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2026-07-02
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Hotels in Islamorada area of Florida

Islamorada Beach - Beachfront, Fire Pit & Pool

83407 Old Highway, Islamorada, United States Show map

Located just a 10-minute walk from Island Community Church, Islamorada Beach - Beachfront, Fire Pit & Pool villa offers a terrace with a view over the sea. Providing guests with Wi-Fi and free… More

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Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

The 3-star Chesapeake Beach Resort Islamorada is located on a private beach, 950 metres from the History of Diving Museum and features a 24-hour front desk and wake-up service. Located 5 km from the… More

From US$ 149 Book Now

Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

The beachfront 118 m² Beacon Reef #204 Apartment Islamorada lies in a beach area, only 1.7 km from the world-class museum "Florida Keys History and Discovery Center" and nearly 25 minutes on foot… More

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Beacon Reef 501

83201 Old Highway #501, Islamorada, United States Show map

The 2-bedroom Beacon Reef 501 Villa Islamorada is nestled within 5 minutes' walk of Island Community Church and provides a hot tub. Featuring sea views, this Islamorada holiday home invites guests to… More

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Beacon Reef 307

83201 Old Hwy #307, Islamorada, United States Show map

Beacon Reef 307 Villa Islamorada provides an opportunity to stay a 5-minute walk from Island Community Church and offers a Jacuzzi, perfect for decompressing. The 2-bedroom villa features… More

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Beacon Reef 301

83201 Old Hwy Unit 301, Islamorada, United States Show map

Located about 5 minutes' walk from Island Community Church, the 2-bedroom Beacon Reef 301 Villa Islamorada provides guests with a Jacuzzi. This beachfront villa features opportunities for windsurfing… More

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Beacon Reef 306

83201 Old Hwy Unit 306, Islamorada, United States Show map

The 2-bedroom Beacon Reef 306 Villa Islamorada is situated only 5 minutes' walk from the History of Diving Museum and provides a hot tub for a relaxing stay. This holiday home features opportunities… More

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Beacon Reef 222

83201 Old Highway Unit 222, Islamorada, United States Show map

Situated around 5 minutes on foot from the History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa Islamorada ensures a great leisure experience by offering snorkelling. Offering Wi-Fi, the… More

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Beacon Reef 310

83201 Old Highway #310, Islamorada, United States Show map

Located within 5 minutes' walk of the History of Diving Museum, the 2-bedroom Beacon Reef 310 Villa Islamorada offers opportunities for windsurfing, snorkelling, and canoeing in the area. Offering a… More

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Beacon Reef 503

83201 Old Highway #503, Islamorada, United States Show map

Situated nearly 5 minutes' walk from the History of Diving Museum, the 2-bedroom Beacon Reef 503 Villa Islamorada entices guests with snorkelling, diving, and fishing in the area. Offering a hot tub,… More

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Beacon Reef 406

83201 Old Hwy Unit #406, Islamorada, United States Show map

Beacon Reef 406 Villa Islamorada is merely a 5-minute walk from Island Community Church, offering guests to unwind at a hot tub. This 2-bedroom villa features opportunities for snorkelling, diving… More

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The Islands Of Islamorada

82779 Old Highway, Islamorada, United States Show map

Situated nearly 20 minutes on foot from the Michelle Nicole Lowe Art Gallery, the 4-star The Islands Of Islamorada hotel offers a peaceful retreat at a swimming pool with a hot tub. This Islamorada… More

From US$ 2000 Book Now

Sunshine Place

84371 Overseas Hwy, Islamorada, United States Show map

During the stay at the beachfront Sunshine Place Islamorada villa, guests can indulge in windsurfing, snorkelling, and bowling or visit the Windley Key Fossil Reef Geological State Park, located 15… More

From US$ 384 Book Now

Hadley Resort And Marina

82749 Overseas Highway,, Islamorada, United States Show map

The comfortable 3-star Hadley Resort And Marina Islamorada is situated around a 10-minute stroll from an own beach and features a swimming pool with loungers. The smoke-free hotel is in an… More

From US$ 147 Book Now

The Oasis

82703 Old Highway, Islamorada, United States Show map

Situated just 1.7 km from Anne s Beach, the 3-bedroom The Oasis Villa Islamorada features a terrace with views of the sea. More

From US$ 1964 Book Now

Little Bay Lower

82246 Overseas Hwy, Islamorada, United States Show map

Little Bay Lower Islamorada apartment is located just 1 km from the Lobster Trap Art Gift Shop and Gallery and a 17-minute walk from the Upper Matecumbe Key. Guests can make use of Wi-Fi for both… More

From US$ 621 Book Now

Little Bay Prime

82246 Overseas Highway, Islamorada, United States Show map

The beachfront Little Bay Prime Apartment Islamorada is situated in the beachfront, 10 minutes' walk from the History of Diving Museum, and comes with 4 bedrooms. Guests can make use of Wi-Fi for… More

From US$ 1510 Book Now

Little Bay Upper

82246 Overseas Hwy, Islamorada, United States Show map

To enjoy your vacation in Islamorada, stay at the 2-room Little Bay Upper Apartment Islamorada, which is just 12 minutes' walk from the Lobster Trap Art Gift Shop and Gallery and a mere 1.4 km from… More

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Little Bay Cottage

82246 Overseas Hwy, Islamorada, United States Show map

During the stay at Little Bay Cottage Islamorada, guests can indulge in windsurfing, snorkelling, and diving or visit the Indian Key State Historic Site, located a 25-minute walk away. More

From US$ 549 Book Now

Little Bay Compound

82246 Overseas Highway, Islamorada, United States Show map

The 6-bedroom Little Bay Compound Villa Islamorada entices guests to enjoy windsurfing, snorkelling, and diving and offers proximity to the Keys History & Discovery Center, located nearly a 10-minute… More

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

A1, 84745 Old Highway, Islamorada, United States Show map

Located only 8 minutes' walk from the Windley Key Fossil Reef Geological State Park, Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa offers… More

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The Ocean View Inn

84500 Overseas Highway, Islamorada, United States Show map

Featuring Wi-Fi in the rooms, The Ocean View Inn Islamorada is a 10-minute drive from the Hurricane Monument. American cuisine plus an outdoor swimming pool are provided in this hotel, located within… More

From US$ 226 Book Now

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11, Islamorada, United States Show map

Offering a private swimming pool, the 3-bedroom Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is located merely 0.7 km from the Windley Key Fossil Reef Geological State Park and… More

From US$ 624 Book Now

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway, Islamorada, United States Show map

Located nearly 25 minutes' walk from the Indian Key State Historic Site, the 4-bedroom Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa provides access to various tourist attractions in the… More

From US$ 1005 Book Now

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

84745 Old Hwy #6, Islamorada, United States Show map

Along with proximity to the Windley Key Fossil Reef Geological State Park, merely 500 metres away, the 3-bedroom At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers… More

From US$ 467 Book Now

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

84745 Old Hwy #14, Islamorada, United States Show map

During the stay at Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada villa, guests can indulge in snorkelling, ping pong, and fishing or visit the Indian Key State Historic Site… More

From US$ 1403 Book Now

Island Time - Oceanview Balconies- Dock- Htd Pool

84745 Old Hwy #12, Islamorada, United States Show map

Along with proximity to the Windley Key Fossil Reef Geological State Park, merely an 8-minute walk away, Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada offers opportunities for… More

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

84 Johnston Ave Unit #9, Islamorada, United States Show map

Offering a spa centre to ensure a relaxing stay, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is located 0.7 km from the Lobster Trap Art Gift Shop and… More

From US$ 1093 Book Now

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

84 Johnston Avenue Unit #4, Islamorada, United States Show map

Offering 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 villa is located merely 9… More

From US$ 1360 Book Now

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

84 Johnston Ave Unit #3, Islamorada, United States Show map

Staying at the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa, guests can visit Anne s Beach, which is merely 1.2 km away. More

From US$ 484 Book Now

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

84 Johnston Ave Unit #7, Islamorada, United States Show map

Situated 9 minutes' walk from the Lobster Trap Art Gift Shop and Gallery, Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa offers guests to relax by a year-round… More

From US$ 722 Book Now

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

84 Johnston Ave Unit #8, Islamorada, United States Show map

Staying at the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Michelle Nicole Lowe Art Gallery, which is only 12 minutes'… More

From US$ 896 Book Now

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

84 Johnston Ave Unit #2, Islamorada, United States Show map

The 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa provides spa therapy and a play area for guests' leisure, and is about a 25-minute walk from… More

From US$ 587 Book Now

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

84 Johnston Ave Unit #5, Islamorada, United States Show map

Offering a location approximately a 15-minute walk from the Upper Matecumbe Key, the 3-bedroom Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa gives… More

From US$ 605 Book Now

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

84 Johnston Ave Unit #1, Islamorada, United States Show map

Located around a 25-minute walk from the Indian Key State Historic Site, Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist sites in… More

From US$ 957 Book Now

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

84 Johnston Ave Unit #6, Islamorada, United States Show map

Staying at Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Hurricane Monument, which is just 1.2 km away. More

From US$ 872 Book Now

Coconut Cove Resort & Marina

84801 Overseas Highway, Islamorada, United States Show map

The charming 2-star Coconut Cove Resort & Marina Islamorada is located within 5 minutes' walk of Windley Key Fossil Reef Geological State Park, offering 20 rooms, Wi-Fi, and a car park. This… More

From US$ 212 Book Now

La Jolla Resort

82216 Overseas Highway, Islamorada, United States Show map

Situated 4.3 km from the Windley Key Fossil Reef Geological State Park, the charming La Jolla Resort Islamorada features Wi-Fi in public areas, and complimentary private parking on site. There is a… More

From US$ 181 Book Now

Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

Located only 150 metres from the class museum "Florida Keys History and Discovery Center", the 3-star smoke-free Sunset Inn Islamorada features Wi-Fi in public areas and a car park on site. The inn… More

From US$ 107 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

The 5-star Casa Morada Hotel Islamorada offers access to the Upper Matecumbe Key, which is located a mere 1.1 km away. There is also a charging station for electric vehicles. More

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Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Located about 5 minutes' walk from the 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… More

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Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

Featuring snorkeling trips to make your visit more entertaining, Martin Family Fish Camp Villa Islamorada is 17 minutes' walk from the Gallery Morada. Guests can enjoy snorkelling, diving, and… More

From US$ 823 Book Now

Drop Anchor Resort & Marina

84959 Overseas Highway, Islamorada, United States Show map

The lovely 3-star Drop Anchor Resort & Marina Islamorada is located approximately 100 metres from Windley Key Fossil Reef Geological State Park, offering 18 rooms, Wi-Fi, and parking. Boasting a… More

From US$ 251 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

The 4-star Islander Resort Islamorada offers quick access to the world-class museum "Florida Keys History and Discovery Center", which is approximately 5 minutes' walk away. With views of the sea… More

From US$ 204 Book Now

Anglers Reef Getaway

135 Anglers Way, Islamorada, United States Show map

Anglers Reef Getaway Villa Islamorada offers proximity to such city sites as Windley Key Island, located just 500 metres away. More

From US$ 450 Book Now

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

135 Anglers Way, Islamorada, United States Show map

Located within 10 minutes' drive of the Rain Barrel Village, the 3-bedroom Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina provides… More

From US$ 394 Book Now

Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

Located around 5 minutes' walk from the Windley Key Fossil Reef Geological State Park, the 3-bedroom Anglers Reef Vacation Rental Islamorada villa offers opportunities for canoeing, cycling, and… More

From US$ 365 Book Now

Anglers Reef Villa 1

110 Anglers Way, Islamorada, United States Show map

Featuring a heated swimming pool, Anglers Reef Villa 1 Islamorada hotel is 4.7 km from the Lobster Trap Art Gift Shop and Gallery. This 3-star hotel also includes a car park. More

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Anglers Reef Paradise

110 Anglers Way 110, Islamorada, United States Show map

Anglers Reef Paradise Islamorada villa is located 5 minutes' walk from the Windley Key Fossil Reef Geological State Park and offers guests to enjoy snorkelling, diving, and cycling. More

From US$ 382 Book Now

The Caribbean Resort

117 South Carroll Street, Islamorada, United States Show map

The smoke-free The Caribbean Resort Islamorada, located in the cultural district of Islamorada, nearly a 20-minute walk from the Hurricane Monument, features views of the ocean. This 3-star hotel… More

From US$ 350 Book Now