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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
  • Midscale Oceanfront hotel
From$129
Very Good 4.0 /5Recent Reviews CallBookMore Details
Cheeca Lodge & Spa in Islamorada
+1-888-305-3366
81801 Overseas Highway, Islamorada, FL 33036
  • Pool available: 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%
  • Four star Oceanfront hotel
From$159
Very Good 4.0 /5Review Score CallBookMore Details
Postcard Inn Beach Resort & Marina at Holiday Isle : 84001 Overseas Highway 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
  • 3 star Oceanfront hotel
From$175
Very Good 4.0 /5Read Reviews CallBookMore Details
Amara Cay Resort in Islamorada 80001 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel: Outdoor pool from 7am-10pm
  • Midscale Beach hotel
From$145
Very Good 4.0 /5Guest Reviews CallBookMore Details
La Jolla Resort 82216 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel
  • Two-star Beach hotel
Pelican Cove Resort in Islamorada 84457 Old Overseas Highway, Islamorada, FL 33036
  • Our hotel comes with a pool
  • Great bar and pool
  • Three Star Oceanfront hotel
From$171
Very Good 4.5 /5Recent Reviews CallBookMore Details
Ocean Pointe Suites 500 Burton Dr., Tavernier, FL 33070 ~10.29 miles northeast of Islamorada
  • Has 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
  • Mid-scale Oceanfront property
Hilton Key Largo Resort 97000 Overseas Highway, Key Largo, FL 33037 ~13.97 miles northeast of Islamorada
  • Pool in hotel: 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 property
Bayside Inn Key Largo 99490 Overseas Highway, Key Largo, FL 33037 ~16.51 miles northeast of Islamorada
  • Pool details: 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%
  • Low Cost Resort hotel
From$69
Average 3.0 /5Reviews CallBookMore Details
Holiday Inn Key Largo : 99701 Overseas Highway 99701 Overseas Highway, Key Largo, FL 33037 ~16.87 miles northeast of Islamorada
  • Pool in hotel
  • 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$112
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Courtyard by Marriott Key Largo - Key Largo 99751 Overseas Highway, Key Largo, FL 33037 ~16.97 miles northeast of Islamorada
  • Has a pool!
  • 3 star Downtown hotel
From$118
Very Good 4.0 /5Recent Reviews CallBookMore Details
Key West Inn 201 Ocean Dr., Key Largo, FL 33037 ~17.11 miles northeast of Islamorada
  • Includes a pool: outdoor pool
  • Cheap Resort hotel
Hawks Cay Resort in Duck Key
+1-866-429-5787
61 Hawks Cay Blvd., Duck Key, FL 33050 ~20.28 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%
  • Four-star Resort property
From$179
Very Good 4.0 /5Read Reviews CallBookMore Details
Key Largo Bay Marriott Resort : 103800 Overseas Highway
+1-888-690-5281
103800 Overseas Highway, Key Largo, FL 33037 ~20.81 miles northeast of Islamorada
  • Our hotel comes with a pool
  • Mid-scale 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 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 property
Siesta Motel in Marathon 7425 Overseas Highway, Marathon, FL 33050 ~30.40 miles west of Islamorada
  • Pool details: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • 2 star Rural hotel
Coconut Cay Resort & Marina - Marathon 7196 Overseas Highway, Marathon, FL 33050 ~30.51 miles west of Islamorada
  • Pool available: 24 hours
  • Low-priced Resort property
Skipjack Resort & Marina 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
  • Low Cost Resort property
From$87
Very Good 4.0 /5Reviews CallBookMore Details
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050 ~31.86 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, Marathon, FL 33050 ~33.07 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.
  • Three Star Resort hotel
From$139
Very Good 4.5 /5Reviews CallBookMore Details
Hyatt Place Marathon / Florida Keys : 1996 Overseas Highway 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 property
From$159
Very Good 4.5 /5Review Score 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
  • 3 star Rural property
From$80
Very Good 4.0 /5Review Score CallBookMore Details
Travelodge Florida City / Homestead / Everglades 409 SE 1st Ave., Florida City, FL 33034 ~37.13 miles north of Islamorada
  • Pool in hotel: 9 AM -10pm Outdoor HEATED Pool!!
  • 3-star Highway property
From$59
Very Good 4.5 /5Reviews CallBookMore Details
Quality Inn 333 SE 1st Ave., Florida City, FL 33034 ~37.22 miles north of Islamorada
  • Pool details: 9am-10pm, outdoor, 26,928 gal
  • Mid-scale Highway property
Days Inn Florida City - Florida City 124 East Palm Dr., Florida City, FL 33034 ~37.53 miles north of Islamorada
  • Pool available: 9am to 10pm outdoor
  • 2 star Highway property
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