    110 Madeira Road
    Located only 14 minutes' stroll from Anne s Beach, the 3-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada provides access to various tourist attractions in the vicinity. The…
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  • Is39Flr Tollgate Tides Villa Islamorada

    Is39Flr Tollgate Tides Villa Islamorada

    205 Tollgate Blvd
    Situated only 5 minutes' stroll from Anne's Beach, Is39Flr Tollgate Tides Villa Islamorada offers opportunities for fishing in the area.
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  • Casario Islamorada

    Casario Islamorada

    United States
    Thanks to snorkeling, canoeing, and fishing in the area, guests can stay fit.
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  • Matecumbe Resort

    Matecumbe Resort

    76261 Overseas Highway Unit 105 Near beach access - 300m
    "Relax by the pool"
    • On-site spa for relaxation

    • Outdoor swimming pool available

    • Variety of water sports offered

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  • Antigua Place Islamorada

    Antigua Place Islamorada

    126 Ponce De Leon Blvd
    The 3-bedroom Antigua Place Islamorada villa is located around 10 minutes by car from Robbie's and provides windsurfing, snorkeling, and fishing for active guests. The Islamorada holiday home boasts…
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  • Private Beach Heated Pool Private Dock Dolphin Key Islamorada

    Private Beach Heated Pool Private Dock Dolphin Key Islamorada

    76311 Overseas Highway
    During the stay at Private Beach Heated Pool Private Dock Dolphin Key Islamorada villa, guests can indulge in snorkeling or visit Robbie's, located 25 minutes' walk away.
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  • Fl Keys Venetian Shores Waterfront With Ocean Access, Pool Islamorada

    Fl Keys Venetian Shores Waterfront With Ocean Access, Pool Islamorada

    141 Stromboli Drive
    Located about 20 minutes by foot from Rain Barrel Village, Fl Keys Venetian Shores Waterfront With Ocean Access, Pool Islamorada villa features a swimming pool, a spa bathtub, ensuring a relaxing…
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    US$ 1011 price for 1 night
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  • Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada

    Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada

    84745 Old Hwy #12
    Situated only 8 minutes' stroll from Windley Key Fossil Reef Geological State Park, the 3-bedroom Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada ensures a great leisure experience…
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  • Sunshine Place Islamorada

    Sunshine Place Islamorada

    84371 Overseas Hwy
    Accommodating up to 3 guests, the 1-bedroom Sunshine Place Islamorada villa is situated 2.1 miles from renowned cultural sites such as the world-class museum "Florida Keys History and Discovery…
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    US$ 384 price for 1 night
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  • Islamorada Oceanfront Luxury Living

    Islamorada Oceanfront Luxury Living

    87851 Old Highway, Apt M44
    Featuring views of the sea, Islamorada Oceanfront Luxury Living apartment is located around 20 minutes' walk from the 45 - acre Founders Park. The apartment features access to a wellness area and is…
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    US$ 410 price for 1 night
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  • Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada

    Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada

    101 Gulfview Drive Apt #D316 Building D
    The 3-room Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment features a convenient location about a 15-minute stroll from Anne's Beach and hosts up…
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    US$ 1446 price for 1 night
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  • Beacon Reef 503 Villa Islamorada

    Beacon Reef 503 Villa Islamorada

    83201 Old Highway #503
    Beacon Reef 503 Villa Islamorada is located a 25-minute walk from Michelle Nicole Lowe Art Gallery and invites guests to join snorkeling, diving, and fishing. Situated 3.5 miles from Rain Barrel…
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Thank you for choosing Islamorada Hotels!

Finding the perfect place to stay in Islamorada doesn't have to be stressful. At Islamorada Hotels, we've brought together the best options for every type of traveler. Head over to our search page to find your ideal match today.

Why islamoradahotels.net is the Best Choice

  • Choose from 137 hotels to find the perfect accommodation for your stay.
  • We offer competitive rates with 3-star hotels starting at $150 and 5-star options beginning at $350.
  • Enjoy the peace of mind with our secure booking system that protects your personal and payment information.
  • Many hotels offer free cancellation, providing you with flexibility and peace of mind.

Where to Stay in Islamorada on Your Holiday

At islamoradahotels.net, we cater to every traveler's dream with a solid selection of over 30 hotels in stunning areas like the Upper and Lower Keys. You can find stays to suit every budget-expect to pay around $100 for budget hotels, $200-$350 for mid-range, and $400+ for luxury resorts. During low season, a 3-star hotel can be as affordable as $150 per night, while high season rates can rise to $300 or more. With occupancy rates peaking from December to April, planning your visit during off-peak times can yield significant savings, especially for beach hotels or charming boutique stays.

Finding your perfect hotel is a breeze with our user-friendly filters. Whether you're looking for a pet-friendly retreat, a hotel close to the local airports, or something that captures the essence of Islamorada's charm, our site lets you narrow down your options effortlessly. Want a hotel by the beach with a specific star rating? Or perhaps you prefer a well-known brand? The choice is yours, ensuring a tailored experience.

Dive into the possibilities and book your ideal stay at islamoradahotels.net today!

Top 5 Facts About Hotels in Islamorada

Beach Bliss Awaits

Find more breathtaking Beach hotels in Islamorada for the ultimate beachfront experience.

Islamorada boasts some of the best beach hotels in the Florida Keys, many offering direct access to pristine sandy shores and breathtaking sunsets. Imagine waking up to the sound of gentle waves right outside your door!

Affordable Charm

Find more affordable Budget hotels in Islamorada with unique local character.

Budget hotels in Islamorada provide not just savings, but also access to hidden gems local to the area, often encompassing unique architecture and character. You won't have to sacrifice comfort for cost when exploring the Keys!

Paws-itively Perfect

Find more cozy Pet-friendly hotels in Islamorada where your pets are welcome to enjoy the adventure.

Pet-friendly hotels in Islamorada ensure your furry companions don't miss out on the fun, with special amenities like dog parks and pet-friendly beaches nearby. Such hotels create inclusivity for the entire family, even the four-legged members!

Boutique Vibes

Find more unique Boutique hotels in Islamorada that reflect the charm of the Keys.

Boutique hotels in Islamorada often showcase local art and crafts, providing an authentic keys experience that larger chains simply can't match. Here, each stay feels like a unique escape tailored just for you!

Budget-savvy Getaways

Find more economical Cheap and budget hotels in Islamorada to make your trip memorable yet affordable.

Cheap and budget hotels in Islamorada often include local treats like complimentary breakfast featuring fresh pastries and fruits, ensuring every morning starts deliciously. Perfect for adventurers wanting to explore without emptying their wallets!

Discover the Best Time to Visit Islamorada

Islamorada operates on Eastern Standard Time (EST) during winter and Eastern Daylight Time (EDT) in the summer, so plan accordingly for your travels. Checking the weather conditions before your trip can help you pack appropriately and ensure a more enjoyable experience. Keep an eye on forecasts for storms or rain, as conditions can change quickly in the tropical climate of the Florida Keys.

Traveling to Islamorada

Travelers can reach Islamorada via Miami International Airport (MIA), which is about 80 miles (approximately 128 km) away; taxi rides typically cost around 150-200 BRL ($30-$40) and take about 1.5 hours. For local transport within the city, the free Florida Keys Shuttle offers convenient service, while taxis are also accessible, with fares around 20 BRL ($4) for short rides-always inquire about possible discounts for tourists. Consider renting a bike or a scooter for an eco-friendly way to explore, with several rental agencies offering daily rates from 70 BRL ($14).

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