Popular accommodations in Upper Matecumbe Key
Instant BookingResortAccommodates 6
Islander Bayside Villas & Boatslips
Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool.Book nowfrom $476 per night
Instant BookingResortAccommodates 4
Islander Resort
A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities.Book nowfrom $206 per night
Instant BookingHotelAccommodates 12
La Siesta Resort & Villas
Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool. WiFi is included in the resort fee.Book nowfrom $198 per night
Instant BookingHotelAccommodates 5
Hadley Resort and Marina
This hotel is located in Islamorada, Florida. Hadley Resort and Marina features an outdoor swiming pool and free WiFi throughout the property.Book nowfrom $125 per night
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Cheeca Lodge & Spa
Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and 525-foot fishing pier.Book nowfrom $219 per night
Instant BookingHotelAccommodates 10
Amara Cay Resort
This beachfront hotel is located in Islamorada, Florida and features transfer services within 6 km from the property. WiFi is included in the resort fee.Book nowfrom $172 per night
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Pines & Palms Resort
This Islamorada resort in the Florida Keys is located near Alligator Reef. It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodation includes a full kitchen.Book nowfrom $209 per night
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Chesapeake Beach Resort
Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away.Book nowfrom $239 per night
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Sands of Islamorada
This Islamorada, Florida inn boasts an outdoor pool with a hot tub and a boat dock with a ramp. Guests will be 4 miles from Theater of the Sea and 2 miles of Indian Key Historic State Park.Book nowfrom $135 per night
Instant BookingHotelAccommodates 4
Sunset Inn
Located in Islamorada, less than 1 km from Upper Matecumbe Key, Sunset Inn provides accommodation with an outdoor swimming pool, free private parking, a garden and barbecue facilities. The 3-star hotel has air-conditioned rooms with a private bathroom and free WiFi. The property is non-smoking and is situated 3.6 km from Theater of the Sea on Islamorada.Book nowfrom $120 per night
Instant BookingHouseAccommodates 8
La Jolla Resort
Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodation in Islamorada, 800 metres from Upper Matecumbe Key. Free private parking is available on site.Book nowfrom $161 per night
Instant BookingHouseAccommodates 7
Islamorada Modern Penthouse with Private Beach
Facing the seafront in Islamorada, Islamorada Modern Penthouse with Private Beach is a holiday home, featuring an outdoor pool and parking on-site. This holiday home provides air-conditioned accommodation with a balcony. Providing free WiFi throughout the property, the non-smoking holiday home has a hot tub.Book nowfrom $87 per night