Luxury accommodations in Islamorada

The 3-star oceanfront Fisher Inn Resort & Marina Islamorada is nestled merely 0.8 km from Windley Key Island, offering 37 rooms and featuring a sunbathing terrace and a picnic area. This Islamorada… More

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 shop, this 3… More

Located 3 km from the Lobster Trap Art Gift Shop and Gallery, Pines & Palms Resort Islamorada includes 24 rooms with views of the sea. Located on a private beach, the hotel comes with a car park on… More

Situated just steps from the Lower Matecumbe Key, the comfortable Matecumbe Resort Islamorada offers a sun terrace and a picnic area. Featuring a private beach area and baggage storage, the 2-star… More

Proud to offer 10 outdoor tennis courts, the exclusive 5-star Cheeca Lodge & Spa Islamorada hotel lies only 500 metres from the Gallery Morada in a cultural area. Located in proximity to the… More

The comfortable 3-star Hadley Resort And Marina Islamorada, located just a 13-minute stroll from the Lobster Trap Art Gift Shop and Gallery, offers an outdoor swimming pool and Wi-Fi throughout the… More

Located in the beach area of Islamorada, the comfortable 4-star The Islands Of Islamorada hotel offers air-conditioned rooms with tea and coffee making facilities. Boasting a swimming pool, this… More

Located in the beachfront, 3 km from the Upper Matecumbe Key, the family-friendly Amara Cay Resort Islamorada boasts a sun terrace, a golf course, and a living area. This 4-star hotel features 110… More

Offering a restaurant and a lobby area, the 4-star La Siesta Resort & Villas Islamorada lies in the entertainment district of Islamorada, 3.1 km from the Lobster Trap Art Gift Shop and Gallery and… More

The 5-star boutique Casa Morada Hotel Islamorada is nestled in the immediate vicinity of the Lobster Trap Art Gift Shop and Gallery and features an adult pool. Boasting guided snorkelling trips, this… More

Situated in a beach area of the city and nearly a 5-minute walk from Whale Harbor, the 4-star beachfront Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort offers opportunities… More

The comfortable 3-star Breezy Palms Resort Islamorada, located just 1.4 km from the Lignumvitae Key Botanical State Park, offers an outdoor swimming pool, Wi-Fi throughout the property. This… More

The 4-star Islander Resort Islamorada is situated in the cultural district of Islamorada, around a 20-minute walk from the Indian Key State Historic Site and features 114 rooms with views of the sea.… More

The Ocean View Inn Islamorada offers air-conditioned rooms a 9-minute walk from the Windley Key Fossil Reef Geological State Park. The hotel lies 4.5 km from the Michelle Nicole Lowe Art Gallery, and… More

Located just 0.9 km from the History of Diving Museum, the 3-star Chesapeake Beach Resort Islamorada is only a 5-minute walk from the Whale Harbor Marina. Featuring 45 rooms with views of the sea… More

Featuring a restaurant, the 4-star luxurious Bayside Villas By Islander Resort Islamorada lies 600 m from the Lignumvitae Key Botanical State Park. Boasting access to the History of Diving Museum… More

Nestled only 0.7 km from the Lobster Trap Art Gift Shop and Gallery, the comfortable 3-star Sunset Inn Islamorada welcomes guests with a picnic area and barbecue grills. Featuring an outdoor swimming… More

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

Situated merely 5 minutes on foot from the Rain Barrel Sculpture Gallery, the comfortable 3-star Treasure Harbor Hotel Islamorada offers comfortable rooms, Wi-Fi, and parking. Boasting an outdoor… More

The comfortable Ragged Edge Resort & Marina Islamorada is nestled nearly a 10-minute walk from the Rain Barrel Village and features a heated pool. Boasting access to the History of Diving Museum… More

Located just steps from the Lower Matecumbe Key, Key Lime Cottage In The Heart Of Islamorada is suitable for 5 guests and provides a heated pool to relax in. Located a 25-minute walk from the Indian… More

Offering a wellness centre and an outdoor swimming pool for guests' leisure, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! Islamorada villa is situated just 1 km from the… More

Situated around 5 minutes' walk from the Windley Key Fossil Reef Geological State Park, the 2-bedroom Anglers Reef Vacation Rental Islamorada villa entices guests with canoeing, cycling, and fishing… More

The 2-bedroom Margaritaville Islamorada villa accommodates up to 6 guests and offers proximity to the Islamorada, located merely a 10-minute walk away. Providing guests with Wi-Fi and a private… More

Situated within 5 minutes' walk of the Islamorada, the 8-room Executive Bay Islamorada By Sofla Vacations villa offers quick access to numerous city landmarks nearby. Providing guests with Wi-Fi and… More

Along with proximity to the Windley Key Fossil Reef Geological State Park, merely 500 metres away, At The Sandbar - Oceanfront, Htd Pool, Dock, Gameroom Islamorada villa offers opportunities for… More

During the stay at Pineapple Beach Islamorada villa, guests can indulge in cycling and fishing or visit the Rain Barrel Village, located 2.5 km away. Featuring a hot tub, this holiday home is 25… More

Staying at the 3-bedroom Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa, guests can visit the Hurricane Monument, which is approximately a 15-minute… More

Located within 25 minutes' walk of the Indian Key State Historic Site, the 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa provides access to various… More

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada villa is nestled 9 minutes' walk from the Lobster Trap Art Gift Shop and Gallery and can accommodate up to 6 guests. More

The 3-bedroom Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool villa accommodates up to 7 guests and offers proximity to the Windley Key Fossil Reef Geological State Park, located just… More

The 3-bedroom Ocean Views With Secret Speakeasy Bbq Patio Dock Pool 3Br With Private Bathrooms Islamorada villa hosts up to 8 guests and provides proximity to the Windley Key Fossil Reef Geological… More

Along with proximity to the Lobster Trap Art Gift Shop and Gallery, located only 9 minutes' stroll away, the 3-bedroom Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location… More

Located only a 7-minute walk from the Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach villa is suitable for 7 guests and provides a Jacuzzi for a truly… More

Along with proximity to the Windley Key Fossil Reef Geological State Park, a mere 0.6 km away, the 2-bedroom Anglers Reef Islamorada 2Br 3Ba Oceanview Home In Gated Community With Resort Style Pool… More

The 3-bedroom Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada villa hosts up to 6 guests and provides proximity to the Lobster Trap Art Gift Shop and Gallery… More