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2026-10-30
2026-10-31
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Cheap Hotels In Islamorada

Fisher Inn Resort & Marina

84951 Overseas Highway, Islamorada, United States Show map

Located 4.3 km from shopping venues such as Lobster Trap Art Gift Shop and Gallery, Fisher Inn Resort & Marina Islamorada includes luggage storage and stores. This hotel features an outdoor swimming… More

From US$ 215 Book Now

Caloosa Cove Resort By Coolvacay

73801 Overseas Highway, Islamorada, United States Show map

Situated around 5 minutes by car from Anne's Beach, the 3-star Caloosa Cove Resort By Coolvacay Islamorada offers 30 rooms. Located 3.1 km from Lower Matecumbe Key Island, this Islamorada hotel… More

From US$ 414 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 towels. The resort boasts a sun deck and a picnic area on… More

From US$ 134 Book Now

Matecumbe Resort

76261 Overseas Highway, Islamorada, United States Show map

Matecumbe Resort Islamorada offers air-conditioned rooms a few moments from Lower Matecumbe Key Island. The aparthotel offers Wi-Fi in public areas, parking on site and a year-round outdoor pool. More

From US$ 125 Book Now

Sands Of Islamorada

80051 Overseas Highway, Islamorada, United States Show map

Located about 10 minutes by car from Lobster Trap Art Gift Shop and Gallery, Sands Of Islamorada hotel offers air-conditioned rooms 3.4 km from the class museum "Florida Keys History and Discovery… More

From US$ 200 Book Now

Hadley Resort And Marina

82749 Overseas Highway, Islamorada, United States Show map

Offering an outdoor swimming pool, the 3-star Hadley Resort And Marina Islamorada is nestled in the entertainment district of Islamorada, a 19-minute stroll from Upper Matecumbe Key Island. Featuring… More

From US$ 147 Book Now

The Caribbean Resort

117 South Carroll Street, Islamorada, United States Show map

Boasting the chance to relax by The Hok, situated nearly a 15-minute walk away, the 3-star The Caribbean Resort Islamorada also invites guests to go fishing. This Islamorada hotel lies in a shopping… More

From US$ 475 Book Now

Coconut Cove Resort & Marina

84801 Overseas Highway, Islamorada, United States Show map

Featuring a picnic area and barbecue grills, the 2-star Coconut Cove Resort & Marina Islamorada is situated just a 5-minute walk from Windley Key Island. 4.9 km from Hurricane Monument, the inn… More

From US$ 245 Book Now

Breezy Palms Resort

80015 Overseas Highway, Islamorada, United States Show map

Featuring views of the pool, the 3-star Breezy Palms Resort Islamorada lies in a beach area, 17 minutes' walk from Lignumvitae Key Botanical State Park. Offering 54 rooms, the resort provides an… More

From US$ 142 Book Now

The Ocean View Inn

84500 Overseas Highway, Islamorada, United States Show map

Featuring a restaurant, the comfortable The Ocean View Inn Islamorada lies merely 9 minutes' walk from Windley Key Fossil Reef Geological State Park. This 3-star hotel, overlooking Islamorada, offers… More

From US$ 213 Book Now

La Jolla Resort

82216 Overseas Highway, Islamorada, United States Show map

La Jolla Resort Islamorada, located a 14-minute walk from History of Diving Museum, features Wi-Fi in public areas. This resort lies in proximity to the world-class museum "Florida Keys History and… More

From US$ 181 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 Whale Harbor Marina and offers 45 rooms with views of the pool. Featuring a heated pool, the 3… More

From US$ 149 Book Now

Sunset Inn

82200 Overseas Highway, Islamorada, United States Show map

The 3-star Sunset Inn Islamorada, located merely 5 minutes' walk from the class museum "Florida Keys History and Discovery Center" and a mere 1.3 km from Gallery Morada, features a year-round outdoor… More

From US$ 107 Book Now

Drop Anchor Resort & Marina

84959 Overseas Highway, Islamorada, United States Show map

Located around a 20-minute walk from Wilson Key, the 3-star Drop Anchor Resort & Marina Islamorada boasts a heated pool. Featuring 18 rooms with views of the sea, the resort is 2.8 km from Rain… More

From US$ 343 Book Now

Treasure Harbor

200 Treasure Harbor Drive, Islamorada, United States Show map

The 3-star Treasure Harbor Hotel Islamorada offers its guests comfortable rooms only 5 minutes' walk from Rain Barrel Village. This comfortable hotel also includes a car park. More

From US$ 171 Book Now

Ragged Edge Resort & Marina

243 Treasure Harbor Drive, Islamorada, United States Show map

The comfortable Ragged Edge Resort & Marina Islamorada is situated only 10 minutes on foot from Rain Barrel Village and boasts a sunbathing terrace and a picnic area. Featuring an outdoor swimming… More

From US$ 233 Book Now

Key Lime Cottage In The Heart Of Islamorada

76777 Overseas Highway, Islamorada, United States Show map

Located just near Lower Matecumbe Key Island, 2-bedroom Key Lime Cottage In The Heart Of Islamorada boasts a heated pool and can accommodate up to 5. Providing guests with Wi-Fi and parking, this… More

From US$ 326 Book Now

Anglers Reef Vacation Rental

109 Anglers Way, Islamorada, United States Show map

Situated a 6-minute walk from Windley Key Island, Anglers Reef Vacation Rental Islamorada villa entices guests with views of the garden. The 2-bedroom villa features opportunities for canyoning… More

From US$ 365 Book Now

At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom

84745 Old Hwy #6, Islamorada, United States Show map

Located 500 metres from Windley Key Fossil Reef Geological State Park, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa is suitable for 6 guests and provides a year-round… More

From US$ 467 Book Now

Executive Bay Islamorada By Sofla Vacations

87200 Overseas Highway, Islamorada, United States Show map

Featuring an outdoor swimming pool as well as views of the sea, Executive Bay Islamorada By Sofla Vacations villa offers a prime location a mere 10 minutes' walk from Rain Barrel Sculpture Gallery. More

From US$ 150 Book Now

Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina

135 Anglers Way, Islamorada, United States Show map

Offering live performances for a delightful experience, Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool, Private Beach And Marina is located merely an 8… More

From US$ 394 Book Now

La Dolce Vita Villa

116 Stromboli Dr, Islamorada, United States Show map

Staying at the 3-bedroom La Dolce Vita Villa Islamorada, guests can easily reach Lobster Trap Art Gift Shop and Gallery, located approximately 6 km away. This Islamorada holiday home is suitable for… More

From US$ 333 Book Now

Sunshine Place

84371 Overseas Hwy, Islamorada, United States Show map

Positioned 3.4 km from bustling shopping destinations such as Lobster Trap Art Gift Shop and Gallery, the 1-bedroom Sunshine Place Islamorada villa offers guests to use parking. Located around 10… More

From US$ 384 Book Now

Florida Keys Boat Charters

85920 Overseas Highway, Islamorada, United States Show map

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From US$ 324 Book Now

Waterfront Ocean Access Canal Kamp Key Homes

76412 Overseas Highway, Islamorada, United States Show map

Waterfront Ocean Access Canal Kamp Key Homes Islamorada is nestled in close proximity to Lower Matecumbe Key Island and can accommodate up to 6 guests. Located 10 minutes' drive from Anne's Beach… More

From US$ 450 Book Now

Florida Keys Boat Trips Multi Activity

85920 Overseas Highway, Islamorada, United States Show map

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From US$ 342 Book Now