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Islamorada Hotels with Outdoor or Indoor Pools

Islander Resort a Guy Harvey Outpost 82100 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: Outdoor pool 7am - 10pm
  • Mid-scale Oceanfront hotel
From$99
Very Good 4.0 /5Review Score CallBookMore Details
Cheeca Lodge & Spa : 81801 Overseas Highway
+1-888-305-3366
81801 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel: 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%
  • 4 star Oceanfront property
From$159
Very Good 4.0 /5Review Score CallBookMore Details
Postcard Inn Beach Resort & Marina at Holiday Isle 84001 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: 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
  • Affordable Oceanfront property
From$175
Very Good 4.0 /5Review Score CallBookMore Details
Amara Cay Resort : 80001 Overseas Highway 80001 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel: Outdoor pool from 7am-10pm
  • 3-star Beach property
From$145
Very Good 4.0 /5Recent Reviews CallBookMore Details
La Jolla Resort in Islamorada 82216 Overseas Highway, Islamorada, FL 33036
  • Has a pool!
  • Economical Beach property
Pelican Cove Resort 84457 Old Overseas Highway, Islamorada, FL 33036
  • Pool in hotel
  • Great bar and pool
  • Three Star Oceanfront property
From$171
Very Good 4.5 /5Recent Reviews CallBookMore Details
Ocean Pointe Suites : 500 Burton Dr. 500 Burton Dr., Tavernier, FL 33070 ~10.29 miles northeast of Islamorada
  • Includes a swimming 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
  • 3 star Oceanfront hotel
Hilton Key Largo Resort : 97000 Overseas Highway 97000 Overseas Highway, Key Largo, FL 33037 ~13.97 miles northeast of Islamorada
  • Has swimming pool: 2 pools open 6AM to 11PM
  • Good pool/beach service
  • Lovely pool/beach service, according to 100%
  • Clean pool area
  • Clean pool, said 83%
  • 3 star Beach property
Bayside Inn Key Largo 99490 Overseas Highway, Key Largo, FL 33037 ~16.51 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%
  • 2-star Resort hotel
Holiday Inn Key Largo in Key Largo 99701 Overseas Highway, Key Largo, FL 33037 ~16.87 miles northeast of Islamorada
  • We have a 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 hotel
Courtyard by Marriott Key Largo : 99751 Overseas Highway 99751 Overseas Highway, Key Largo, FL 33037 ~16.97 miles northeast of Islamorada
  • Has a pool!
  • 3 star Downtown property
From$118
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hawks Cay Resort
+1-866-221-8581
61 Hawks Cay Blvd., Duck Key, FL 33050 ~20.28 miles southwest of Islamorada
  • Pool details: 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%
  • High end Resort hotel
From$190
Very Good 4.0 /5Guest Reviews CallBookMore Details
Key Largo Bay Marriott Resort : 103800 Overseas Highway
+1-866-429-5787
103800 Overseas Highway, Key Largo, FL 33037 ~20.81 miles northeast of Islamorada
  • We have a pool ready for use
  • Affordable Resort property
From$136
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express & Suites Marathon in Marathon 13201 Overseas Highway, Marathon, FL 33050 ~27.73 miles west of Islamorada
  • Pool in hotel: 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$89
Very Good 4.0 /5Reviews CallBookMore Details
Siesta Motel : 7425 Overseas Highway 7425 Overseas Highway, Marathon, FL 33050 ~30.40 miles west of Islamorada
  • Has swimming pool: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • Cheap Rural property
Coconut Cay Resort & Marina 7196 Overseas Highway, Marathon, FL 33050 ~30.51 miles west of Islamorada
  • Has swimming pool: 24 hours
  • Low Cost Resort property
Skipjack Resort Suites & Marina : 19 Sombrero Blvd. 19 Sombrero Blvd., Marathon, FL 33050 ~31.79 miles west of Islamorada
  • Includes a pool: Open from 7:00am to 10:00pm Large heated pool 8 ft' deep
  • Inexpensive Resort hotel
From$87
Very Good 4.0 /5Review Score CallBookMore Details
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050 ~31.86 miles west of Islamorada
  • Has swimming pool: 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%
  • Midscale Rural property
From$129
Average 3.5 /5Reviews CallBookMore Details
Courtyard Marathon 2146 Overseas Highway, Marathon, FL 33050 ~33.07 miles west of Islamorada
  • Pool details: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • Affordable Resort hotel
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Hyatt Place Marathon / Florida Keys 1996 Overseas Highway, Marathon, FL 33050 ~33.15 miles west of Islamorada
  • Has swimming pool: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • 3 star Oceanfront hotel
From$159
Very Good 4.5 /5Latest Reviews CallBookMore Details
Best Western Gateway To The Keys : 411 South Krome Ave. 411 South Krome Ave., Florida City, FL 33034 ~37.08 miles north of Islamorada
  • We have a pool ready for use
  • Affordable Rural property
Travelodge Florida City / Homestead / Everglades : 409 SE 1st Ave. 409 SE 1st Ave., Florida City, FL 33034 ~37.13 miles north of Islamorada
  • Includes a pool: 9 AM -10pm Outdoor HEATED Pool!!
  • 3 star Highway hotel
From$59
Very Good 4.5 /5Read Reviews CallBookMore Details
Quality Inn - Florida City 333 SE 1st Ave., Florida City, FL 33034 ~37.22 miles north of Islamorada
  • Pool in hotel: 9am-10pm, outdoor, 26,928 gal
  • Affordable Highway hotel
Days Inn Florida City 124 East Palm Dr., Florida City, FL 33034 ~37.53 miles north of Islamorada
  • Pool in hotel: 9am to 10pm outdoor
  • Cheap Highway hotel
Home2 Suites - Florida City 77 NE 3rd St., Florida City, FL 33034 ~37.61 miles north of Islamorada
  • Has swimming pool: Outdoor Pool
  • 3-star Suburban property
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