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2026-08-11
2026-08-12
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Beach hotels in Islamorada

Fisher Inn Resort & Marina

84951 Overseas Highway, Islamorada, United States Show map

The 3-star oceanfront Fisher Inn Resort & Marina Islamorada is nestled merely 0.8 km from Windley Key Island, offering 37 rooms and featuring a sunbathing terrace and a picnic area. This Islamorada… More

From US$ 215 Book Now

Caloosa Cove Resort By Coolvacay

73801 Overseas Highway, Islamorada, United States Show map

Situated approximately a 5-minute walk from a beach, Caloosa Cove Resort By Coolvacay Islamorada offers rooms with views of the ocean. Featuring a private beach area and a convenience shop, this 3… More

From US$ 414 Book Now

Pines & Palms Resort

80401 Old Highway, Islamorada, United States Show map

Located 3 km from the Lobster Trap Art Gift Shop and Gallery, Pines & Palms Resort Islamorada includes 24 rooms with views of the sea. Located on a private beach, the hotel comes with a car park on… More

From US$ 134 Book Now

Matecumbe Resort

76261 Overseas Highway, Islamorada, United States Show map

Situated just steps from the Lower Matecumbe Key, the comfortable Matecumbe Resort Islamorada offers a sun terrace and a picnic area. Featuring a private beach area and baggage storage, the 2-star… More

From US$ 125 Book Now

Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82, Islamorada, United States Show map

Proud to offer 10 outdoor tennis courts, the exclusive 5-star Cheeca Lodge & Spa Islamorada hotel lies only 500 metres from the Gallery Morada in a cultural area. Located in proximity to the… More

From US$ 113 Book Now

Hadley Resort And Marina

82749 Overseas Highway,, Islamorada, United States Show map

The comfortable 3-star Hadley Resort And Marina Islamorada, located just a 13-minute stroll from the Lobster Trap Art Gift Shop and Gallery, offers an outdoor swimming pool and Wi-Fi throughout the… More

From US$ 147 Book Now

The Islands Of Islamorada

82779 Old Highway, Islamorada, United States Show map

Located in the beach area of Islamorada, the comfortable 4-star The Islands Of Islamorada hotel offers air-conditioned rooms with tea and coffee making facilities. Boasting a swimming pool, this… More

From US$ 2000 Book Now

Amara Cay Resort

80001 Overseas Highway, Islamorada, United States Show map

Located in the beachfront, 3 km from the Upper Matecumbe Key, the family-friendly Amara Cay Resort Islamorada boasts a sun terrace, a golf course, and a living area. This 4-star hotel features 110… More

From US$ 266 Book Now

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, United States Show map

Offering a restaurant and a lobby area, the 4-star La Siesta Resort & Villas Islamorada lies in the entertainment district of Islamorada, 3.1 km from the Lobster Trap Art Gift Shop and Gallery and… More

From US$ 232 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

The 5-star boutique Casa Morada Hotel Islamorada is nestled in the immediate vicinity of the Lobster Trap Art Gift Shop and Gallery and features an adult pool. Boasting guided snorkelling trips, this… More

From US$ 464 Book Now

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

84457 Overseas Highway, Islamorada, United States Show map

Situated in a beach area of the city and nearly a 5-minute walk from Whale Harbor, the 4-star beachfront Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort offers opportunities… More

From US$ 180 Book Now

Breezy Palms Resort

80015 Overseas Highway, Islamorada, United States Show map

The comfortable 3-star Breezy Palms Resort Islamorada, located just 1.4 km from the Lignumvitae Key Botanical State Park, offers an outdoor swimming pool, Wi-Fi throughout the property. This… More

From US$ 142 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

The 4-star Islander Resort Islamorada is situated in the cultural district of Islamorada, around a 20-minute walk from the Indian Key State Historic Site and features 114 rooms with views of the sea.… More

From US$ 204 Book Now

La Jolla Resort

82216 Overseas Highway, Islamorada, United States Show map

Situated only 7 minutes' walk from the Lobster Trap Art Gift Shop and Gallery, the charming La Jolla Resort Islamorada offers a picnic area and barbecue grills. Located on a private beach, this 2… More

From US$ 181 Book Now

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

Located just 0.9 km from the History of Diving Museum, the 3-star Chesapeake Beach Resort Islamorada is only a 5-minute walk from the Whale Harbor Marina. Featuring 45 rooms with views of the sea… More

From US$ 149 Book Now

Bayside Villas By Islander Resort

81450 Overseas Highway, Islamorada, United States Show map

Featuring a restaurant, the 4-star luxurious Bayside Villas By Islander Resort Islamorada lies 600 m from the Lignumvitae Key Botanical State Park. Boasting access to the History of Diving Museum… More

From US$ 191 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$ 274 Book Now

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

Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

Situated around 5 minutes' walk from the Windley Key Fossil Reef Geological State Park, the 2-bedroom Anglers Reef Vacation Rental Islamorada villa entices guests with canoeing, cycling, and fishing… More

From US$ 365 Book Now

Executive Bay Islamorada By Sofla Vacations

87200 Overseas Highway, Islamorada, United States Show map

Situated within 5 minutes' walk of the Islamorada, the 8-room Executive Bay Islamorada By Sofla Vacations villa offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and… More

From US$ 150 Book Now

Pineapple Beach

130 Aregood Lane, Islamorada, United States Show map

During the stay at Pineapple Beach Islamorada villa, guests can indulge in cycling and fishing or visit the Rain Barrel Village, located 2.5 km away. Featuring a hot tub, this holiday home is 25… More

From US$ 2875 Book Now

Islamorada Modern Penthouse With Private Beach

80639 Old Highway, Islamorada, United States Show map

Located only a 7-minute walk from the Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa is suitable for 7 guests and provides a Jacuzzi for a truly… More

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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

Along with proximity to the Windley Key Fossil Reef Geological State Park, a mere 0.6 km away, the 2-bedroom Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool… More

From US$ 394 Book Now

Bella

109 Valencia Drive, Islamorada, United States Show map

During the stay at Bella Villa Islamorada, guests can indulge in bowling and billiards or visit the 45 - acre Founders Park, located 20 minutes' walk away. More

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Paradise Palms Islamorada

84745 Old Highway Unit 9, Closest To The Ocean!, Islamorada, United States Show map

Paradise Palms Islamorada villa entices guests to enjoy snorkelling, canoeing, and ping-pong and offers proximity to the Windley Key Fossil Reef Geological State Park, located only 0.7 km away. More

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The Oasis

82703 Old Highway, Islamorada, United States Show map

The 3-bedroom The Oasis Villa Islamorada is situated approximately 2 km from the Michelle Nicole Lowe Art Gallery and boasts bicycles for active guests. This property is nestled in a beach area of… More

From US$ 1964 Book Now

Palms 407

79901 Overseas Hwy Unit 407, Islamorada, United States Show map

During the stay at the 2-bedroom Palms 407 Villa Islamorada, guests can indulge in windsurfing, snorkelling, and bowling or visit the Michelle Nicole Lowe Art Gallery, located 3.2 km away. Featuring… 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 nearly 5 minutes' walk from Island Community Church and entices guests with a hot tub. Located within 2 km of the Lobster Trap Art Gift Shop… More

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Little Bay Prime

82246 Overseas Highway, Islamorada, United States Show map

Little Bay Prime Apartment Islamorada features a beachfront location 10 minutes' walk from the History of Diving Museum and hosts up to 12 guests. Wi-Fi is provided for both business and leisure… More

From US$ 1510 Book Now

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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Florida Keys Boat Trips Multi Activity

85920 Overseas Highway, Islamorada, United States Show map

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From US$ 342 Book Now

Beacon Reef 306

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

Boasting a Jacuzzi, the 2-bedroom Beacon Reef 306 Villa Islamorada is located only 5 minutes' walk from the History of Diving Museum and can accommodate 4 guests. This holiday home features… More

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Beacon Reef 222

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

The 2-bedroom Beacon Reef 222 Villa Islamorada entices guests to enjoy snorkelling and offers proximity to the History of Diving Museum, located just 300 metres away. The Islamorada villa can host up… More

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Palms 404

79901 Overseas Hwy Unit 404, Islamorada, United States Show map

The 2-bedroom Palms 404 Villa Islamorada is located 3.8 km from the Lobster Trap Art Gift Shop and Gallery and provides windsurfing, snorkelling, and bowling for active guests. Offering a Jacuzzi… More

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Beacon Reef 310

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

Offering a Jacuzzi for guests to unwind, the 2-bedroom Beacon Reef 310 Villa Islamorada is located within 5 minutes' walk of the History of Diving Museum. This Islamorada villa features opportunities… More

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Palms 313

79901 Overseas Hwy Unit 313, Islamorada, United States Show map

During the stay at Palms 313 Villa Islamorada, guests can indulge in windsurfing, snorkelling, and bowling or visit the Lignumvitae Key Botanical State Park, located around 20 minutes' walk away. More

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Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

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

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Sunshine Place

84371 Overseas Hwy, Islamorada, United States Show map

During the stay at Sunshine Place Islamorada villa, guests can indulge in windsurfing, snorkelling, and bowling or visit the Lobster Trap Art Gift Shop and Gallery, located 3.4 km away. Offering a… More

From US$ 384 Book Now

Palms 309

79901 Overseas Hwy., Islamorada, United States Show map

Staying at the 2-bedroom Palms 309 Villa Islamorada, guests can easily reach the Indian Key State Historic Site, located approximately a 20-minute walk away. Suitable for up to 5 people, this… More

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Palms 417

79901 Overseas Highway #417, Islamorada, United States Show map

During the stay at Palms 417 Villa Islamorada, guests can indulge in a Jacuzzi and a sauna or visit the Lobster Trap Art Gift Shop and Gallery, located 3.8 km away. The 1-bedroom holiday home… More

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Palms 317

79901 Overseas Hwy Unit 317, Islamorada, United States Show map

The 1-bedroom Palms 317 Villa Islamorada is located within a 6-km distance of the History of Diving Museum and provides a hot tub. With a maximum capacity of 3 guests, the Islamorada villa offers 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 is ideal for up to 4 guests. Offering a hot tub, the accommodation is approximately 7… More

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Palms 301

79901 Overseas Hwy Unit 301, Islamorada, United States Show map

The 2-bedroom Palms 301 Villa Islamorada is located around a 10-minute drive from the Hurricane Monument and provides a Jacuzzi. The Islamorada villa boasts an indoor water park and spa therapy… More

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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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Beacon Reef 406

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

Beacon Reef 406 Villa Islamorada is situated just a 5-minute walk from the History of Diving Museum and offers a Jacuzzi, ensuring a more relaxing stay. This 2-bedroom villa features opportunities… More

Book Now