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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.
Taking advantage of the hotel swimming pool is a must if you have the time. A two (2) or more night stay generally lets you have more time to really take advantage of hotel facilities like a nice indoor or outdoor swimming pool. Usually located near the gym (if the hotel has a gym) the hotel swimming pool is a great place to relax. Each of the Islamorada hotels listed below have pools, enter your travel dates above to get prices and see the location of these Islamorada hotels with pools.
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
What guests liked:
The room was s...more
Situated in Islamorada, less than 1 km from Upper Matecumbe Key, Casa Morada features accommodation with free bikes, free private parking, an outdoor...more
Situated in Islamorada in the Florida region and Windley Key reachable within 500 metres, Anglers Reef Paradise features accommodation with free WiFi,
What guests liked:
Location and the...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
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
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
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
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
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
Situated in Islamorada in the Florida region and Windley Key reachable within 3.8 km, EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS features accommodati...more
A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and r
What guests liked:
Pool area was ni...more
Guests can relax on beachside hammocks or enjoy the Outdoor pool at Amara Cay Resort. An on-site fitness centre is available, as are a business centre and meeting space.A flat-scre
This resort features a kitchen in every townhouse and an Outdoor pool.A flat-screen TV is included in every guest townhouse of this Islamorada resort and all units h
What guests...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
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
What guests liked:
wonderful locati...more
The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada. The property is situated less than 1 km from Windley Key...more
Facing the beachfront, Breezy Palms Resort offers 3-star accommodation in Islamorada and has an outdoor swimming pool, private beach area and terrace....more
Offering an outdoor pool and sun terrace, Caloosa Cove Resort is situated in Islamorada in the Florida Region, 9.6 km from Upper Matecumbe Key. Theate
What guests liked:
The swimming poo...more
Bright spacious rooms, 2 swimming pools and snorkeling are available.Colorfully decorated rooms include 32-inch flat-screen cable TV with a DVD player and iPod dock
What guests ...more
Located adjacent to Windley Key Fossil Reef Geological State Park, this Islamorada resort features an ocean-side outdoor swimming pool. Beach towels,
What guests liked:
We thought that ...more
Located right on the shores of Islamorada, the Fisher Inn Resort and Marina is 14 miles from Key Largo. Guests will enjoy convenient beach access and a
What guests liked:
With kids: toy...more
Featuring a unique tropical atmosphere and situated on an island in the Florida Keys, this resort offers WiFi and parking to guests.A cable TV and a p
What guests liked:
You can also go ...more
Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away.A 37-inch flat-s
What guests liked:
The room was sup...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
What guests liked:
Great pool and l...more
Facing the seafront in Islamorada, Palms 313 is a holiday home, featuring a year-round outdoor pool and parking on-site. Boasting a 24-hour front desk...more
Located in Islamorada, less than 1 km from Upper Matecumbe Key, Sunset Inn provides accommodation with an outdoor swimming pool, free private parking,...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
This hotel is located in Islamorada, Florida. Hadley Resort and Marina features an outdoor swiming pool and free WiFi throughout the property.Each roo
What guests liked:
The pool was war...more
Situated in Islamorada in the Florida region and Sea Oats Beach reachable within 1.9 km, Matecumbe Resort features accommodation with free WiFi, a chi
What guests liked:
We had a room on...more
Featuring free WiFi and an Outdoor pool, La Jolla Resort offers accommodation in Islamorada, 800 metres from Upper Matecumbe Key.
What guests liked:
Pool, kayaks, paddle...more
This Islamorada, Florida inn boasts an Outdoor pool with a hot tub and a boat dock with a ramp.
What guests liked:
The pool, the little beach was cute .
The pool was...more
Featuring barbecue facilities, Coconut Cove Resort and Marina is located in Islamorada in the Florida region, less than 1 km from Windley Key and 4.8 km
What guests liked:
The pool looke...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
Boasting a balcony with sea views, a private beach area and water sports facilities, The Oasis can be found in Islamorada, close to Upper Matecumbe Ke...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
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
Lyons Landing, a property with an outdoor swimming pool, is set in Islamorada, 2.6 km from Windley Key, 3.6 km from Theater Of The Sea On Islamorada,...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
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
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