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2026-08-11
2026-08-12
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Family 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

Sands Of Islamorada

80051 Overseas Highway, Islamorada, United States Show map

Located about a 25-minute stroll from the Indian Key State Historic Site, the 2-star Sands Of Islamorada hotel offers Wi-Fi in public areas and a car park. Boasting an outdoor swimming pool, this… More

From US$ 187 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

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

Coconut Cove Resort & Marina

84801 Overseas Highway, Islamorada, United States Show map

The comfortable 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$ 245 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

Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

Nestled only 0.7 km from the Lobster Trap Art Gift Shop and Gallery, the comfortable 3-star Sunset Inn Islamorada welcomes guests with a picnic area and barbecue grills. Featuring an outdoor swimming… More

From US$ 107 Book Now

Ragged Edge Resort & Marina

243 Treasure Harbor Drive, Islamorada, United States Show map

The comfortable Ragged Edge Resort & Marina Islamorada is nestled nearly a 10-minute walk from the Rain Barrel Village and features a heated pool. Boasting access to the History of Diving Museum… More

From US$ 360 Book Now

Key Lime Cottage In The Heart Of Islamorada

76777 Overseas Highway, Islamorada, United States Show map

Located just steps from the Lower Matecumbe Key, Key Lime Cottage In The Heart Of Islamorada is suitable for 5 guests and provides a heated pool to relax in. Located a 25-minute walk from the Indian… More

From US$ 681 Book Now

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

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

Offering a wellness centre and an outdoor swimming pool for guests' leisure, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is situated just 1 km from the… More

From US$ 1093 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

Margaritaville

87380 Overseas Highway, Islamorada, United States Show map

The 2-bedroom Margaritaville Islamorada villa accommodates up to 6 guests and offers proximity to the Islamorada, located merely a 10-minute walk away. Providing guests with Wi-Fi and a private… More

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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

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, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers opportunities for… More

From US$ 467 Book Now

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

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

Staying at the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Hurricane Monument, which is approximately a 15-minute… 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

Located within 25 minutes' walk of the Indian Key State Historic Site, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa provides access to various… More

From US$ 590 Book Now

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

84745 Old Hwy 11, Islamorada, United States Show map

The 3-bedroom Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa accommodates up to 7 guests and offers proximity to the Windley Key Fossil Reef Geological State Park, located just… More

From US$ 624 Book Now

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

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

The 3-bedroom Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa hosts up to 8 guests and provides proximity to the Windley Key Fossil Reef Geological… More

From US$ 723 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

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. This apartment capacity is based on up to… More

From US$ 621 Book Now

Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool

84745 Old Hwy #13, Islamorada, United States Show map

Located a mere 600 metres from the Windley Key Fossil Reef Geological State Park, Mirage - Islamorada Oceanfront Community, 3Br, Near Sandbar, Pool villa provides an outdoor swimming pool as well as… More

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

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

Oceans Fourteen - Ocean View- Balconies-Dock-Htd Pool Islamorada villa enjoys a convenient location 600 metres from the Windley Key Fossil Reef Geological State Park, and invites guests to spend time… More

From US$ 1403 Book Now

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

West Plaza Del Lago

63 W Plaza Del Lago, Islamorada, United States Show map

Situated approximately 15 minutes' walk from Anne's Beach, the 2-bedroom West Plaza Del Lago Islamorada villa provides access to numerous tourist attractions in the area. Suitable for up to 5 guests,… More

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Villa Riolo

130 Columbus Dr, Islamorada, United States Show map

The 2-bedroom Villa Riolo Islamorada hosts up to 6 guests and provides proximity to the Lower Matecumbe Key, situated merely a 5-minute stroll away. The Islamorada holiday home features opportunities… More

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Waterfront Private Home, Pool, Dock, Sunsets, Tiki

81912 Overseas Highway, Islamorada, United States Show map

Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada with a prime location merely a 7-minute walk from the Hurricane Monument entices guests with a hot tub. Located just 1.8 km from the… 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 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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Lyons Landing

105 Severino Drive, Islamorada, United States Show map

Lyons Landing Villa Islamorada is located 7 km from the class museum "Florida Keys History and Discovery Center" and provides windsurfing, snorkelling, and diving for active guests. More

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Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Situated about 5 minutes' walk from the Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada is ideal for up to 6 guests. Providing… More

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Island Time - Oceanview Balconies- Dock- Htd Pool

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

Offering a year-round outdoor swimming pool, the 3-bedroom Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada is located merely 8 minutes' walk from the Windley Key Fossil Reef… More

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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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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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Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

Martin Family Fish Camp Villa Islamorada is nestled just 300 metres from the Lobster Trap Art Gift Shop and Gallery and can accommodate up to 12 guests. This 4-bedroom villa features opportunities… More

From US$ 823 Book Now