Popular accommodations in Upper Matecumbe Key
ResortAccommodates 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
ResortAccommodates 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
HotelAccommodates 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
HotelAccommodates 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
ResortAccommodates 6
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
HotelAccommodates 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
ResortAccommodates 6
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
ResortAccommodates 6
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
HouseAccommodates 6
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
HotelAccommodates 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 4.5 km from Windley Key.Book nowfrom $120 per night
HouseAccommodates 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
HouseAccommodates 6
3 Lux Ensuites Walk Boat Island
Featuring air-conditioned accommodation with a patio, 3 Lux Ensuites Walk Boat Island is located in Islamorada. The property is situated 5.5 km from Windley Key, 22 km from Pigeon Key and 34 km from John Pennekamp State Park. The property is non-smoking and is set 500 metres from Upper Matecumbe Key.Book nowfrom $87 per night