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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
  • 3-star Oceanfront property
From$25
Very Good 4.0 /5Read Reviews Call
Cheeca Lodge & Spa - Islamorada
+1-800-230-4134
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.
  • Expensive Oceanfront property
From$179
Very Good 4.0 /5Recent Reviews Call
Postcard Inn Beach Resort & Marina at Holiday Isle 84001 Overseas Highway, Islamorada, FL 33036
  • Pool details: 2 large swimming pools 8a-Sunset
  • Affordable Oceanfront property
Casa Morada - Islamorada 136 Madeira Rd., Islamorada, FL 33036
  • We have a pool ready for use
  • High end Resort property
La Jolla Resort in Islamorada 82216 Overseas Highway, Islamorada, FL 33036
  • Our hotel comes with a pool
  • Cheap Beach hotel
Ocean House 82885 Old Highway, Islamorada, FL 33036
  • Includes a pool
  • 4-star Oceanfront hotel
La Siesta Resort & Marina 80241 Overseas Highway, Islamorada, FL 33036
  • Our hotel comes with a pool
  • Mid-scale Resort property
Pelican Cove Resort - Islamorada 84457 Old Overseas Highway, Islamorada, FL 33036
  • Includes a swimming pool
  • 3 star Oceanfront hotel
From$215
Very Good 4.0 /5Recent Reviews Call
Amara Cay Resort 80001 Overseas Highway, Islamorada, FL 33036
  • Our hotel comes with a pool
  • Three Star Beach hotel
From$159
Very Good 4.0 /5Hotel Reviews Call
Creekside Inn in Tavanier
+1-800-997-5148
90611 Old Highway, Tavanier, FL 33036 ~8.14 miles northeast of Islamorada
  • Pool in hotel: 2 pools
  • Three Star Oceanfront hotel
Ocean Pointe Suites : 500 Burton Dr. 500 Burton Dr., Tavernier, FL 33070 ~10.31 miles northeast of Islamorada
  • Includes a pool
  • 3-star Oceanfront hotel
Hilton Key Largo Resort in Key Largo 97000 Overseas Highway, Key Largo, FL 33037 ~13.99 miles northeast of Islamorada
  • Includes a pool: 2 pools open 6AM to 11PM
  • 3 star Beach property
From$139
Average 3.5 /5Reviews Call
Bayside Inn Key Largo - Key Largo 99490 Overseas Highway, Key Largo, FL 33037 ~16.53 miles northeast of Islamorada
  • Has swimming pool: 24 hour Outdoor Pool
  • Cheap Resort hotel
Holiday Inn Key Largo
+1-800-997-5149
99701 Overseas Highway, Key Largo, FL 33037 ~16.89 miles northeast of Islamorada
  • Has a pool!
  • Three Star Resort hotel
From$119
Very Good 4.0 /5Latest Reviews Call
Courtyard by Marriott Key Largo : 99751 Overseas Highway
+1-888-690-5281
99751 Overseas Highway, Key Largo, FL 33037 ~16.99 miles northeast of Islamorada
  • Our hotel comes with a pool
  • Midscale Downtown hotel
From$121
Very Good 4.0 /5Recent Reviews Call
Key West Inn in Key Largo 201 Ocean Dr., Key Largo, FL 33037 ~17.12 miles northeast of Islamorada
  • Includes a pool
  • Economy Resort hotel
Hawks Cay Resort - Duck Key
+1-800-997-5148
61 Hawks Cay Blvd., Duck Key, FL 33050 ~20.32 miles southwest of Islamorada
  • Includes a pool: 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.
  • High-end Resort property
From$169
Very Good 4.0 /5Read Reviews Call
Key Largo Bay Marriott Resort in Key Largo
+1-888-690-5247
103800 Overseas Highway, Key Largo, FL 33037 ~20.84 miles northeast of Islamorada
  • Pool in hotel
  • Mid-scale Resort property
From$152
Very Good 4.0 /5Review Score Call
Gilbert's Resort - Key Largo 107900 Overseas Highway, Key Largo, FL 33037 ~23.54 miles northeast of Islamorada
  • Has a pool!
  • Inexpensive Resort hotel
Holiday Inn Express & Suites Marathon in Marathon 13201 Overseas Highway, Marathon, FL 33050 ~27.79 miles west of Islamorada
  • Includes a pool: Outdoor heated pool, open during daylight hours.
  • Midscale Oceanfront hotel
From$129
Very Good 4.0 /5Guest Reviews Call
Siesta Motel in Marathon 7425 Overseas Highway, Marathon, FL 33050 ~30.47 miles west of Islamorada
  • Pool available: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • Two-star Rural hotel
Coconut Cay Resort & Marina
+1-888-690-5281
7196 Overseas Highway, Marathon, FL 33050 ~30.61 miles west of Islamorada
  • Has swimming pool: Open 24 hours outdoor, large sun deck with lounge chairs, picnic tables
  • Economy Resort hotel
Sea Dell Motel : 5000 Overseas Highway 5000 Overseas Highway, Marathon, FL 33050 ~31.73 miles west of Islamorada
  • We have a pool ready for use
  • Cheap Resort hotel
Sombrero Resort & Marina in Marathon 19 Sombrero Blvd., Marathon, FL 33050 ~31.86 miles west of Islamorada
  • Pool in hotel
  • 3 star Resort hotel
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050 ~31.92 miles west of Islamorada
  • Includes a pool: 8AM-10PMWe have one of the biggest outdoor pools in Marathon.
  • Three Star Rural property
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