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Select your check-in and check-out dates above to see the latest Islamorada hotel, resort and vacation rental home deals.
Prices may increase. Choose a book now, pay later room and lock in a great hotel room price in Islamorada now. PLUS WE PRICE MATCH and its easy. If you see a cheaper price after you have booked just let us know via your online confirmation.
And if you really need a home away from home during your stay in Islamorada these Islamorada hotels with a kitchen will also help if you have a longer stay, or you just don't want to eat out so often.
Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge and Spa is a luxury resort in Islamorada, Florida. It features...more
This hotel is located in Islamorada, Florida. Hadley Resort and Marina features an outdoor swiming pool and free WiFi throughout the property.Each roo...more
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 ar...more
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 e...more
Situated in Islamorada, 3.1 km from Windley Key, Ragged Edge Resort and Marina features accommodation with free bikes, private parking, an outdoor swimm...more
Situated in Islamorada in the Florida region and Windley Key reachable within 500 metres, Anglers Reef Paradise features accommodation with free WiFi,...more
Located in Islamorada, 1.7 km from Upper Matecumbe Key, The Islands of Islamorada provides accommodation with free bikes, free private parking, an out...more
Situated in Islamorada in the Florida region and Windley Key reachable within 3.8 km, EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS features accommodati...more
Boasting a balcony with garden views, a private beach area and water sports facilities, Anglers Reef Vacation Rental can be found in Islamorada, close...more
Facing the seafront in Islamorada, Islamorada Modern Penthouse with Private Beach is a holiday home, featuring an outdoor pool and parking on-site. Th...more
Boasting air-conditioned accommodation with a terrace, Escape to the Keys is set in Islamorada. Including a heated pool, this apartment also features...more
Featuring air-conditioned accommodation with a balcony, Tollgate Tides is set in Islamorada. With garden views, this accommodation offers a patio. The...more
Boasting a balcony with sea views, a spa and wellness centre and a garden, Beacon Reef 310 can be found in Islamorada, close to History of Diving Muse...more
Facing the seafront in Islamorada, Palms 407 is a holiday home, featuring a year-round outdoor pool and parking on-site. Boasting a 24-hour front desk...more
Paradise Beach is a beachfront property situated in Islamorada, a few steps from Sea Oats Beach and 13 km from Upper Matecumbe Key. The air-conditione...more
Featuring a terrace with sea views, an outdoor swimming pool and a garden, Beacon Reef 222 can be found in Islamorada, close to History of Diving Muse...more
Featuring air-conditioned accommodation with a patio, Unity and Autonomy 2 sides a Beach Duplex and 70' DOCK is located in Islamorada. The property is sit...more
Featuring a balcony with sea views, a spa and wellness centre and a garden, Beacon Reef 306 can be found in Islamorada, close to History of Diving Mus...more
Boasting air-conditioned accommodation with a private pool, pool view and a balcony, Waterfront Wonder is set in Islamorada. Guests can benefit from a...more
Located in Islamorada, Beacon Reef Condo Oceanside offers a patio with sea and garden views, as well as a year-round outdoor pool, sauna and hot tub....more
Featuring air-conditioned accommodation with a terrace, Plaza Del Sol is set in Islamorada. Guests staying at this holiday home have access to a balco...more
Boasting a balcony with sea views, a spa and wellness centre and a garden, Beacon Reef 406 can be found in Islamorada, close to History of Diving Muse...more
Boasting a balcony with sea views, a spa and wellness centre and a garden, Beacon Reef 501 can be found in Islamorada, close to History of Diving Muse...more
Boasting a terrace with sea views, a spa and wellness centre and a garden, Beacon Reef 301 can be found in Islamorada, close to History of Diving Muse...more
Situated in Islamorada, Beacon reef #204 offers a patio with sea and garden views, as well as a year-round outdoor pool, sauna and hot tub. This beach...more
Boasting sea views, Little Bay Compound features accommodation with a garden and a balcony, around 1.1 km from Upper Matecumbe Key. This beachfront pr...more
Boasting a balcony with sea views, a spa and wellness centre and a garden, Beacon Reef 307 can be found in Islamorada, close to History of Diving Muse...more
Boasting a balcony with sea views, a spa and wellness centre and a garden, Beacon Reef 503 can be found in Islamorada, close to History of Diving Muse...more
Facing the seafront in Islamorada, Palms 309 is a holiday home, boasting a year-round outdoor pool and parking on-site. Featuring a 24-hour front desk...more
Featuring air-conditioned accommodation with a balcony, Little Bay Upper is located in Islamorada. Boasting an ATM, this property also provides guests...more
Situated in Islamorada, 1.1 km from Upper Matecumbe Key and 3.3 km from Theater Of The Sea On Islamorada, LIttle Bay Lower offers a spa and wellness c...more
Featuring sea views, Palms 417 features accommodation with an outdoor swimming pool and a balcony, around 3.3 km from Upper Matecumbe Key. This beachf...more
Facing the seafront in Islamorada, Palms 301 is a holiday home, featuring a year-round outdoor pool and parking on-site. Boasting a 24-hour front desk...more
Facing the seafront in Islamorada, Palms 404 is a holiday home, boasting a year-round outdoor pool and parking on-site. Featuring a 24-hour front desk...more
Situated in Islamorada, 1.2 km from Upper Matecumbe Key and 3.3 km from Theater Of The Sea On Islamorada, Little Bay Cottage offers a spa and wellness...more
Little Bay Prime is a beachfront property situated in Islamorada, 1.1 km from Upper Matecumbe Key and 3.3 km from Theater Of The Sea On Islamorada. Bo...more
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