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2026-08-05
2026-08-06
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Resorts in Islamorada

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$ 185 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

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

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

The Moorings Village

123 Beach Rd, Islamorada, United States Show map

The 3-star The Moorings Village Islamorada hotel, located just 9 minutes' walk from the Michelle Nicole Lowe Art Gallery and around 300 metres from Anne s Beach, features a heated swimming pool for… More

From US$ 459 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

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

Smugglers Cove Resort And Marina

85500 Overseas Highway, Islamorada, United States Show map

The 3-star Smugglers Cove Resort And Marina Islamorada offers guests access to the History of Diving Museum, which is around 4 km away. The resort offers 12 rooms and amenities such as a convenience… More

From US$ 99 Book Now

Matecumbe Resort

76261 Overseas Highway Unit 105, Islamorada, United States Show map

4.2 km from Anne's Beach, Matecumbe Resort Islamorada includes 32 rooms. The resort is located about 5 minutes' walk from the Lower Matecumbe Key and within 10 minutes' drive of the 280 - acre island… More

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Bud N' Mary'S Marina

79851 Overseas Highway, Islamorada, United States Show map

Bud N' Mary'S Marina Islamorada hotel is located 3.4 km from the Michelle Nicole Lowe Art Gallery and offers a restaurant. More

From US$ 247 Book Now

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

76400 Overseas Highway, Islamorada, United States Show map

The elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel, located approximately a 5-minute walk from the Lower Matecumbe Key and 3.8 km from the… More

Book Now