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2026-11-10
2026-11-11
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Islamorada Resorts

Fisher Inn Resort & Marina

84951 Overseas Highway, Islamorada, United States Show map

The 3-star oceanfront Fisher Inn Resort & Marina Islamorada, located just 0.8 km from Windley Key Island, offers a heated pool and Wi-Fi throughout the property. This Islamorada hotel is in a… 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 store, this 3… More

From US$ 414 Book Now

Pines & Palms Resort

80401 Old Highway, Islamorada, United States Show map

Pines & Palms Resort Islamorada enjoys a private location and provides easy access to Lobster Trap Art Gift Shop and Gallery 3 km away. Featuring 24 rooms with views of the sea, this resort is a 15… More

From US$ 508 Book Now

Cheeca Lodge & Spa

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

Proudly offering 10 outdoor tennis courts, the exclusive 5-star Cheeca Lodge & Spa Islamorada hotel stands only 1.4 km from Lignumvitae Key Botanical State Park. Nestled right near Michelle Nicole… More

From US$ 185 Book Now

Hadley Resort And Marina

82749 Overseas Highway, Islamorada, United States Show map

Located only a 13-minute stroll from Lobster Trap Art Gift Shop and Gallery, the charming 3-star Hadley Resort And Marina Islamorada offers Wi-Fi throughout the property and a car park. Boasting an… More

From US$ 147 Book Now

Amara Cay Resort

80001 Overseas Highway, Islamorada, United States Show map

Offering a sunbathing terrace, playground, and a golf course, the 4-star Amara Cay Resort Islamorada is situated in Islamorada, about 3 km from Upper Matecumbe Key Island. The resort lies 10 minutes'… More

From US$ 266 Book Now

The Islands Of Islamorada

82779 Old Highway, Islamorada, United States Show map

Located in the beach area of Islamorada, the comfortable 5-star The Islands Of Islamorada hotel offers air-conditioned rooms with tea and coffee making equipment. This Islamorada hotel is in a… More

From US$ 945 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

Offering a sundeck, a veranda, and grill, as well as the views of the sea, the 4-star Islander Resort Islamorada is located approximately a 20-minute walk from Indian Key State Historic Site. The… More

From US$ 300 Book Now

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

84457 Overseas Highway, Islamorada, United States Show map

Offering a restaurant, the 4-star Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort lies in the cultural district of Islamorada, approximately 10 minutes by car from the world… More

From US$ 180 Book Now

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

The 3-star Chesapeake Beach Resort Islamorada offers air-conditioned rooms about a 10-minute walk from Wilson Key. Located around 5 km from Rain Barrel Sculpture Gallery, the hotel offers views of… More

From US$ 149 Book Now

Bayside Villas By Islander Resort

81450 Overseas Highway, Islamorada, United States Show map

The 4-star luxurious Bayside Villas By Islander Resort Islamorada sits just 7 minutes' walk from Lignumvitae Key Botanical State Park and offers a restaurant. Boasting access to History of Diving… More

From US$ 191 Book Now

Drop Anchor Resort & Marina

84959 Overseas Highway, Islamorada, United States Show map

The 3-star oceanfront Drop Anchor Resort & Marina Islamorada is located merely 100 metres from Windley Key Fossil Reef Geological State Park, offering 18 rooms, Wi-Fi, and parking. Boasting a heated… More

From US$ 343 Book Now

Ragged Edge Resort & Marina

243 Treasure Harbor Drive, Islamorada, United States Show map

Located merely 0.9 km from Windley Key, the comfortable Ragged Edge Resort & Marina Islamorada offers air-conditioned rooms about 10 minutes' walk from Bluewater In The Keys. Offering views of the… More

From US$ 233 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 nearly a 5-minute walk from Lower Matecumbe Key Island and 3.8 km from San Pedro… More

Book Now