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2026-11-03
2026-11-04
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Resorts 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$ 134 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

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$ 204 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

The Moorings Village

123 Beach Rd, Islamorada, United States Show map

The 3-star The Moorings Village Islamorada hotel, located only 9 minutes' walk from Michelle Nicole Lowe Art Gallery and a mere 300 metres from Anne s Beach, features a heated pool for guests to take… More

From US$ 459 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

Smugglers Cove Resort And Marina

85500 Overseas Highway, Islamorada, United States Show map

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

From US$ 99 Book Now

Matecumbe Resort

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

Matecumbe Resort Islamorada offers proximity to Anne's Beach, which is located nearly 10 minutes away by car. 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 lies 2.9 km from a natural paradise like Indian Key Historic State Park, and features 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 nearly a 5-minute walk from Lower Matecumbe Key Island and 3.8 km from San Pedro… More

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