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2026-08-01
2026-08-02
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Beachfront hotels in Islamorada

Fisher Inn Resort & Marina

84951 Overseas Highway, Islamorada, United States Show map

Located about a 15-minute walk from Whale Harbor, Fisher Inn Resort & Marina Islamorada offers access to a private beach fitted with umbrellas and beach towels. This hotel features an outdoor… More

From US$ 215 Book Now

Caloosa Cove Resort By Coolvacay

73801 Overseas Highway, Islamorada, United States Show map

The 3-star Caloosa Cove Resort By Coolvacay Islamorada is within 5 minutes' walk of Anne's Beach, offering a vending machine and a lift for guests' utmost comfort. Located 3.1 km from the Lower… More

From US$ 414 Book Now

Matecumbe Resort

76261 Overseas Highway, Islamorada, United States Show map

Matecumbe Resort Islamorada offers air-conditioned rooms a few steps from the Lower Matecumbe Key. The aparthotel offers Wi-Fi in public areas, parking on site and a year-round outdoor pool. More

From US$ 125 Book Now

Cheeca Lodge & Spa

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

Offering a gift shop and a restaurant, the luxury Cheeca Lodge & Spa Islamorada hotel lies in the cultural district of Islamorada, just 100 m from the Matecumbe United Methodist Church and 16… More

From US$ 185 Book Now

Hadley Resort And Marina

82749 Overseas Highway,, Islamorada, United States Show map

Offering various recreational opportunities and barbecue, the smoke-free Hadley Resort And Marina Islamorada lies in an entertainment area of Islamorada, a 19-minute walk from the Upper Matecumbe Key… More

From US$ 147 Book Now

Amara Cay Resort

80001 Overseas Highway, Islamorada, United States Show map

The comfortable Amara Cay Resort Islamorada offers access to the Upper Matecumbe Key, which is located around 3 km away. The 4-star beachfront hotel has a heated swimming pool along with a tiki bar… More

From US$ 266 Book Now

The Islands Of Islamorada

82779 Old Highway, Islamorada, United States Show map

Offering a swimming pool, the 4-star The Islands Of Islamorada hotel is nestled in the cultural district of Islamorada, around a 20-minute walk from the Hurricane Monument. This comfortable hotel… More

From US$ 2000 Book Now

Pines & Palms Resort

80401 Old Highway, Islamorada, United States Show map

Located about 20 minutes' walk from The Hok, the 3-star Pines & Palms Resort Islamorada offers access to a private beach fitted with beach umbrellas and beach towels. Featuring 24 rooms with views of… More

From US$ 134 Book Now

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, United States Show map

Located merely 1.2 km from the Indian Key State Historic Site, the 4-star beachfront La Siesta Resort & Villas Islamorada offers amenities such as various recreational opportunities and watersports… More

From US$ 232 Book Now

Casa Morada

136 Madeira Road, Islamorada, United States Show map

Boasting the chance to relax by Barley Basin, situated approximately a 20-minute stroll away, the comfortable 5-star Casa Morada Hotel Islamorada also invites guests to go fishing. Featuring a heated… More

From US$ 464 Book Now

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

84457 Overseas Highway, Islamorada, United States Show map

The charming 4-star Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort, located just 1.2 km from the Windley Key Fossil Reef Geological State Park, offers 3 outdoor swimming pools… More

From US$ 180 Book Now

Breezy Palms Resort

80015 Overseas Highway, Islamorada, United States Show map

Featuring views of the pool, the 3-star Breezy Palms Resort Islamorada lies in a beach area, 17 minutes' walk from the Lignumvitae Key Botanical State Park. Offering 54 rooms, the resort provides an… More

From US$ 142 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

The 4-star luxury Islander Resort Islamorada is located within 25 minutes' walk of the Hurricane Monument and offers guided tour service for better sightseeing in Islamorada. Boasting a location a… More

From US$ 204 Book Now

La Jolla Resort

82216 Overseas Highway, Islamorada, United States Show map

Featuring Wi-Fi in public areas, La Jolla Resort Islamorada sits a 14-minute walk from the History of Diving Museum. Situated in a beach area, 550 metres from an own beach, this resort offers an… More

From US$ 181 Book Now

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

The oceanfront Chesapeake Beach Resort Islamorada enjoys a private location about 5 minutes' walk from the Whale Harbor Marina and offers 45 rooms with views of the pool. Featuring a heated pool, the… More

From US$ 149 Book Now

Bayside Villas By Islander Resort

81450 Overseas Highway, Islamorada, United States Show map

The contemporary 4-star Bayside Villas By Islander Resort Islamorada is situated only 600 metres from the Indian Key State Historic Site and boasts a sun deck and a picnic area. Boasting a heated… More

From US$ 191 Book Now

Drop Anchor Resort & Marina

84959 Overseas Highway, Islamorada, United States Show map

The 3-star Drop Anchor Resort & Marina Islamorada offers air-conditioned rooms around a 20-minute walk from Wilson Key. Located 2.8 km from the Rain Barrel Sculpture Gallery, this lovely resort… More

From US$ 274 Book Now

Anglers Reef Paradise

110 Anglers Way 110, Islamorada, United States Show map

Situated about a 5-minute walk from the Windley Key Fossil Reef Geological State Park, Anglers Reef Paradise Islamorada villa entices guests with snorkelling, diving, and cycling in the area. More

From US$ 382 Book Now

Executive Bay Islamorada By Sofla Vacations

87200 Overseas Highway, Islamorada, United States Show map

Offering sea views, Executive Bay Islamorada By Sofla Vacations villa is situated only 0.7 km from the Rain Barrel Sculpture Gallery. This 8-room holiday home features opportunities for snorkelling… More

From US$ 150 Book Now

Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

Situated a 6-minute walk from Windley Key Island, Anglers Reef Vacation Rental Islamorada villa entices guests with views of the garden. The 2-bedroom villa features opportunities for canoeing… More

From US$ 365 Book Now

Islamorada Modern Penthouse With Private Beach

80639 Old Highway, Islamorada, United States Show map

Located approximately 5 minutes' walk from FNX Club by Islamorada Fitness, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa gives easy access to various tourist attractions in the… 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

Offering live performances for a delightful experience, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located just an 8-minute… More

From US$ 394 Book Now

Pineapple Beach

130 Aregood Lane, Islamorada, United States Show map

Located 2.5 km from the Rain Barrel Sculpture Gallery, Pineapple Beach Islamorada villa features a private swimming pool, a hot tub, ensuring a relaxing stay. More

From US$ 2875 Book Now

Beacon Reef 501

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

Beacon Reef 501 Villa Islamorada is situated just a 5-minute walk from the History of Diving Museum and offers a hot tub, ensuring a more relaxing stay. This 2-bedroom villa features opportunities… More

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Beacon Reef 406

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

Featuring a Jacuzzi, the 2-bedroom Beacon Reef 406 Villa Islamorada is located about 5 minutes' walk from the History of Diving Museum and can host up to 4 guests. Providing guests with Wi-Fi and… More

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Paradise Palms Islamorada

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

During the stay at Paradise Palms Islamorada villa, guests can indulge in snorkelling, canoeing, and ping pong or visit the Michelle Nicole Lowe Art Gallery, located 4.5 km away. Located within a 10… More

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Palms 404

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

Offering a Jacuzzi for a relaxing experience, Palms 404 Villa Islamorada is located a 20-minute walk from the Lignumvitae Key Botanical State Park. The 2-bedroom villa features opportunities for… More

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Palms 417

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

The 1-bedroom Palms 417 Villa Islamorada is located about 20 minutes' walk from the Indian Key State Historic Site and provides windsurfing, snorkelling, and diving for active guests. Offering a hot… More

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Palms 317

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

During the stay at the 1-bedroom Palms 317 Villa Islamorada, guests can indulge in a hot tub or visit the Indian Key State Historic Site, located about 20 minutes' walk away. This 1-bathroom villa… More

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Beacon Reef 503

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

During the stay at Beacon Reef 503 Villa Islamorada, guests can indulge in a hot tub or visit the class museum "Florida Keys History and Discovery Center", located an 18-minute walk away. The 2… More

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Little Bay Prime

82246 Overseas Highway, Islamorada, United States Show map

The 4-room Little Bay Prime Apartment Islamorada enjoys a beachfront location around a 10-minute walk from the Keys History & Discovery Center. The maximum occupancy at this apartment is 12 guests. More

From US$ 1510 Book Now

Palms 309

79901 Overseas Hwy., Islamorada, United States Show map

Palms 309 Villa Islamorada enjoys a beachfront location, a 10-minute drive from the Lobster Trap Art Gift Shop and Gallery, and offers guests to unwind in a hot tub. Guests can enjoy snorkelling… More

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Sunshine Place

84371 Overseas Hwy, Islamorada, United States Show map

Accommodating up to 3 guests, the 1-bedroom Sunshine Place Islamorada villa is situated 3.8 km from renowned cultural sites such as the Rain Barrel Sculpture Gallery. The property features… More

From US$ 384 Book Now

Beacon Reef 307

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

Located about a 5-minute walk from the History of Diving Museum, the 2-bedroom Beacon Reef 307 Villa Islamorada is suitable for 4 guests and provides a Jacuzzi for a truly relaxing stay. Guests can… More

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Bella

109 Valencia Drive, Islamorada, United States Show map

Hosting up to 9 guests, Bella Villa Islamorada is nestled in a business area, about 15 minutes' walk from the Windley Key Fossil Reef Geological State Park. Guests can enjoy bowling and pool at the… More

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Palms 407

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

Situated within 6 km of the History of Diving Museum, the 2-bedroom Palms 407 Villa Islamorada boasts a Jacuzzi, as well as a spa salon for guests to relax in. At this Islamorada holiday home… More

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Little Bay Compound

82246 Overseas Highway, Islamorada, United States Show map

Featuring an indoor water park and a wellness centre, the 6-bedroom Little Bay Compound Villa Islamorada offers guests to enjoy a beachfront location only 10 minutes' walk from the Keys History &… More

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Beacon Reef 222

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

Situated 300 m from the History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa Islamorada is ideal for up to 4 guests. This 2-bathroom villa features opportunities for snorkelling in the area,… More

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The Oasis

82703 Old Highway, Islamorada, United States Show map

Hosting up to 8 guests, The Oasis Villa Islamorada is nestled in a beach area, only 1.7 km from Anne s Beach. Guests can enjoy snorkelling, canoeing, and cycling at this 3-bedroom villa, located 10… More

From US$ 1964 Book Now

Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

The 118 m² Beacon Reef #204 Apartment Islamorada is nestled in a beach area of Islamorada, about 10 minutes by car from the Windley Key Fossil Reef Geological State Park and 2.7 km from the Gallery… More

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Beacon Reef 306

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

Located around 300 metres from the History of Diving Museum, the 2-bedroom Beacon Reef 306 Villa Islamorada is suitable for 4 guests and offers a Jacuzzi to relax in. Offering Wi-Fi, this Islamorada… More

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Palms 301

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

During the stay at the 2-bedroom Palms 301 Villa Islamorada, guests can indulge in a Jacuzzi or visit the Lignumvitae Key Botanical State Park, located about 20 minutes' walk away. This 2-bathroom… More

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Beacon Reef 310

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

Offering guests to unwind in a Jacuzzi, Beacon Reef 310 Villa Islamorada is located 25 minutes' walk from the Upper Matecumbe Key. Guests can enjoy windsurfing, snorkelling, and canoeing at the 2… 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