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2026-09-15
2026-09-16
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Beach 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

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

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

Sands Of Islamorada

80051 Overseas Highway, Islamorada, United States Show map

Located about 10 minutes by car from the Lobster Trap Art Gift Shop and Gallery, Sands Of Islamorada hotel offers air-conditioned rooms 3.4 km from the class museum "Florida Keys History and… More

From US$ 200 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

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$ 1220 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$ 186 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$ 195 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 only 1.2 km from the Windley Key Fossil Reef Geological State Park, offers 3 outdoor swimming pools… More

From US$ 180 Book Now

Coconut Cove Resort & Marina

84801 Overseas Highway, Islamorada, United States Show map

Offering air-conditioned rooms and Wi-Fi in public areas, the 2-star Coconut Cove Resort & Marina Islamorada is 10 minutes' drive from the Rain Barrel Sculpture Gallery and 3.7 km from the Islamorada… More

From US$ 245 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

The Ocean View Inn

84500 Overseas Highway, Islamorada, United States Show map

Featuring a restaurant, the comfortable The Ocean View Inn Islamorada lies 700 m from the Windley Key Fossil Reef Geological State Park. This 3-star hotel, overlooking Islamorada, offers an American… More

From US$ 226 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

Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

Offering air-conditioned rooms and Wi-Fi in public areas, the smoke-free Sunset Inn Islamorada is only 1.3 km from the Gallery Morada and merely an 11-minute walk from the Upper Matecumbe Key. More

From US$ 107 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$ 343 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

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

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

Providing guests with a wellness centre and a year-round outdoor swimming pool to ensure a memorable stay, the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! More

From US$ 1093 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

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

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

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

Located merely a 7-minute walk from the Windley Key Fossil Reef Geological State Park, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers snorkelling, ping pong, and… More

From US$ 467 Book Now

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11, Islamorada, United States Show map

Offering sea views, Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa is situated 650 metres from the Windley Key Fossil Reef Geological State Park. The 3-bedroom holiday home hosts… More

From US$ 624 Book Now

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

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

The 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa hosts up to 6 guests and provides proximity to the Lobster Trap Art Gift Shop and Gallery… More

From US$ 1071 Book Now

Pristine Islamorada Pool Home With Ocean View And Dockage

148 Anglers Way, Islamorada, United States Show map

Pristine Islamorada Pool Home With Ocean View And Dockage offers easy access to such tourist spots as Windley Key Island, located merely a 6-minute walk away. More

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

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

Situated just 500 m from the class museum "Florida Keys History and Discovery Center", the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa is… More

From US$ 1360 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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Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

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

Offering a location about 15 minutes' walk from Anne s Beach, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa gives access to various tourist… More

From US$ 722 Book Now

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

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

Offering karaoke for a delightful experience, Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa is located within a 700-metre distance of the Windley… More

From US$ 723 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

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

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

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

The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa accommodates up to 6 guests and offers proximity to the Lobster Trap Art Gift Shop and Gallery… More

From US$ 590 Book Now

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

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

Situated just 1 km from the Michelle Nicole Lowe Art Gallery, the 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa entices guests to explore… More

From US$ 587 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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The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access

84745 Old Hwy #8, Islamorada, United States Show map

The Lighthouse- Ocean Views, Game Room, Pool ,Dock Access Islamorada villa is located 8 minutes' walk from the Windley Key Fossil Reef Geological State Park and offers guests to enjoy snorkelling… More

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Casa Mar

115 Ponce De Leon Blvd, Islamorada, United States Show map

Casa Mar Villa Islamorada enjoys a convenient location, 4 km from the Craig Key, and offers guests to unwind in a hot tub. The 3-bedroom holiday home features a heated pool and is ideal for up to 6… More

From US$ 657 Book Now

Is55Flr Captain'S Cove

227 El Capitan Dr, Islamorada, United States Show map

Is55Flr Captain'S Cove Islamorada villa is located a 15-minute walk from Anne's Beach and invites guests to join fishing. More

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Antigua Place

126 Ponce De Leon Blvd, Islamorada, United States Show map

Staying at the 3-bedroom Antigua Place Islamorada villa, guests can visit Anne's Beach, which is only 1.8 km away. Offering windsurfing, snorkelling, and fishing, the Islamorada holiday home is… 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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Little Bay Cottage

82246 Overseas Hwy, Islamorada, United States Show map

Situated approximately a 10-minute walk from the Keys History & Discovery Center, the 2-bedroom Little Bay Cottage Islamorada entices guests with snorkelling, diving, and fishing in the area. More

From US$ 549 Book Now

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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Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

At the 4-bedroom Martin Family Fish Camp Villa Islamorada, guests can enjoy windsurfing, snorkelling, and canoeing as well as a location about 5 minutes' walk from the Lobster Trap Art Gift Shop and… More

From US$ 823 Book Now

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

Book Now