105 properties found in Islamorada

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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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  • 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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  • 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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  • Last-minute discounts for spontaneous travelers!

    Chesapeake Beach Resort Islamorada

    Chesapeake Beach Resort Islamorada

    3
    83409 Overseas Highway, Islamorada, United States

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    US$ 164 US$ 149 for 1 night

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  • Sands Of Islamorada

    Sands Of Islamorada

    80051 Overseas Highway Midpoint in Florida Keys - 1.5km
    "Relaxing beachfront getaway"
    • 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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  • 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$ 215 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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  • 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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  • 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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  • La Siesta Resort & Villas Islamorada

    La Siesta Resort & Villas Islamorada

    80241 Overseas Highway Prime beach access - 300m
    4
    916 reviews
    • Access to multiple beaches

    • Twelve on-site dining options

    • Expansive boating facilities

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    US$ 232 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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  • 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$ 240 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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  • 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 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$ 749 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$ 510 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

    from

    US$ 350 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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  • 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$ 385 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$ 319 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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  • 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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  • 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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  • 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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  • 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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  • 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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  • 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$ 323 price for 1 night
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  • Beacon Reef 406 Villa Islamorada

    Beacon Reef 406 Villa Islamorada

    83201 Old Hwy Unit #406
    Offering a hot tub for guests to unwind, the 2-bedroom Beacon Reef 406 Villa Islamorada is located around 5 minutes' walk from History of Diving Museum.
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  • Executive Bay Islamorada By Sofla Vacations

    Executive Bay Islamorada By Sofla Vacations

    87200 Overseas Highway
    Located a mere 5 minutes' walk from Islamorada, Executive Bay Islamorada By Sofla Vacations villa offers a terrace with a view over the sea.
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    US$ 150 price for 1 night
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  • Pineapple Beach Islamorada

    Pineapple Beach Islamorada

    130 Aregood Lane
    The 4-bedroom Pineapple Beach Islamorada villa is located around 10 minutes by car from Upper Keys, giving access to various tourist spots nearby.
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    US$ 2875 price for 1 night
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  • Anglers Reef Vacation Rental Islamorada

    Anglers Reef Vacation Rental Islamorada

    109 Anglers Way
    Offering garden views, Anglers Reef Vacation Rental Islamorada villa is situated 5 minutes' walk from Windley Key Fossil Reef Geological State Park.
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    US$ 365 price for 1 night
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  • Anglers Reef Paradise Islamorada

    Anglers Reef Paradise Islamorada

    110 Anglers Way 110
    Situated merely 6 minutes' walk from Windley Key Island, the 2-bedroom Anglers Reef Paradise Islamorada villa entices guests to explore various tourist attractions in the area.
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    US$ 382 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
    The 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is situated merely 6 minutes' walk from the world-class museum "Florida Keys History and Discovery…
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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
    Located about a 25-minute walk from Rain Barrel Village, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina gives access to various…
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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
    The 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa offers quick access to such city attractions as the world-class museum "Florida Keys…
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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
    Situated around a 20-minute walk from Lignumvitae Key Botanical State Park, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa entices guests to…
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    US$ 484 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
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  • Key Lime Cottage In The Heart Of Islamorada

    Key Lime Cottage In The Heart Of Islamorada

    76777 Overseas Highway
    Situated just around the corner from Lower Matecumbe Key Island, 1-bedroom Key Lime Cottage In The Heart Of Islamorada features a terrace with views of the pool. Offering a private swimming pool…
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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
    Offering sea views, Oceanfront Islamorada Townhome With Dock And Pool villa is situated merely an 8-minute walk from Windley Key Fossil Reef Geological State Park.
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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
    Located around 600 metres from Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa provides an outdoor swimming pool, a hot tub for a more relaxing…
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  • Margaritaville Islamorada

    Margaritaville Islamorada

    87380 Overseas Highway
    Margaritaville Islamorada villa is located 20 minutes' walk from Plantation Key and invites guests to enjoy a terrace.
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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 centre 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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  • 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
    Located merely 12 minutes' walk from Michelle Nicole Lowe Art Gallery, 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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  • Little Basin Villas Islamorada

    Little Basin Villas Islamorada

    84 Johnston Road
    Staying at the 9-room Little Basin Villas Islamorada, guests can easily reach Florida Keys Memorial, located about a 10-minute walk away.
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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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  • Beachfront Villa At Islamorada By The Glamhomes

    Beachfront Villa At Islamorada By The Glamhomes

    75761 Overseas Highway
    Located approximately 10 minutes by car from Lignumvitae Key Botanical State Park, 4-bedroom Beachfront Villa At Islamorada By The Glamhomes offers a terrace with views of the sea. Featuring car…
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    US$ 2840 price for 1 night
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  • Turtle Nest Estate Villa Islamorada

    Turtle Nest Estate Villa Islamorada

    75971 Overseas Highway
    The beachfront Turtle Nest Estate Villa Islamorada provides an opportunity to stay within a 500-metre distance of Lower Matecumbe Key Island and offers a hot tub, perfect for decompressing.
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    US$ 1716 price for 1 night
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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

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    US$ 1011 price for 1 night
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  • Bella Villa Islamorada

    Bella Villa Islamorada

    109 Valencia Drive
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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
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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
    Peninsula Villa Heated Pool Sunset Point Islamorada is located in close proximity to the Lower Matecumbe Key and features a private pool and a terrace for a relaxing stay.
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    US$ 2646 price for 1 night
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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
    Located a stone's throw from the Lower Matecumbe Key, Private Beach Ocean Front Oasis Pickleball Court Heated Pool Designated Paradise Key Islamorada villa offers a terrace with views of the sea.
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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
    The spacious Ocean View Two Duplex Penthouses Retreat Amenities: Tennis Court Heated Pool Vista Key Islamorada is just 1.5 km from Anne's Beach and boasts spa facilities such as a hot tub. For guests…
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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 nearly 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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  • 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
    Situated an 18-minute walk from Upper Matecumbe Key Island, Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa invites guests to relax at a patio.
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    US$ 1005 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

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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 offers quick access to such city attractions as the world-class museum "Florida Keys…
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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
    Located within 15 minutes' walk of Anne s Beach, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa provides access to various tourist…
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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
    Staying at the 2-bedroom Antigua Place Islamorada villa, guests can visit Lower Matecumbe Key Island, which is approximately a 20-minute drive away.
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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
    Beach Residence Private Overwater Dock Heated Pool Mahi Key Islamorada villa offers easy access to such tourist spots as the Lower Matecumbe Key, located only a 5-minute walk 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
    Situated just a short walk down to Michelle Nicole Lowe Art Gallery, the 4-bedroom Heart Of Morada Villa offers easy access to numerous tourist spots in the area. Providing guests with Wi-Fi and free…
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  • Beacon Reef 501 Villa Islamorada

    Beacon Reef 501 Villa Islamorada

    83201 Old Highway #501
    Island Community Church is just a 5-minute walk from Beacon Reef 501 Villa Islamorada, offering a hot tub for guests' relaxation. Located 3.2 km from Indian Key State Historic Site, this 2-bedroom…
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  • Beacon Reef 306 Villa Islamorada

    Beacon Reef 306 Villa Islamorada

    83201 Old Hwy Unit 306
    The 2-bedroom Beacon Reef 306 Villa Islamorada is situated within 25 minutes' walk of Hurricane Monument and provides a hot tub, ensuring a relaxing stay. Featuring sea views, this Islamorada holiday…
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  • Palms 317 Villa Islamorada

    Palms 317 Villa Islamorada

    79901 Overseas Hwy Unit 317
    Offering a hot tub for a relaxing experience, the beachfront Palms 317 Villa Islamorada is located about 4 km from Lobster Trap Art Gift Shop and Gallery.
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  • Martin Family Fish Camp Villa Islamorada

    Martin Family Fish Camp Villa Islamorada

    106 Madeira Rd.
    Situated approximately 5 minutes' walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Martin Family Fish Camp Villa Islamorada entices guests with snorkelling in the area.
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    US$ 823 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 just near Lower Matecumbe Key Island, Waterfront Ocean Access Canal Kamp Key Homes Islamorada provides access to numerous tourist attractions in the area.
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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
    Offering spa facilities such as a hot tub, the spacious Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada is situated a 20-minute walk from Anne's Beach…
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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
    To enjoy your vacation in Islamorada, stay at the spacious 188 m^2 Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two Apartment Islamorada, which is 8 km from Lower…
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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
    To enjoy your vacation in Islamorada, stay at the 2-room Little Bay Lower Islamorada apartment, which is merely 1.4 km from Anne s Beach and about 10 minutes by car from Lignumvitae Key Botanical…
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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
    The 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is situated a mere 6 minutes' walk from Florida Keys History and Discovery Center, featuring such…
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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 approximately a 5-minute walk from History of Diving Museum, the 2-bedroom Beacon Reef 307 Villa Islamorada offers 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
    Waterside Cottage Accommodation With Private Swimming Pool In Islamorada, Florida Plantation Key is located nearly a 25-minute stroll from the 45-acre Founders Park and provides diving, canoeing, and…
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  • Straight To The Islamorada Sandbar Charters

    Straight To The Islamorada Sandbar Charters

    85920 Overseas Highway
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  • Palms 404 Villa Islamorada

    Palms 404 Villa Islamorada

    79901 Overseas Hwy Unit 404
    Offering a hot tub for a relaxing experience, Palms 404 Villa Islamorada is located 15 minutes' drive from History of Diving Museum. Providing guests with Wi-Fi and parking, the 2-bedroom villa is 3…
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  • Beacon Reef 301 Villa Islamorada

    Beacon Reef 301 Villa Islamorada

    83201 Old Hwy Unit 301
    Offering a hot tub for a relaxing experience, the beachfront Beacon Reef 301 Villa Islamorada is located a 20-minute walk from Lobster Trap Art Gift Shop and Gallery.
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  • The Oasis Villa Islamorada

    The Oasis Villa Islamorada

    82703 Old Highway
    The beachfront The Oasis Villa Islamorada is located around a 20-minute walk from Lobster Trap Art Gift Shop and Gallery and invites guests to enjoy a terrace.
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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, around a 5-minute walk from History of Diving Museum. Situated in front of Island Community Church, this…
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  • West Plaza Del Lago Islamorada

    West Plaza Del Lago Islamorada

    63 W Plaza Del Lago
    West Plaza Del Lago Islamorada villa is located 10 minutes' drive from Craig Key Island and invites guests to join snorkelling.
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  • Casa Mar Villa Islamorada

    Casa Mar Villa Islamorada

    115 Ponce De Leon Blvd
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  • Bungalow House Islamorada

    Bungalow House Islamorada

    32 Park Road
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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
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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 offers a hot tub, ensuring a more relaxing stay. This 2-bedroom villa features opportunities for…
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  • Palms 407 Villa Islamorada

    Palms 407 Villa Islamorada

    79901 Overseas Hwy Unit 407
    Located within a 3-km distance of Indian Key Historic State Park, the 2-bedroom Palms 407 Villa Islamorada boasts a swimming pool with a hot tub.
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  • Villa Riolo Islamorada

    Villa Riolo Islamorada

    130 Columbus Dr
    The 2-bedroom Villa Riolo Islamorada offers quick access to such city attractions as Lower Matecumbe Key Island, located nearly 5 minutes' walk away. This villa features opportunities for snorkelling…
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  • Beacon Reef 503 Villa Islamorada

    Beacon Reef 503 Villa Islamorada

    83201 Old Highway #503
    Offering a hot tub for a relaxing experience, Beacon Reef 503 Villa Islamorada is located 20 minutes' walk from Lobster Trap Art Gift Shop and Gallery.
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  • Little Bay Compound Villa Islamorada

    Little Bay Compound Villa Islamorada

    82246 Overseas Highway
    Situated approximately a 10-minute walk from History of Diving Museum, the beachfront Little Bay Compound Villa Islamorada entices guests to explore various tourist attractions in the area.
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  • Beacon Reef 222 Villa Islamorada

    Beacon Reef 222 Villa Islamorada

    83201 Old Highway Unit 222
    Offering a location only 5 minutes' walk from Island Community Church, the 2-bedroom Beacon Reef 222 Villa Islamorada gives access to various tourist spots in the area.
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  • Little Bay Prime Apartment Islamorada

    Little Bay Prime Apartment Islamorada

    82246 Overseas Highway
    Featuring a beachfront location, the 4-room Little Bay Prime Apartment Islamorada offers views of the sea, a mere 1.4 km from Anne s Beach. Wi-Fi is provided for both business and leisure activities.
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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
    Staying at the 3-bedroom Lyons Landing Villa Islamorada, guests can easily reach Hurricane Monument, located around 7 km away.
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  • Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada

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

    81912 Overseas Highway
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  • Palms 309 Villa Islamorada

    Palms 309 Villa Islamorada

    79901 Overseas Hwy.
    Offering guests to unwind in a hot tub, Palms 309 Villa Islamorada is located a 25-minute walk from Lignumvitae Key Botanical State Park. Guests can enjoy snorkelling at the 2-bedroom villa, located…
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  • Little Bay Cottage Islamorada

    Little Bay Cottage Islamorada

    82246 Overseas Hwy
    The 2-bedroom Little Bay Cottage Islamorada offers proximity to nearby tourist spots, such as Florida Keys History and Discovery Center, situated just 9 minutes' walk away.
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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 approximately 4 km from Lobster Trap Art Gift Shop and Gallery and provides a sauna. This 2-bedroom beachfront villa awaits guests on a terrace with a swimming…
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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 4 km from Lobster Trap Art Gift Shop and Gallery and provides a hot tub. This 2-bathroom villa features opportunities for snorkelling in the…
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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 San Pedro Underwater Archaeological Preserve State Park, situated around 10 minutes away by car.
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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 4 km from Windley Key Fossil Reef Geological State Park and a 10-minute ride from Lignumvitae Key Botanical State Park. Wi-Fi is available for guests'…
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  • Sunshine Place Islamorada

    Sunshine Place Islamorada

    84371 Overseas Hwy
    The 1-bedroom Sunshine Place Islamorada villa offers proximity to nearby tourist spots, such as Hurricane Monument, situated approximately 10 minutes away by car.
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    US$ 384 price for 1 night
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  • La Dolce Vita Villa Islamorada

    La Dolce Vita Villa Islamorada

    116 Stromboli Dr
    Staying at the 2-bedroom La Dolce Vita Villa, guests can easily reach the 45-acre Founders Park, located about 25 minutes' walk away.
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    US$ 333 price for 1 night
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  • Islamorada Beach - Beachfront, Fire Pit & Pool

    Islamorada Beach - Beachfront, Fire Pit & Pool

    83407 Old Highway
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  • Anglers Reef Getaway Villa Islamorada

    Anglers Reef Getaway Villa Islamorada

    135 Anglers Way
    Anglers Reef Getaway Villa Islamorada provides easy access to various city attractions, such as Windley Key, situated approximately 500 metres away.
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    US$ 450 price for 1 night
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Welcome to Islamorada Hotels!

Planning your perfect stay in Islamorada? Discover a variety of hotels that cater to all your needs on Islamorada Hotels. Start your journey by visiting our search page today.

Why islamoradahotels.net is the Best Choice

  • Choose from 137 hotels.
  • Enjoy competitive rates, with 3-star accommodations starting as low as $100 and 5-star luxury from $250.
  • Secure booking ensures your personal and payment information is protected with advanced security measures.
  • Take advantage of free cancellation at many hotels.

Where to Stay in Islamorada on Your Holiday

At islamoradahotels.net, we understand every traveler has unique tastes and budgets. Discover over 50 diverse hotels in the charming areas of Islamorada, from the laid-back vibe of Lower Matecumbe to the luxury hideaways on Plantation Key. Average hotel prices range from $150 for budget options to $400 for luxury stays, with three-star hotels starting as low as $120 in low season and peaking at around $300 in the high season. With occupancy rates often peaking in winter and summer, this site is your go-to for finding affordable, beach-front, pet-friendly, and boutique hotel choices.

Finding your ideal hotel is a breeze with our user-friendly filters at islamoradahotels.net. Simply customize your search based on star ratings, proximity to local highlights or airports, and the type of accommodation or theme that suits you best. Whether you fancy a cozy boutique hotel or a sprawling resort, our platform is tailored to meet all your preferences effortlessly.

Explore our site today and book your perfect Islamorada getaway!

Top 4 facts about hotels in Islamorada

Beachfront Bliss

Find more beachfront Beach hotels in Islamorada and immerse yourself in oceanfront luxury.

Beachfront hotels in Islamorada offer direct access to golden sands and breathtaking sunsets right from your doorstep. Imagine waking up with the sound of waves lapping at the shore-paradise found!

Budget-Friendly Charisma

Find more budget-friendly Economy hotel in Islamorada with unique local character.

Economy hotels in Islamorada provide cozy accommodations without breaking the bank, often featuring unexpected local art and charm. Who says you can't enjoy a beautiful stay on a budget?

Pet-Pampering Paradise

Find more pet-friendly Pet-friendly hotels in Islamorada for a delightful family getaway.

Pet-friendly hotels in Islamorada ensure that your furry friends can join in the tropical fun, often offering treats and special amenities just for them. Don't leave your four-legged companions behind-there's fun for everyone!

Boutique Elegance

Find more boutique Boutique hotels in Islamorada to immerse yourself in island elegance.

Boutique hotels in Islamorada provide a uniquely personalized experience, each with its themed décor and attentive service that reflect the charm of island life. You won't just stay; you'll experience the local vibe!

Discover the best time to visit Islamorada

Islamorada follows Eastern Standard Time (EST) during winter months and Eastern Daylight Time (EDT) in the summer, so plan accordingly for your travels. Before you head to Islamorada, be sure to check the local weather conditions to make the most of your beach adventures. Understanding the seasonal weather will help you pack appropriately and choose the best activities for your visit.

Travelling to Islamorada

Islamorada is conveniently accessible via the nearby Key West International Airport, located about 80 miles (129 kilometers) away, where a taxi ride to the city center costs around 150 USD (equivalent in local currency) and takes about 1.5 hours. However, you can also choose to arrive via Miami International Airport, approximately 90 miles (145 kilometers) away, with taxi fares costing about 170 USD (local currency equivalent) and an estimated travel time of 2 hours. Once in Islamorada, travelers can use local shuttle services or rent bicycles; public transport is limited, but some hotels offer shuttles, making it easy to explore the area while enjoying discounts for tourists on select adventures.

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