Islamorada Hotels with Pools - Outdoor/Indoor Pools in Islamorada FL

Islamorada hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Islamorada, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Islamorada Florida hotel and motel rooms for children. Review the list of Islamorada hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Islamorada Hotels with Outdoor or Indoor Pools

Cheeca Lodge & Spa in Islamorada 81801 Overseas Highway, Islamorada, FL 33036 Call
  • Has swimming pool: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • Four-star Oceanfront hotel
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From$190 total
Very Good 4.0 /5 Review Score Call BookMore Details
Chesapeake Beach Resort 83409 Overseas Highway, Islamorada, FL 33036 Call
  • Includes a pool: 2 Outdoor heated pools
  • 3 star Oceanfront property
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From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Ocean Pointe Suites in Tavernier 500 Burton Dr., Tavernier, FL 33070 Call ~10.29 miles northeast of Islamorada
  • Includes a pool: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • 3 star Oceanfront property
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From$166 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Playa Largo Resort & Spa Autograph Collection : 97450 Overseas Highway 97450 Overseas Highway, Key Largo, FL 33037 Call ~14.65 miles northeast of Islamorada
  • Our hotel comes with a pool
  • 4-star hotel
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From$240 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Bayside Inn Key Largo - Key Largo 99490 Overseas Highway, Key Largo, FL 33037 Call ~16.51 miles northeast of Islamorada
  • Has swimming pool: Heated Outdoor Pool overlooking the beach and Bay. Convenient Bathrooms and outdoor games including Jenga and Life-size Connect Four.
  • 3 star Resort hotel
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From$82 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Waterside Suites & Marina - Key Largo 201 Ocean Dr., Key Largo, FL 33037 Call ~17.09 miles northeast of Islamorada
  • Pool in hotel: Outdoor Heated pool
  • 3-star Resort property
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From$82 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rainbow Bend Resort 57784 Overseas Highway, Marathon, FL 33050 Call ~23.59 miles west of Islamorada
  • Pool available: Outdoor heated pool
  • Two-star Beach property
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From$72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys in Marathon 13351 Overseas Highway, Marathon, FL 33050 Call ~27.58 miles west of Islamorada
  • Pool details: Outdoor Pool open from 9:00 am to 10:00 pm
  • 3-star Beach hotel
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From$96 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys 13201 Overseas Highway, Marathon, FL 33050 Call ~27.73 miles west of Islamorada
  • Pool available: Outdoor heated pool, open during daylight hours.
  • 3-star Oceanfront property
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From$154 total
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Banana Bay Resort & Marina - Marathon 4590 Overseas Highway, Marathon, FL 33050 Call ~31.88 miles west of Islamorada
  • Pool available: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Mid-scale Rural property
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Faro Blanco Resort 2146 Overseas Highway, Marathon, FL 33050 Call ~33.07 miles west of Islamorada
  • Has swimming pool: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • Three Star Resort hotel
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From$96 total
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Faro Blanco Resort Marathon Florida Keys Curio by Hilton : 1996 Overseas Highway 1996 Overseas Highway, Marathon, FL 33050 Call ~33.17 miles west of Islamorada
  • Has swimming pool: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Expensive Oceanfront hotel
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From$150 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Homestead Florida City in Florida City 60 SW 352nd St., Florida City, FL 33034 Call ~36.97 miles north of Islamorada
  • Pool details: Outdoor Pool Open from sunrise to sunet
  • 3-star Suburban property
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From$96 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Gateway to the Keys 411 South Krome Ave., Florida City, FL 33034 Call ~37.09 miles north of Islamorada
  • We have a pool ready for use
  • 2 star Rural property
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From$48 total
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Travelodge Florida City / Homestead / Everglades - Florida City 409 SE 1st Ave., Florida City, FL 33034 Call ~37.17 miles north of Islamorada
  • Pool in hotel: 9 AM -10pm Outdoor HEATED Pool!!
  • 3-star Highway hotel
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From$96 total
Very Good 4.5 /5 Reviews Call BookMore Details
Days Inn by Wyndham Florida City in Florida City 124 East Palm Dr., Florida City, FL 33034 Call ~37.48 miles north of Islamorada
  • Includes a pool: Cool off from the Florida heat with a refreshing swim in our outdoor pool from 9 a.m. to 9 p.m.
  • 3 star Highway hotel
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From$62 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton 77 NE 3rd St., Florida City, FL 33034 Call ~37.61 miles north of Islamorada
  • Includes a pool: Outdoor Pool
  • Four-star Suburban hotel
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From$150 total
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Floridian Hotel 990 North Homestead Blvd., Homestead, FL 33030 Call ~39.66 miles north of Islamorada
  • Our hotel comes with a pool
  • 3 star Downtown hotel
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From$63 total
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Hampton Inn & Suites Homestead Miami South : 2855 NE 9th St. 2855 NE 9th St., Homestead, FL 33033 Call ~40.13 miles north of Islamorada
  • With a pool!
  • 3-star Suburban hotel
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From$114 total
Very Good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead 935 Northeast 30th St., Homestead, FL 33033 Call ~40.20 miles north of Islamorada
  • Has swimming pool: Outdoor
  • Affordable Highway property
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From$102 total
Very Good 4.0 /5 Reviews Call BookMore Details
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