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 81801 Overseas Highway, Islamorada, FL 33036
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  • Pool available: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • 4-star Oceanfront property
More Photos Pool image of Cheeca Lodge & Spa
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Chesapeake Beach Resort - Islamorada 83409 Overseas Highway, Islamorada, FL 33036
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  • Includes a pool: 2 Outdoor heated pools
  • Three Star Oceanfront property
More Photos Swimming pool at Chesapeake Beach Resort
From$80
Average 3.0 /5 Review Score Call BookMore Details
Ocean Pointe Suites - Tavernier 500 Burton Dr., Tavernier, FL 33070
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~10.29 miles northeast of Islamorada
  • Pool available: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • 3 star Oceanfront hotel
More Photos Pool image of Ocean Pointe Suites
From$139
Average 3.0 /5 Review Score Call BookMore Details
Playa Largo Resort & Spa Autograph Collection - Key Largo 97450 Overseas Highway, Key Largo, FL 33037
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~14.65 miles northeast of Islamorada
  • We have a pool ready for use
  • High end property
More Photos Photo of Playa Largo Resort & Spa Autograph Collection Pool
From$200
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Bayside Inn Key Largo in Key Largo 99490 Overseas Highway, Key Largo, FL 33037
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~16.51 miles northeast of Islamorada
  • Includes a pool: Heated Outdoor Pool overlooking the beach and Bay. Convenient Bathrooms and outdoor games including Jenga and Life-size Connect Four.
  • Three Star Resort hotel
More Photos Pool image of Bayside Inn Key Largo
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Key Largo by IHG in Key Largo 99701 Overseas Highway, Key Largo, FL 33037
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~16.88 miles northeast of Islamorada
  • Pool available: Outdoor pool. Pool open daily 7:00 am - 11:00 pm. Towels provided for hotel guests.
  • 3-star Resort property
More Photos Photo of Holiday Inn Key Largo by IHG Pool
From$127
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Key Largo 99751 Overseas Highway, Key Largo, FL 33037
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~16.97 miles northeast of Islamorada
  • Includes a swimming pool
  • Affordable Downtown property
More Photos Photo of Courtyard by Marriott Key Largo Pool
From$206
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Waterside Suites & Marina - Key Largo 201 Ocean Dr., Key Largo, FL 33037
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~17.09 miles northeast of Islamorada
  • Pool in hotel: Outdoor Heated pool
  • Three Star Resort property
More Photos Pool image of Waterside Suites & Marina
From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Rainbow Bend Resort : 57784 Overseas Highway 57784 Overseas Highway, Marathon, FL 33050
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~23.59 miles west of Islamorada
  • Pool available: Outdoor heated pool
  • Economical Beach property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys in Marathon 13351 Overseas Highway, Marathon, FL 33050
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~27.58 miles west of Islamorada
  • Pool details: Outdoor Pool open from 9:00 am to 10:00 pm
  • Mid-scale Beach property
More Photos Pool image of Hampton Inn Marathon Florida Keys
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys 13201 Overseas Highway, Marathon, FL 33050
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~27.73 miles west of Islamorada
  • Pool available: Outdoor heated pool, open during daylight hours.
  • 3-star Oceanfront hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Marathon Florida Keys
From$129
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050
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~31.88 miles west of Islamorada
  • Pool in hotel: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Mid-scale Rural property
More Photos Pool image of Banana Bay Resort & Marina
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort : 2146 Overseas Highway 2146 Overseas Highway, Marathon, FL 33050
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~33.07 miles west of Islamorada
  • Includes a pool: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • 3-star Resort hotel
More Photos Photo of Courtyard by Marriott Faro Blanco Resort Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Faro Blanco Resort Marathon Florida Keys Curio by Hilton - Marathon 1996 Overseas Highway, Marathon, FL 33050
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~33.17 miles west of Islamorada
  • Includes a pool: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 4 star Oceanfront property
More Photos Photo of Faro Blanco Resort Marathon Florida Keys Curio by Hilton Pool
From$125
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Fairfield Inn & Suites Homestead Florida City in Florida City 60 SW 352nd St., Florida City, FL 33034
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~36.97 miles north of Islamorada
  • Pool available: Outdoor Pool Open from sunrise to sunet
  • Midscale Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Homestead Florida City
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
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Best Western Gateway to the Keys : 411 South Krome Ave. 411 South Krome Ave., Florida City, FL 33034
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~37.09 miles north of Islamorada
  • Has swimming pool
  • Low Cost Rural hotel
More Photos Swimming pool at Best Western Gateway to the Keys
From$40
Very Good 4.0 /5 Review Score Call BookMore Details
Travelodge Florida City / Homestead / Everglades : 409 SE 1st Ave. 409 SE 1st Ave., Florida City, FL 33034
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~37.17 miles north of Islamorada
  • Pool details: 9 AM -10pm Outdoor HEATED Pool!!
  • 3 star Highway hotel
More Photos Pool image of Travelodge Florida City / Homestead / Everglades
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Florida City - Florida City 124 East Palm Dr., Florida City, FL 33034
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~37.48 miles north of Islamorada
  • Pool available: Cool off from the Florida heat with a refreshing swim in our outdoor pool from 9 a.m. to 9 p.m.
  • Mid-scale Highway property
More Photos Swimming pool at Days Inn by Wyndham Florida City
From$52
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton 77 NE 3rd St., Florida City, FL 33034
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~37.61 miles north of Islamorada
  • Pool in hotel: Outdoor Pool
  • Four star Suburban hotel
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Floridian Hotel 990 North Homestead Blvd., Homestead, FL 33030
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~39.66 miles north of Islamorada
  • Has a pool!
  • 3 star Downtown property
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From$53
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Homestead Miami South 2855 NE 9th St., Homestead, FL 33033
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~40.13 miles north of Islamorada
  • We have a pool
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites Homestead Miami South
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead 935 Northeast 30th St., Homestead, FL 33033
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~40.20 miles north of Islamorada
  • Pool available: Outdoor
  • 3 star Highway hotel
More Photos Photo of Towneplace Suites by Marriott Miami Homestead Pool
From$85
Very Good 4.0 /5 Review Score Call BookMore Details

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