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2026-08-01
2026-08-02
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Resorts in Islamorada

Cheeca Lodge & Spa

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

Offering a gift shop and a restaurant, the luxury Cheeca Lodge & Spa Islamorada hotel lies in the cultural district of Islamorada, just 100 m from the Matecumbe United Methodist Church and 16… More

From US$ 185 Book Now

Pines & Palms Resort

80401 Old Highway, Islamorada, United States Show map

Located about 20 minutes' walk from The Hok, the 3-star Pines & Palms Resort Islamorada offers access to a private beach fitted with beach umbrellas and beach towels. Featuring 24 rooms with views of… More

From US$ 134 Book Now

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

84457 Overseas Highway, Islamorada, United States Show map

The charming 4-star Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort, located just 1.2 km from the Windley Key Fossil Reef Geological State Park, offers 3 outdoor swimming pools… More

From US$ 180 Book Now

Islander Resort

82100 Overseas Highway, Islamorada, United States Show map

The 4-star luxury Islander Resort Islamorada is located within 25 minutes' walk of the Hurricane Monument and offers guided tour service for better sightseeing in Islamorada. Boasting a location a… More

From US$ 204 Book Now

The Moorings Village

123 Beach Rd, Islamorada, United States Show map

Situated a 5-minute walk from Florida Keys Memorial, The Moorings Village Islamorada hotel offers a heated swimming pool. Featuring 7 rooms with views of the ocean, this resort is in the vicinity of… More

From US$ 459 Book Now

Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States Show map

The oceanfront Chesapeake Beach Resort Islamorada enjoys a private location about 5 minutes' walk from the Whale Harbor Marina and offers 45 rooms with views of the pool. Featuring a heated pool, the… More

From US$ 149 Book Now

Bayside Villas By Islander Resort

81450 Overseas Highway, Islamorada, United States Show map

The contemporary 4-star Bayside Villas By Islander Resort Islamorada is situated only 600 metres from the Indian Key State Historic Site and boasts a sun deck and a picnic area. Boasting a heated… More

From US$ 191 Book Now

Drop Anchor Resort & Marina

84959 Overseas Highway, Islamorada, United States Show map

The 3-star Drop Anchor Resort & Marina Islamorada offers air-conditioned rooms around a 20-minute walk from Wilson Key. Located 2.8 km from the Rain Barrel Sculpture Gallery, this lovely resort… More

From US$ 274 Book Now

Ragged Edge Resort & Marina

243 Treasure Harbor Drive, Islamorada, United States Show map

Located approximately 10 minutes on foot from Bluewater In The Keys, the comfortable Ragged Edge Resort & Marina Islamorada features Wi-Fi throughout the property and a private parking lot on site. More

From US$ 360 Book Now

Smugglers Cove Resort And Marina

85500 Overseas Highway, Islamorada, United States Show map

Smugglers Cove Resort And Marina Islamorada offers 12 rooms a 10-minute drive from the Rain Barrel Village. Parking is available on site as well. More

From US$ 99 Book Now

Matecumbe Resort

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

Matecumbe Resort Islamorada offers 32 rooms a 10-minute drive from Anne's Beach. The Lower Matecumbe Key is 50 metres from this hotel, and the 280 - acre island "Lignumvitae Key Botanical State Park"… More

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

76400 Overseas Highway, Islamorada, United States Show map

Situated a few steps from the Lower Matecumbe Key, the elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel offers air-conditioned rooms, Wi-Fi… More

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Bud N' Mary'S Marina

79851 Overseas Highway, Islamorada, United States Show map

Situated about a 25-minute stroll from the Lignumvitae Key Botanical State Park, Bud N' Mary'S Marina Islamorada hotel includes a restaurant. More

From US$ 247 Book Now