105 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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  • Hadley Resort And Marina Islamorada

    Hadley Resort And Marina Islamorada

    82749 Overseas Highway, Central Florida Keys - 1.5km
    "Explore, Relax, Enjoy"
    • 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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  • 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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  • 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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  • 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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  • Fisher Inn Resort & Marina Islamorada

    Fisher Inn Resort & Marina Islamorada

    84951 Overseas Highway Oceanfront location - 0.5km
    "Fishing, boating, snorkeling"
    • Exclusive boat parking and ramp

    • Complimentary use of kayaks and paddleboards

    • Outdoor event space for weddings

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    US$ 192 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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  • 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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  • 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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  • Amara Cay Resort Islamorada

    Amara Cay Resort Islamorada

    80001 Overseas Highway Beach access - 50m
    "Relax, dine, explore"
    • 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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  • 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$ 2000 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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  • Chesapeake Beach Resort Islamorada

    Chesapeake Beach Resort Islamorada

    83409 Overseas Highway Heart of Islamorada - 1.5km
    4
    88 reviews
    • Private beach access

    • Oceanfront event venue

    • Diverse water sports rentals

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    US$ 149 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$ 304 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$ 350 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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  • 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$ 226 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$ 241 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
    4.5
    770 reviews
    • 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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  • 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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  • 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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  • 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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  • 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$ 432 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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  • 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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  • 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$ 339 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 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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  • Pineapple Beach Islamorada

    Pineapple Beach Islamorada

    130 Aregood Lane
    Pineapple Beach Islamorada villa is located 1.6 miles from Rain Barrel Village and welcomes its guests to enjoy cycling and fishing.
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    US$ 2875 price for 1 night
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  • Beacon Reef 406 Villa Islamorada

    Beacon Reef 406 Villa Islamorada

    83201 Old Hwy Unit #406
    Located approximately 5 minutes by foot from History of Diving Museum, the 2-bedroom Beacon Reef 406 Villa Islamorada offers opportunities for snorkeling, bowling, and fishing in the area. Pampering…
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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. The 3-bedroom villa features opportunities for canoeing, cycling…
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    US$ 365 price for 1 night
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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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  • Paradise Palms Islamorada

    Paradise Palms Islamorada

    84745 Old Highway Unit 9, Closest To The Ocean!
    Paradise Palms Islamorada villa offers proximity to nearby tourist spots, such as the 45 - acre Founders Park, situated 2.3 miles away.
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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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  • 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 3.6 miles from Indian Key State Historic Site and invites guests to enjoy a terrace.
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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
    Situated just a 9-minute stroll from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa offers guests to relax…
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    US$ 1093 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 a location 11 minutes' walk from Windley Key Island, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina gives access to…
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    US$ 394 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 15 minutes' walk of Hurricane Monument, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers guests to enjoy a spa center…
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    US$ 1360 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
    The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is located an 18-minute walk from Gallery Morada and provides a year-round outdoor pool, ensuring a…
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    US$ 484 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
    1-bedroom Key Lime Cottage In The Heart Of Islamorada offers proximity to nearby tourist spots, such as Robbie's Marina, situated approximately 25 minutes' walk away.
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    US$ 382 price for 1 night
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  • Oceanfront Islamorada Townhome With Dock And Pool

    Oceanfront Islamorada Townhome With Dock And Pool

    84745 Old Hwy 11
    Located 8 minutes by foot from Windley Key Fossil Reef Geological State Park, Oceanfront Islamorada Townhome With Dock And Pool villa offers a private pool for guests to relax by.
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    US$ 624 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 is nestled approximately 5 minutes' stroll from FNX Club by Islamorada Fitness and entices guests with a Jacuzzi and a hot tub.
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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
    The 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa provides a spa center and a play area for a delightful experience, and is located merely a 7-minute walk from…
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    US$ 467 price for 1 night
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  • Executive Bay Islamorada By Sofla Vacations

    Executive Bay Islamorada By Sofla Vacations

    87200 Overseas Highway
    Executive Bay Islamorada By Sofla Vacations villa is located only 10 minutes' walk from Rain Barrel Village and invites guests to enjoy barbeque and a satellite flat-screen. Providing guests with Wi…
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    US$ 150 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 provides access to…
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    US$ 896 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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  • 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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  • Islamorada Beach - Beachfront, Fire Pit & Pool

    Islamorada Beach - Beachfront, Fire Pit & Pool

    83407 Old Highway
    Islamorada Beach - Beachfront, Fire Pit & Pool villa is located about 10 minutes' stroll from History of Diving Museum and invites guests to enjoy a terrace.
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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 private swimming pool, a spa bathtub and a hot tub…
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    US$ 1011 price for 1 night
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  • Bella Villa Islamorada

    Bella Villa Islamorada

    109 Valencia Drive
    Situated approximately 15 minutes' walk from Windley Key Fossil Reef Geological State Park, Bella Villa Islamorada provides access to numerous tourist attractions in the area.
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  • Comfortable, Spacious 3-Br, 2-Ba-1 Level Home- Deep Dock On Canal, Islamorada

    Comfortable, Spacious 3-Br, 2-Ba-1 Level Home- Deep Dock On Canal, Islamorada

    106 Palermo Drive
    Nestled 15 minutes by foot from Rain Barrel Sculpture Gallery, Comfortable, Spacious 3-Br, 2-Ba-1 Level Home- Deep Dock On Canal, Islamorada entices guests to explore various tourist destinations…
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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
    Located around 10 minutes by car from the Florida Lignumvitae Key Botanical State Park, Peninsula Villa Boat Dock Heated Pool Sunset Point Islamorada offers a terrace with views of the sea. Guests…
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    US$ 1939 price for 1 night
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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
    Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada is located 25 minutes' walk from Lower Matecumbe Key Island and entices guests with a hot tub. Wi-Fi…
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    US$ 1899 price for 1 night
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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 approximately a 20-minute stroll from Island Community Church, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada offers a terrace with views of the sea.
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  • Margaritaville Islamorada

    Margaritaville Islamorada

    87380 Overseas Highway
    Situated 6 minutes' stroll from Cowpens Anchorage, Margaritaville Islamorada villa features a terrace with views of the sea. Featuring garden views, this holiday home invites guests to visit Windley…
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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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  • 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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  • Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

    82236 Overseas Highway
    Located 15 minutes by foot from Michelle Nicole Lowe Art Gallery, Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa gives access to various tourist sites in the vicinity.
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    US$ 1005 price for 1 night
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  • La Dolce Vita Villa Islamorada

    La Dolce Vita Villa Islamorada

    116 Stromboli Dr
    La Dolce Vita Villa Islamorada is located about a 20-minute stroll from Rain Barrel Village, giving access to various tourist spots nearby.
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    US$ 333 price for 1 night
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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
    Along with proximity to Windley Key Fossil Reef Geological State Park, only 8 minutes' walk away, Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada villa offers opportunities for…
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    US$ 607 price for 1 night
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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 and provides a year…
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    US$ 660 price for 1 night
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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
    The 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located approximately 25 minutes by foot from Lignumvitae Key Botanical State Park and…
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    US$ 587 price for 1 night
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  • Antigua Place Islamorada

    Antigua Place Islamorada

    126 Ponce De Leon Blvd
    The 2-bedroom Antigua Place Islamorada villa is located around 10 minutes by car from Robbie's Marina and allows guests to enjoy windsurfing, snorkeling, and fishing.
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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
    Private Beach Private Overwater Dock Heated Pool Mahi Key Islamorada villa offers proximity to nearby tourist spots, such as Indian Key Historic State Park, situated around a 10-minute drive away.
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    US$ 1956 price for 1 night
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  • Heart Of Morada Villa Islamorada

    Heart Of Morada Villa Islamorada

    81906 Overseas Highway #3
    The 4-bedroom Heart Of Morada Villa Islamorada is located approximately a 5-minute stroll from Hurricane Monument and features a swimming pool as well as a terrace for guests' pleasure.
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  • Beacon Reef 501 Villa Islamorada

    Beacon Reef 501 Villa Islamorada

    83201 Old Highway #501
    Beacon Reef 501 Villa Islamorada is located 25 minutes by foot from Michelle Nicole Lowe Art Gallery and provides windsurfing, snorkeling, and diving for active guests. Providing guests with Wi-Fi…
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  • Beacon Reef 306 Villa Islamorada

    Beacon Reef 306 Villa Islamorada

    83201 Old Hwy Unit 306
    Along with proximity to History of Diving Museum, about a 5-minute walk away, the 2-bedroom Beacon Reef 306 Villa Islamorada offers opportunities for windsurfing in the area. Offering a spa bathtub…
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  • Palms 317 Villa Islamorada

    Palms 317 Villa Islamorada

    79901 Overseas Hwy Unit 317
    Offering a Jacuzzi bathtub and a hot tub for a relaxing experience, the beachfront Palms 317 Villa Islamorada is located 2.3 miles from the class museum "Florida Keys History and Discovery Center".
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  • Martin Family Fish Camp Villa Islamorada

    Martin Family Fish Camp Villa Islamorada

    106 Madeira Rd.
    Located about 5 minutes' stroll from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Martin Family Fish Camp Villa Islamorada offers opportunities for windsurfing, diving, and canoeing in the…
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    US$ 823 price for 1 night
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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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  • Waterfront Ocean Access Canal Kamp Key Homes Islamorada

    Waterfront Ocean Access Canal Kamp Key Homes Islamorada

    76412 Overseas Highway
    Situated 2.3 miles from San Pedro Underwater Archaeological Preserve State Park, Waterfront Ocean Access Canal Kamp Key Homes Islamorada entices guests to explore various tourist attractions in the…
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    US$ 450 price for 1 night
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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
    Overlooking the sea, Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada offers accommodation a 15-minute stroll from Anne's Beach. This 325 ft² apartment…
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  • Florida Keys Boat Charters Hotel Islamorada

    Florida Keys Boat Charters Hotel Islamorada

    85920 Overseas Highway

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    US$ 324 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
    Overlooking the garden, the 3-room Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment is about a 15-minute stroll from Anne's Beach in Islamorada.
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    US$ 1446 price for 1 night
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  • Little Bay Lower Islamorada

    Little Bay Lower Islamorada

    82246 Overseas Hwy
    Situated around 25 minutes' walk from Lignumvitae Key Botanical State Park, the 2-room Little Bay Lower Islamorada apartment offers an opportunity to discover various tourist attractions in the area.…
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    US$ 621 price for 1 night
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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
    Situated around 15 minutes' walk from Hurricane Monument, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa provides access to numerous tourist…
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    US$ 722 price for 1 night
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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 offers a spa bath and a hot tub for additional relaxation.
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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
    Staying at Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida, guests can visit the 45-acre Founders Park, which is approximately 20 minutes' stroll away.
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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 301 Villa Islamorada

    Beacon Reef 301 Villa Islamorada

    83201 Old Hwy Unit 301
    Situated a 5-minute walk from Island Community Church, the beachfront Beacon Reef 301 Villa Islamorada entices guests with views of the sea. Guests can enjoy windsurfing, snorkeling, and fishing at…
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  • The Oasis Villa Islamorada

    The Oasis Villa Islamorada

    82703 Old Highway
    At the beachfront The Oasis Villa Islamorada, guests can enjoy snorkeling, canoeing, and cycling as well as a location only 10 minutes' walk from History of Diving Museum. Located 1.1 miles from…
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    US$ 1600 price for 1 night
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  • Beacon Reef #204 Apartment Islamorada

    Beacon Reef #204 Apartment Islamorada

    83201 Old Highway
    The 2-room Beacon Reef #204 Apartment Islamorada is located in the beach area of Islamorada, approximately a 5-minute walk from History of Diving Museum. Guests can benefit from a Jacuzzi bath and a…
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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, diving, and fishing or visit Lower Matecumbe Key Island, located a 25-minute walk away.
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  • Casa Mar Villa Islamorada

    Casa Mar Villa Islamorada

    115 Ponce De Leon Blvd
    Casa Mar Villa Islamorada is located 2.5 miles from Craig Key Island and provides a hot tub. This holiday home is located within a 10-minute drive of Robbie's and 20 minutes' walk from Anne's Beach.
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    US$ 657 price for 1 night
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  • Bungalow House Islamorada

    Bungalow House Islamorada

    32 Park Road
    Offering a location around 10 minutes' walk from Island Community Church, Bungalow House Islamorada gives access to various tourist spots in the area.
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  • Beachfront Villa At Islamorada By The Glamhomes

    Beachfront Villa At Islamorada By The Glamhomes

    75761 Overseas Highway
    Located only 5 minutes by foot from Lower Matecumbe Key Island, 4-bedroom Beachfront Villa At Islamorada By The Glamhomes includes a terrace with views of the sea. Featuring car rentals, the…
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    US$ 2840 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, Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada ensures a great leisure experience by offering…
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  • Turtle Nest Estate Villa Islamorada

    Turtle Nest Estate Villa Islamorada

    75971 Overseas Highway
    Offering a spa bath and a hot tub for a relaxing experience, the beachfront Turtle Nest Estate Villa Islamorada is located 2.1 miles from Indian Key Historic State Park.
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    US$ 1716 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 Jacuzzi bath and a hot tub for a relaxing stay.
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  • Palms 407 Villa Islamorada

    Palms 407 Villa Islamorada

    79901 Overseas Hwy Unit 407
    Along with access to such natural sites as Upper Matecumbe Key Island, around 2 miles away, the 2-bedroom Palms 407 Villa Islamorada offers a swimming pool. This Islamorada villa offers guests a…
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  • Villa Riolo Islamorada

    Villa Riolo Islamorada

    130 Columbus Dr
    At the 2-bedroom Villa Riolo Islamorada, guests can enjoy diving, bowling, and fishing as well as a location fairly close to Lower Matecumbe Key Island.
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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. Located in close proximity to History of…
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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 beachfront Little Bay Compound Villa Islamorada offers guests to enjoy a spa center and spa therapy.
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  • Beacon Reef 222 Villa Islamorada

    Beacon Reef 222 Villa Islamorada

    83201 Old Highway Unit 222
    The 2-bedroom Beacon Reef 222 Villa Islamorada is located around a 5-minute walk from History of Diving Museum and offers guests to enjoy snorkeling.
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  • Little Bay Prime Apartment Islamorada

    Little Bay Prime Apartment Islamorada

    82246 Overseas Highway
    The beachfront 4-bedroom Little Bay Prime Apartment Islamorada is around 25 minutes' walk from Indian Key State Historic Site. To elevate their stay, guests can make the most of windsurfing…
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    US$ 1510 price for 1 night
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  • Lyons Landing Villa Islamorada

    Lyons Landing Villa Islamorada

    105 Severino Drive
    Situated around 20 minutes by foot from Rain Barrel Sculpture Gallery, the 3-bedroom Lyons Landing Villa Islamorada offers guests to enjoy a spa center and spa therapy. 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
    Located approximately 10 minutes by foot from Lobster Trap Art Gift Shop and Gallery, Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada boasts a private swimming pool with a hot tub.
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  • Palms 309 Villa Islamorada

    Palms 309 Villa Islamorada

    79901 Overseas Hwy.
    Offering a Jacuzzi 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". The 2-bedroom villa…
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  • Little Bay Cottage Islamorada

    Little Bay Cottage Islamorada

    82246 Overseas Hwy
    Located about 10 minutes by foot from Keys History & Discovery Center, the 2-bedroom Little Bay Cottage Islamorada offers windsurfing, snorkeling, and diving to diversify guests' leisure.
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    US$ 549 price for 1 night
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  • Palms 417 Villa Islamorada

    Palms 417 Villa Islamorada

    79901 Overseas Highway #417
    Palms 417 Villa Islamorada is located 1.7 miles from Gallery Morada and boasts a swimming pool provided on a terrace for a pleasant stay. Featuring sea views, the beachfront 2-bathroom holiday home…
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  • Palms 301 Villa Islamorada

    Palms 301 Villa Islamorada

    79901 Overseas Hwy Unit 301
    The 2-bedroom Palms 301 Villa Islamorada is located about a 20-minute walk from Lignumvitae Key Botanical State Park and provides windsurfing, diving, and fishing for active guests. Staying at this 2…
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  • Sandglass 4 Islamorada

    Sandglass 4 Islamorada

    74980 Overseas Hwy 4
    The 3-bedroom Sandglass 4 Islamorada villa offers proximity to nearby tourist spots, such as Anne's Beach, situated about a 25-minute walk away.
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    US$ 696 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 a 25-minute walk from Lignumvitae Key Botanical State Park and offers Wi-Fi for either business or leisure. While staying at this 2-bedroom apartment,…
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  • Sunshine Place Islamorada

    Sunshine Place Islamorada

    84371 Overseas Hwy
    Sunshine Place Islamorada villa is located 2.1 miles from the class museum "Florida Keys History and Discovery Center" and welcomes its guests to enjoy windsurfing, snorkeling, and bowling.
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    US$ 384 price for 1 night
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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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