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Islamorada Hotels with Outdoor or Indoor Pools

Islander Resort a Guy Harvey Outpost 82100 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel: Outdoor pool 7am - 10pm
  • 3 star Oceanfront hotel
Cheeca Lodge & Spa - Islamorada
+1-800-230-4134
81801 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • Kids pool was perfect
  • Service at the pool/beach should be improved
  • Most guests were unhappy with the pool/beach service
  • Pool bar needs better service
  • Pool in need of cleaning
  • Dirty pool, said 79%
  • High end Oceanfront hotel
From$179
Very Good 4.0 /5Reviews Call
Postcard Inn Beach Resort & Marina at Holiday Isle : 84001 Overseas Highway 84001 Overseas Highway, Islamorada, FL 33036
  • Pool available: 2 large swimming pools 8a-Sunset
  • Good pool/beach service
  • Lovely pool/beach service, according to 100%
  • Pool is mediocre
  • Ordinary pool
  • Pool deck dirty
  • Beach and pool was very nice
  • Bartender at pool made terrible
  • 3-star Oceanfront hotel
Amara Cay Resort : 80001 Overseas Highway 80001 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: Outdoor pool from 7am-10pm
  • 3 star Beach hotel
From$159
Very Good 4.0 /5Review Score Call
La Jolla Resort - Islamorada 82216 Overseas Highway, Islamorada, FL 33036
  • Our hotel comes with a pool
  • Inexpensive Beach property
Ocean House in Islamorada 82885 Old Highway, Islamorada, FL 33036
  • We have a pool
  • Four star Oceanfront hotel
La Siesta Resort & Marina 80241 Overseas Highway, Islamorada, FL 33036
  • Has a pool!
  • Great pool
  • Beautifully landscaped, nice pool
  • Excellent pool
  • Pool was fantastic
  • Loved breakfast by the pool
  • Clean pool area
  • Clean pool, said 100%
  • 3-star Resort property
Pelican Cove Resort : 84457 Old Overseas Highway 84457 Old Overseas Highway, Islamorada, FL 33036
  • Includes a pool
  • Great bar and pool
  • 3 star Oceanfront property
From$179
Very Good 4.0 /5Hotel Reviews Call
Ocean Pointe Suites - Tavernier 500 Burton Dr., Tavernier, FL 33070 ~10.31 miles northeast of Islamorada
  • Our hotel comes with a pool
  • Good pool
  • Great pool
  • Pool was excellent
  • Nice pool and surroundings
  • Loved the pool and grounds
  • Moderately clean pool area
  • Most guests thought the pool was clean
  • Three Star Oceanfront property
Dove Creek Lodge An Ascend Hotel Collection Member
+1-800-230-4134
147 Seaside Ave., Key Largo, FL 33037 ~11.78 miles northeast of Islamorada
  • Has swimming pool
  • 4-star Oceanfront hotel
From$75
Very Good 4.5 /5Review Score Call
Hilton Key Largo Resort - Key Largo 97000 Overseas Highway, Key Largo, FL 33037 ~13.99 miles northeast of Islamorada
  • Pool details: 2 pools open 6AM to 11PM
  • Good pool/beach service
  • Lovely pool/beach service, according to 100%
  • Clean pool area
  • Clean pool, said 83%
  • Midscale Beach hotel
Rodeway Inn & Suites 99202 Overseas Highway, Key Largo, FL 33037 ~16.37 miles northeast of Islamorada
  • With a pool!
  • 2-star property
Bayside Inn Key Largo in Key Largo 99490 Overseas Highway, Key Largo, FL 33037 ~16.53 miles northeast of Islamorada
  • Has swimming pool: 24 hour Outdoor Pool
  • Pool is below average
  • Pool should be renewed
  • Pool chairs old
  • Pool area dirty
  • Pool was nasty
  • Pool in need of cleaning
  • Dirty pool, said 93%
  • Two star Resort property
Holiday Inn Key Largo : 99701 Overseas Highway 99701 Overseas Highway, Key Largo, FL 33037 ~16.89 miles northeast of Islamorada
  • Has swimming pool
  • Clean pool area
  • Great pool
  • Excellent pool
  • 2 pools were clean and uncrowded
  • Superb pool area
  • Tiki bar and pool excellent
  • Clean pool, said 81%
  • 3 star Resort property
From$119
Very Good 4.0 /5Latest Reviews Call
Courtyard by Marriott Key Largo in Key Largo
+1-888-283-3404
99751 Overseas Highway, Key Largo, FL 33037 ~16.99 miles northeast of Islamorada
  • Includes a pool
  • Mid-scale Downtown property
From$121
Very Good 4.0 /5Read Reviews Call
Key West Inn 201 Ocean Dr., Key Largo, FL 33037 ~17.12 miles northeast of Islamorada
  • Pool details: outdoor pool
  • Two-star Resort hotel
Hawks Cay Resort - Duck Key
+1-888-690-5281
61 Hawks Cay Blvd., Duck Key, FL 33050 ~20.32 miles southwest of Islamorada
  • Pool available: 4 outdoor pools: Tranquility Pool (Adults Only), Family Pool at Main Resort, Sunset Pool (For Sunset Villa guests Only), Indies Pool (Including Pirate Ship splash pool and large family pool).Saltwater Lagoon-10-12 ft deep at high tide.All pools (excluding the Indies Pool) are open 24hrs. No lifeguard on duty at any time.
  • Good pool
  • Great pool
  • Tranquility Pool is great
  • The kids enjoyed the heated pool
  • Pools were clean and perfect
  • Pool in need of cleaning
  • Dirty pool, said 71%
  • Expensive Resort hotel
From$179
Very Good 4.0 /5Review Score Call
Key Largo Bay Marriott Resort
+1-800-230-4134
103800 Overseas Highway, Key Largo, FL 33037 ~20.84 miles northeast of Islamorada
  • Has a pool!
  • Midscale Resort property
From$152
Very Good 4.0 /5Latest Reviews Call
Gilbert's Resort : 107900 Overseas Highway 107900 Overseas Highway, Key Largo, FL 33037 ~23.54 miles northeast of Islamorada
  • Has swimming pool
  • Inexpensive Resort property
Holiday Inn Express & Suites Marathon in Marathon 13201 Overseas Highway, Marathon, FL 33050 ~27.79 miles west of Islamorada
  • Pool available: Outdoor heated pool, open during daylight hours.
  • Pool is good
  • Great pool
  • Pool was awesome
  • Our daughter enjoyed the pool
  • Great pool and restaurant
  • Clean pool area
  • Clean pool, said 79%
  • Affordable Oceanfront hotel
From$119
Very Good 4.0 /5Latest Reviews Call
Siesta Motel - Marathon 7425 Overseas Highway, Marathon, FL 33050 ~30.47 miles west of Islamorada
  • Has swimming pool: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • Low Cost Rural property
Coconut Cay Resort & Marina
+1-800-881-1523
7196 Overseas Highway, Marathon, FL 33050 ~30.61 miles west of Islamorada
  • Pool details: Open 24 hours outdoor, large sun deck with lounge chairs, picnic tables
  • Good pool
  • Great pool
  • Excellent pool
  • Beautiful pool
  • Great pool area
  • Pool in need of cleaning
  • Dirty pool, said 57%
  • Low Cost Resort hotel
Sombrero Resort & Marina : 19 Sombrero Blvd. 19 Sombrero Blvd., Marathon, FL 33050 ~31.86 miles west of Islamorada
  • Includes a swimming pool
  • Cheap Resort hotel
Banana Bay Resort & Marina - Marathon 4590 Overseas Highway, Marathon, FL 33050 ~31.92 miles west of Islamorada
  • Pool available: 8AM-10PMWe have one of the biggest outdoor pools in Marathon.
  • Pool is mediocre
  • Ordinary pool
  • Tiki bar by the pool was not available
  • Pool area needs work
  • Nice pool and hot tub
  • Pool in need of cleaning
  • Dirty pool, said 78%
  • Three Star Rural property
Courtyard Marathon : 2146 Overseas Highway 2146 Overseas Highway, Marathon, FL 33050 ~33.14 miles west of Islamorada
  • Includes a pool: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • Midscale Resort hotel
From$75
Very Good 4.5 /5Review Score Call
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