110 properties found in Islamorada

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  • La Siesta Resort & Villas Islamorada

    La Siesta Resort & Villas Islamorada

    80241 Overseas Highway
    Situated around a 10-minute drive from Robbie's, La Siesta Resort & Villas Islamorada features Wi-Fi in the lobby, and parking on site. This 4-star resort is in a historical area, 1.6 miles from such…
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    US$ 232 price for 1 night
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  • Amara Cay Resort Islamorada

    Amara Cay Resort Islamorada

    80001 Overseas Highway
    The comfortable 4-star Amara Cay Resort Islamorada lies in the beach area of Islamorada, 1.8 miles from natural attractions such as Indian Key Historic State Park. Boasting a heated swimming pool and…
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    US$ 266 price for 1 night
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  • Bayside Villas By Islander Resort Islamorada

    Bayside Villas By Islander Resort Islamorada

    81450 Overseas Highway
    Located just 7 minutes' stroll from Indian Key State Historic Site, the 4-star Bayside Villas By Islander Resort Islamorada has a picnic area and recreational facilities. The contemporary resort is…
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    US$ 191 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 Hwy, Islamorada, United States of America

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    US$ 164 US$ 149 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
    Located on an island, the 4-star Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort provides guests with a swimming pool, a fitness club, and an American restaurant on site. This…
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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
    The oceanfront Fisher Inn Resort & Marina Islamorada lies in a beach area of Islamorada 1.9 miles from Rain Barrel Sculpture Gallery, featuring a sundeck, a sunbathing terrace, and a picnic area. The…
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    US$ 162 price for 1 night
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  • La Jolla Resort Islamorada

    La Jolla Resort Islamorada

    82216 Overseas Highway
    Featuring Wi-Fi in public areas, the charming 2-star La Jolla Resort Islamorada is 25 minutes' stroll from Indian Key State Historic Site. Situated in a beach area, 600 feet from an own beach, this…
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    US$ 114 price for 1 night
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  • The Islands Of Islamorada

    The Islands Of Islamorada

    82779 Old Hwy
    The 4-star The Islands Of Islamorada hotel is a great place in a beach area of Islamorada, which stands 17 minutes by foot from Lobster Trap Art Gift Shop and Gallery. Boasting a location within easy…
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    US$ 1455 price for 1 night
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  • Breezy Palms Resort Islamorada

    Breezy Palms Resort Islamorada

    80015 Overseas Highway
    Offering a swimming pool, the 3-star Breezy Palms Resort Islamorada is situated in the cultural district of Islamorada, 2 miles from Florida Keys History and Discovery Center. Featuring 54 rooms with…
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    US$ 142 price for 1 night
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  • Cheeca Lodge & Spa Islamorada

    Cheeca Lodge & Spa Islamorada

    81801 Overseas Highway Mile Marker 82
    The 5-star oceanfront Cheeca Lodge & Spa Islamorada hotel in the cultural district of Islamorada, 16 minutes' walk from Hurricane Monument, features 10 outdoor tennis courts for guests to enjoy.
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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,
    4
    241 reviews
    Offering a swimming pool, the 3-star non-smoking Hadley Resort And Marina Islamorada is nestled in the entertainment district of Islamorada, approximately a 25-minute walk from Hurricane Monument.
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    US$ 147 price for 1 night
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  • Sands Of Islamorada

    Sands Of Islamorada

    80051 Overseas Highway
    4
    279 reviews
    Offering a picnic area, barbecue grills, and a garden terrace, as well as the views of the garden, the 2-star Sands Of Islamorada hotel is located approximately a 25-minute walk from Indian Key State…
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    US$ 200 price for 1 night
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  • Sunset Inn Islamorada

    Sunset Inn Islamorada

    82200 Overseas Highway
    Offering air-conditioned rooms and Wi-Fi in public areas, the 3-star smoke-free Sunset Inn Islamorada is only 0.9 miles from Florida Keys Brewing Co and 5 minutes' walk from Florida Keys History and…
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    US$ 107 price for 1 night
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  • Drop Anchor Resort & Marina Islamorada

    Drop Anchor Resort & Marina Islamorada

    84959 Overseas Highway
    Situated 1.8 miles from History of Diving Museum, the 3-star oceanfront Drop Anchor Resort & Marina Islamorada features Wi-Fi in public areas and parking on site. Featuring a swimming pool, this…
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    US$ 206 price for 1 night
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  • Islander Resort Islamorada

    Islander Resort Islamorada

    82100 Overseas Highway
    4.5
    866 reviews
    The stylish 4-star Islander Resort Islamorada is nestled about 25 minutes' stroll from Island Community Church, offering 107 rooms and featuring water sports facilities and barbecue grills. Staying…
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    US$ 204 price for 1 night
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  • Pines & Palms Resort Islamorada

    Pines & Palms Resort Islamorada

    80401 Old Highway
    4.5
    770 reviews
    Featuring an individual terrace and a heated swimming pool, the comfortable Pines & Palms Resort Islamorada lies 2.8 miles from History of Diving Museum. Featuring 24 rooms with views of the…
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    US$ 134 price for 1 night
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road
    Casa Morada Hotel Islamorada includes air-conditioned rooms approximately a 25-minute stroll from Hurricane Monument. Located a short way from Lobster Trap Art Gift Shop and Gallery, the 5-star hotel…
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    US$ 256 price for 1 night
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  • Smugglers Cove Resort And Marina Islamorada

    Smugglers Cove Resort And Marina Islamorada

    85500 Overseas Highway
    3
    226 reviews
    Offering a location 5 minutes' stroll from Hog Heaven, the 3-star Smugglers Cove Resort And Marina Islamorada offers 12 rooms. Parking is available on site as well.
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    US$ 99 price for 1 night
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  • The Moorings Village Islamorada

    The Moorings Village Islamorada

    123 Beach Rd
    Situated a 5-minute walk from Anne s Beach, the 3-star The Moorings Village Islamorada hotel offers a swimming pool. Parking is provided on site.
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    US$ 459 price for 1 night
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  • Coconut Cove Resort & Marina Islamorada

    Coconut Cove Resort & Marina Islamorada

    84801 Overseas Highway
    Offering various recreational opportunities and barbecue grills, as well as the views of the ocean, the charming Coconut Cove Resort & Marina Islamorada is located 1.8 miles from History of Diving…
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    US$ 219 price for 1 night
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  • The Ocean View Inn Islamorada

    The Ocean View Inn Islamorada

    84500 Overseas Highway
    The 3-star The Ocean View Inn Islamorada is located in Islamorada, 2.6 miles from Lobster Trap Art Gift Shop and Gallery, and offers a heated swimming pool. This Islamorada hotel has an American…
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    US$ 253 price for 1 night
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  • Matecumbe Resort Islamorada

    Matecumbe Resort Islamorada

    76261 Overseas Highway
    Offering a swimming pool and views of the pool, the 2-star Matecumbe Resort Islamorada is situated right near Lower Matecumbe Key Island. Boasting bicycle usage, this aparthotel is located 1.5 miles…
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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 Dr
    Featuring Wi-Fi throughout the property, the 3-star smoke-free Treasure Harbor Hotel Islamorada is around a 5-minute walk from Islamorada. The hotel features bike loans for a more entertaining stay.
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    US$ 171 price for 1 night
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  • Caloosa Cove Resort Islamorada

    Caloosa Cove Resort Islamorada

    73801 Overseas Highway
    Situated approximately 5 minutes' stroll from Anne's Beach, Caloosa Cove Resort Islamorada also offers a heated swimming pool. Featuring a private beach area and a restaurant, this 3-star hotel is 2.
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    US$ 329 price for 1 night
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  • Angler'S Reef Resort Islamorada

    Angler'S Reef Resort Islamorada

    84977 Overseas Highway
    Providing 6 rooms, Angler'S Reef Resort Islamorada is about 25 minutes' stroll from Anne's Beach. This 2-star hotel offers parking on site.
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    US$ 484 price for 1 night
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  • The Caribbean Resort Islamorada

    The Caribbean Resort Islamorada

    117 South Carroll Street
    The Caribbean Resort Islamorada is nestled a mere 7 minutes' stroll from Anne s Beach, offering 13 rooms and featuring spa therapy, a patio, and a picnic area. Boasting a swimming pool, the 3-star…
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    US$ 450 price for 1 night
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  • Bud N' Mary'S Marina Islamorada

    Bud N' Mary'S Marina Islamorada

    79851 Overseas Highway
    Situated approximately 10 minutes by car from Hurricane Monument, Bud N' Mary'S Marina Islamorada hotel includes a restaurant.
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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 Dr
    Ragged Edge Resort & Marina Islamorada is located around 15 minutes by car from History of Diving Museum, offering 14 rooms along with a sundeck, a summer terrace, and a picnic area.
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    US$ 199 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 easily reach Florida Keys Memorial, located about a 10-minute walk away.
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  • Anglers Reef Paradise Islamorada

    Anglers Reef Paradise Islamorada

    110 Anglers Way 110
    The 2-bedroom 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 cycling at this 2-bathroom…
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    US$ 382 price for 1 night
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  • Pineapple Beach Islamorada

    Pineapple Beach Islamorada

    130 Aregood Lane
    Situated 2.9 miles from Tavernier Creek, the 4-bedroom Pineapple Beach Islamorada villa provides access to numerous tourist attractions in the area.
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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 snorkeling, bowling, and fishing to diversify guests' leisure. Featuring a…
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  • Anglers Reef Vacation Rental Islamorada

    Anglers Reef Vacation Rental Islamorada

    109 Anglers Way
    During the stay at Anglers Reef Vacation Rental Islamorada villa, guests can indulge in canoeing, cycling, and fisheries or visit Rain Barrel Sculpture Gallery, located a 25-minute walk away.
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    US$ 365 price for 1 night
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  • Anglers Reef Getaway Villa Islamorada

    Anglers Reef Getaway Villa Islamorada

    135 Anglers Way
    At the beachfront Anglers Reef Getaway Villa Islamorada, guests can enjoy snorkeling and squash as well as a location around a 5-minute walk from Windley Key Fossil Reef Geological State Park. The 2…
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    US$ 450 price for 1 night
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  • Key Lime Cottage In The Heart Of Islamorada

    Key Lime Cottage In The Heart Of Islamorada

    76777 Overseas Highway
    1-bedroom Key Lime Cottage In The Heart Of Islamorada offers proximity to nearby tourist spots, such as Lower Matecumbe Key Island, situated about a 5-minute walk away.
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    US$ 653 price for 1 night
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  • Islamorada Modern Penthouse With Private Beach

    Islamorada Modern Penthouse With Private Beach

    80639 Old Highway
    Located merely 7 minutes by foot from Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa offers a swimming pool, Jacuzzis and a hot tub for a truly…
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  • Executive Bay Islamorada By Sofla Vacations

    Executive Bay Islamorada By Sofla Vacations

    87200 Overseas Highway
    Offering a terrace overlooking the sea, Executive Bay Islamorada By Sofla Vacations villa is located merely 5 minutes' walk from Islamorada. The 8-room villa features opportunities for snorkeling…
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    US$ 389 price for 1 night
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  • The Oasis Villa Islamorada

    The Oasis Villa Islamorada

    82703 Old Highway
    The beachfront The Oasis Villa Islamorada is located 5 minutes' walk from History of Diving Museum and invites guests to enjoy bicycle usage. The 3-bedroom and 3-bathroom villa features opportunities…
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    US$ 1600 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 2.1 miles from Michelle Nicole Lowe Art Gallery and boasts a swimming pool provided on a terrace for a pleasant stay.
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  • 3 Lux Ensuites Walk Boat Island Islamorada

    3 Lux Ensuites Walk Boat Island Islamorada

    84 Johnston Road
    Nestled 7 minutes' walk from Michelle Nicole Lowe Art Gallery, 3 Lux Ensuites Walk Boat Island Islamorada villa entices guests to explore various tourist destinations nearby.
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    US$ 705 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 10 minutes' stroll from Lower Matecumbe Key Island and offers a spa bath and a hot tub, perfect for decompressing.
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    US$ 1941 price for 1 night
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  • Tollgate Tides Villa Islamorada

    Tollgate Tides Villa Islamorada

    205 Tollgate Blvd
    The 2-bedroom Tollgate Tides Villa Islamorada offers quick access to such tourist spots as Anne's Beach, situated about a 5-minute walk away. Located 2.1 miles from Lower Matecumbe Key Island, this…
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    US$ 209 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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  • 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 1.9 miles from Hurricane Monument. Located a 10-minute drive from Florida Keys History and Discovery…
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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 about a 5-minute walk from Island Community Church and welcomes its guests to enjoy snorkeling.
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  • Casa Morada Hotel Islamorada

    Casa Morada Hotel Islamorada

    136 Madeira Road
    Located 1 mile from History of Diving Museum, the 5-star Casa Morada Hotel Islamorada is 5 minutes by foot from Florida Keys History and Discovery Center. This hotel also includes parking.
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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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  • Angler'S Reef Resort By Keyscaribbean Islamorada

    Angler'S Reef Resort By Keyscaribbean Islamorada

    84977 Overseas Highway, Mm 84.9
    Located approximately 5 minutes by foot from Hog Heaven, Angler'S Reef Resort By Keyscaribbean Islamorada gives quick access to various city sites.
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    US$ 595 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 Portside Studio & Gallery and provides a year-round outdoor…
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    US$ 484 price for 1 night
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  • Beacon Reef Condo Oceanside Islamorada

    Beacon Reef Condo Oceanside Islamorada

    83201 Old Highway #204
    The beachfront 2-bedroom Beacon Reef Condo Oceanside Islamorada is situated in a beach area of Islamorada, offering a Jacuzzi bathtub and a sauna, approximately 25 minutes' walk from Lobster Trap Art…
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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 2.9 miles from Robbie's and invites guests to join windsurfing, diving, and fisheries.
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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$ 1036 price for 1 night
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  • You Will Never Want To Leave Islamorada

    You Will Never Want To Leave Islamorada

    254 Sunset Drive
    Situated 25 minutes' stroll from Craig Key Island, the beachfront You Will Never Want To Leave Islamorada villa invites guests to relax at a terrace.
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  • Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada

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

    101 Gulfview Drive Apt 314 Building D
    Ocean View Duplex Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key One Islamorada is located in Islamorada, a 20-minute stroll from Anne's Beach, and pampers guests with a Jacuzzi bath…
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  • Beacon Reef 310 Villa Islamorada

    Beacon Reef 310 Villa Islamorada

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

    Waterfront Wonder Villa Islamorada

    137 Sapodilla Drive
    Located 3.1 miles from the 280-acre island "Lignumvitae Key Botanical State Park", the 6-bedroom Waterfront Wonder Villa Islamorada features a private swimming pool, a Jacuzzi bathtub, ensuring a…
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    US$ 1020 price for 1 night
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  • Little Bay Cottage Islamorada

    Little Bay Cottage Islamorada

    82246 Overseas Hwy
    The 2-bedroom Little Bay Cottage Islamorada is located 17 minutes by foot from Hurricane Monument and provides windsurfing, snorkeling, and diving for active guests.
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    US$ 549 price for 1 night
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  • Villa Riolo Islamorada

    Villa Riolo Islamorada

    130 Columbus Dr
    The 2-bedroom Villa Riolo Islamorada offers proximity to such city sites as Lower Matecumbe Key Island, located approximately 5 minutes' walk away. This 2-bathroom villa features opportunities for…
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  • Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada

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

    110 Madeira Road
    Located only 5 minutes' stroll from Lobster Trap Art Gift Shop and Gallery, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada includes a terrace with views of the sea.
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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 around 15 minutes by foot from Anne s Beach and has a spa center, spa therapy…
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    US$ 249 price for 1 night
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  • Florida Keys Boat Trips Multi Activity Hotel Islamorada

    Florida Keys Boat Trips Multi Activity Hotel Islamorada

    85920 Overseas Highway

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    US$ 321 price for 1 night
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  • Beautiful Home Located In Venetian Shores Neighborhood Home Islamorada

    Beautiful Home Located In Venetian Shores Neighborhood Home Islamorada

    Offering a Jacuzzi for a relaxing experience, Beautiful Home Located In Venetian Shores Neighborhood Home Islamorada is located a 20-minute walk from Rain Barrel Village. Located 2.8 miles from…
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    US$ 277 price for 1 night
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  • Private Beach Ocean Front Oasis Pickleball Court Heated Pool Designated Paradise Key Islamorada

    Private Beach Ocean Front Oasis Pickleball Court Heated Pool Designated Paradise Key Islamorada

    76400 Overseas Highway
    Private Beach Ocean Front Oasis Pickleball Court Heated Pool Designated Paradise Key Islamorada villa is located within easy reach of Lower Matecumbe Key Island and allows guests to enjoy snorkeling.
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  • Martin Family Fish Camp Villa Islamorada

    Martin Family Fish Camp Villa Islamorada

    106 Madeira Rd.
    Situated about 5 minutes' stroll from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Martin Family Fish Camp Villa Islamorada entices guests with windsurfing, diving, and canoeing in the area.
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    US$ 823 price for 1 night
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  • Islamorada Home, Ocean Views, Playroom, Near Tiki Bar, Pool, And Boat Dockage, Ultimate Keys Getaway Home

    Islamorada Home, Ocean Views, Playroom, Near Tiki Bar, Pool, And Boat Dockage, Ultimate Keys Getaway Home

    84745 Old Highway Unit A2
    Situated a mere 7 minutes' stroll from Windley Key Fossil Reef Geological State Park, the 3-bedroom Islamorada Home, Ocean Views, Playroom, Near Tiki Bar, Pool, And Boat Dockage, Ultimate Keys…
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    US$ 797 price for 1 night
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  • Treasure Harbor Hideaway - Upper Villa Islamorada

    Treasure Harbor Hideaway - Upper Villa Islamorada

    105 Galleon Rd A
    Inviting guests to enjoy a terrace with a swimming pool, the 3-bedroom Treasure Harbor Hideaway - Upper Villa Islamorada is located approximately a 5-minute walk from Islamorada. Featuring a swimming…
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    US$ 353 price for 1 night
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  • Little Bay Prime Apartment Islamorada

    Little Bay Prime Apartment Islamorada

    82246 Overseas Highway
    Featuring a beachfront location, the beachfront 4-bedroom Little Bay Prime Apartment Islamorada offers views of the sea, and is 0.9 miles from Anne s Beach. To elevate their stay, guests can make the…
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    US$ 1510 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
    Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located 25 minutes by foot from Rain Barrel Village and invites guests to join…
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    US$ 394 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
    Waterfront Ocean Access Canal Kamp Key Homes Islamorada is located 25 minutes by foot from Robbie's and provides snorkeling for active guests.
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    US$ 450 price for 1 night
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  • Beacon Reef 503 Villa Islamorada

    Beacon Reef 503 Villa Islamorada

    83201 Old Highway #503
    Offering Jacuzzis and a hot tub for a relaxing experience, Beacon Reef 503 Villa Islamorada is located a 20-minute walk from Lobster Trap Art Gift Shop and Gallery. The 2-bedroom holiday home…
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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 Jacuzzi bathtub and a hot tub for a relaxing experience, Palms 404 Villa Islamorada is located 2.5 miles from Lobster Trap Art Gift Shop and Gallery. Located a 10-minute drive from Indian…
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  • Beacon Reef 501 Villa Islamorada

    Beacon Reef 501 Villa Islamorada

    83201 Old Highway #501
    Beacon Reef 501 Villa Islamorada is situated merely 5 minutes' walk from History of Diving Museum and provides a spa bath and a hot tub for a relaxing stay. Located 2 miles from Indian Key State…
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  • Executive Bay Club Condo M-1 Islamorada

    Executive Bay Club Condo M-1 Islamorada

    The 2-room Executive Bay Club Condo M-1 Islamorada is located approximately a 10-minute walk from Crossland Gallery and 2.1 miles from Hen and Chickens. Staying in this apartment, nestled just near…
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    US$ 150 price for 1 night
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  • Peninsula Villa Heated Pool Sunset Point Islamorada

    Peninsula Villa Heated Pool Sunset Point Islamorada

    76414 Overseas Highway
    Situated a few moments from Lower Matecumbe Key Island, Peninsula Villa Heated Pool Sunset Point Islamorada offers opportunities for snorkeling in the area.
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    US$ 1568 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
    Providing guests with a spa center, spa therapy, and a play area to ensure a memorable stay, the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada…
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    US$ 1360 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 situated in Islamorada, 20 minutes by foot from Anne's Beach, and offers spa amenities such as a…
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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
    Offering a spa centre to ensure a relaxing stay, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is located just 9 minutes' walk from…
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    US$ 1197 price for 1 night
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  • Beach Residence Private Overwater Dock Heated Pool Mahi Key Islamorada

    Beach Residence Private Overwater Dock Heated Pool Mahi Key Islamorada

    76321 Overseas Highway
    Situated steps away from Lower Matecumbe Key Island, Beach Residence Private Overwater Dock Heated Pool Mahi Key Islamorada villa offers quick access to numerous city landmarks nearby. Guests can…
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  • Palms 313 Villa Islamorada

    Palms 313 Villa Islamorada

    79901 Overseas Hwy Unit 313
    The 2-bedroom Palms 313 Villa Islamorada entices guests to enjoy windsurfing, diving, and bowling and is located 2.1 miles from such natural sites as Upper Matecumbe Key Island. Staying at this…
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  • Florida Keys Boat Charters Hotel Islamorada

    Florida Keys Boat Charters Hotel Islamorada

    85920 Overseas Highway

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    US$ 304 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 18 minutes' stroll 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$ 928 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 3-room Ocean View Penthouse Retreat Amenities: Tennis Court Heated Pool Vista Key Two Islamorada apartment, which is 2.9 miles from Robbie's Marina…
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    US$ 1446 price for 1 night
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  • Palms 301 Villa Islamorada

    Palms 301 Villa Islamorada

    79901 Overseas Hwy Unit 301
    During the stay at the 2-bedroom Palms 301 Villa Islamorada, guests can indulge in windsurfing, diving, and fishing or visit Lobster Trap Art Gift Shop and Gallery, located 2.5 miles away. Providing…
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  • Sunshine Place Islamorada

    Sunshine Place Islamorada

    84371 Overseas Hwy
    Situated 2.5 miles from Founders Park, Sunshine Place Islamorada villa entices guests to enjoy windsurfing, snorkeling, and bowling in the area.
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    US$ 491 price for 1 night
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  • Paradise Palms Islamorada

    Paradise Palms Islamorada

    84745 Old Highway Unit 9, Closest To The Ocean!
    At the beachfront Paradise Palms Islamorada villa, guests can enjoy canoeing, ping pong, and fisheries as well as a location a mere 8 minutes' walk from Windley Key Fossil Reef Geological State Park.…
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  • Little Bay Upper Apartment Islamorada

    Little Bay Upper Apartment Islamorada

    82246 Overseas Hwy
    Little Bay Upper Apartment Islamorada is located within a 10-minute drive of Windley Key Fossil Reef Geological State Park and 1.5 miles from Lignumvitae Key Botanical State Park. Wi-Fi is provided…
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  • Palms 317 Villa Islamorada

    Palms 317 Villa Islamorada

    79901 Overseas Hwy Unit 317
    Offering a spa bathtub and a hot tub for a relaxing experience, the beachfront Palms 317 Villa Islamorada is located 3.3 miles from History of Diving Museum. The 1-bedroom and 1-bathroom villa…
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  • Lyons Landing Villa Islamorada

    Lyons Landing Villa Islamorada

    105 Severino Drive
    Situated around 20 minutes by foot from Rain Barrel Village, the 3-bedroom Lyons Landing Villa Islamorada offers guests to enjoy a spa center and spa therapy. This holiday home features opportunities…
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  • Venetian House Villa Islamorada

    Venetian House Villa Islamorada

    101 San Marco Drive
    Venetian House Villa Islamorada is located 15 minutes by foot from Windley Key Fossil Reef Geological State Park and invites guests to enjoy a terrace. This 2-bedroom villa offers guests a relaxing…
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  • Castaway Island Vacation Bungalow Islamorada

    Castaway Island Vacation Bungalow Islamorada

    76777 Overseas Highway
    Castaway Island Vacation Bungalow Islamorada is located 8 minutes' walk from Robbie's Marina and provides a private swimming pool, ensuring a relaxing stay.
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    US$ 683 price for 1 night
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  • Little Bay Compound Villa Islamorada

    Little Bay Compound Villa Islamorada

    82246 Overseas Highway
    Nestled 17 minutes' walk from Hurricane Monument, the beachfront Little Bay Compound Villa Islamorada is boasting a spa center and spa therapy for guests' enjoyment. This 6-bedroom and 6-bathroom…
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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 an 18-minute walk from Anne s Beach and 1.5 miles from Lignumvitae Key Botanical State Park.
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    US$ 621 price for 1 night
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  • Palms 407 Villa Islamorada

    Palms 407 Villa Islamorada

    79901 Overseas Hwy Unit 407
    Located about a 10-minute drive from Indian Key Historic State Park, the 2-bedroom Palms 407 Villa Islamorada features a swimming pool, a spa bath and a hot tub, ensuring a relaxing stay.
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  • Beacon Reef 306 Villa Islamorada

    Beacon Reef 306 Villa Islamorada

    83201 Old Hwy Unit 306
    Situated approximately 25 minutes' stroll from Hurricane Monument, the 2-bedroom Beacon Reef 306 Villa Islamorada entices guests with a spa bathtub and a hot tub, ensuring a more relaxing stay.
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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 20 minutes' walk from History of Diving Museum, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa offers guests to enjoy a…
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    US$ 1172 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 nestled in a beach area of Islamorada, approximately a 5-minute walk from Island Community Church. Guests can relax with a Jacuzzi bath and a sauna…
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  • Private Beach Access Islamorada Canal-Front Home

    Private Beach Access Islamorada Canal-Front Home

    129 Nautilus Dr
    Private Beach Access Islamorada Canal-Front Home is located around 10 minutes' drive from Robbie's, giving access to various tourist spots nearby.
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  • Escape To The Keys Apartment Islamorada

    Escape To The Keys Apartment Islamorada

    87200 Overseas Highway A6
    Escape To The Keys Apartment Islamorada includes a terrace and is situated only a 5-minute walk from Cowpens Anchorage. Guests can make the most of their stay at this 3-bedroom apartment by taking…
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  • Oceanfront Islamorada Townhome With Dock And Pool

    Oceanfront Islamorada Townhome With Dock And Pool

    84745 Old Hwy 11
    Offering live performances for a delightful experience, Oceanfront Islamorada Townhome With Dock And Pool villa is located 8 minutes by foot from Windley Key Fossil Reef Geological State Park. This 3…
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    US$ 624 price for 1 night
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  • Harbor House Villa Islamorada

    Harbor House Villa Islamorada

    101 San Juan Dr
    The 3-bedroom Harbor House Villa Islamorada offers proximity to nearby tourist spots, such as Rain Barrel Sculpture Gallery, situated around a 20-minute walk away. Guests can enjoy windsurfing…
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  • Beacon Reef 301 Villa Islamorada

    Beacon Reef 301 Villa Islamorada

    83201 Old Hwy Unit 301
    Offering a Jacuzzi bath and a hot tub for a relaxing experience, the beachfront Beacon Reef 301 Villa Islamorada is located 20 minutes' stroll from Lobster Trap Art Gift Shop and Gallery. The 2…
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  • Waterfront Covered Alfresco Lounge Heated Pool Anchor Key Islamorada

    Waterfront Covered Alfresco Lounge Heated Pool Anchor Key Islamorada

    114 Ponce De Leon Blvd
    Featuring a private pool for guests' relaxation, Waterfront Covered Alfresco Lounge Heated Pool Anchor Key Islamorada villa is located approximately 10 minutes by car from Robbie's Marina.
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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
    Located just 6 minutes by foot from Florida Keys History and Discovery Center, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa gives easy…
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    US$ 660 price for 1 night
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  • Sandglass 4 Islamorada

    Sandglass 4 Islamorada

    74980 Overseas Hwy 4
    Situated 3.1 miles from the 280-acre island "Lignumvitae Key Botanical State Park", the 3-bedroom Sandglass 4 Islamorada villa entices guests to enjoy windsurfing, snorkeling, and diving in the area.
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    US$ 672 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 entices guests with a Jacuzzi and a hot tub. Guests can enjoy windsurfing, snorkeling, and…
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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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  • Islamorada Retreat For 2

    Islamorada Retreat For 2

    164 Coral Road
    The 76 ft² Islamorada Retreat For 2 apartment is also located around 5 minutes' walk from Rain Barrel Village.
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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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