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2026-11-10
2026-11-11
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Romantic Hotels in Islamorada

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

Sands Of Islamorada

80051 Overseas Highway, Islamorada, United States Show map

Located about a 25-minute stroll from 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$ 200 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

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

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, United States Show map

Located 3.1 km from Lobster Trap Art Gift Shop and Gallery, the 4-star La Siesta Resort & Villas Islamorada offers air-conditioned rooms nearly a 25-minute walk from Gallery Morada. This Islamorada… More

From US$ 232 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