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Florida Keys Hotels with Outdoor or Indoor Pools

Cheeca Lodge & Spa in Islamorada 81801 Overseas Highway, Islamorada, FL 33036 ~0.09 miles southeast of Florida Keys
  • Includes a pool: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • High end Oceanfront property
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Chesapeake Beach Resort 83409 Overseas Highway, Islamorada, FL 33036 ~1.86 miles northeast of Florida Keys
  • Pool available: 2 Outdoor heated pools
  • Three Star Oceanfront property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Ocean Pointe Suites 500 Burton Dr., Tavernier, FL 33070 ~10.83 miles northeast of Florida Keys
  • Includes a pool: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • Three Star Oceanfront property
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 ~15.19 miles northeast of Florida Keys
  • Has a pool!
  • Expensive property
From$200
Very Good 4.0 /5 Review Score Call BookMore Details
Bayside Inn Key Largo 99490 Overseas Highway, Key Largo, FL 33037 ~17.05 miles northeast of Florida Keys
  • Pool available: Heated Outdoor Pool overlooking the beach and Bay. Convenient Bathrooms and outdoor games including Jenga and Life-size Connect Four.
  • Affordable Resort hotel
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Key Largo by IHG : 99701 Overseas Highway 99701 Overseas Highway, Key Largo, FL 33037 ~17.42 miles northeast of Florida Keys
  • Includes a pool: Outdoor pool. Pool open daily 7:00 am - 11:00 pm. Towels provided for hotel guests.
  • 3-star Resort property
From$127
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Key Largo - Key Largo 99751 Overseas Highway, Key Largo, FL 33037 ~17.52 miles northeast of Florida Keys
  • Pool in hotel
  • 3 star Downtown property
From$206
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Waterside Suites & Marina - Key Largo 201 Ocean Dr., Key Largo, FL 33037 ~17.64 miles northeast of Florida Keys
  • Has swimming pool: Outdoor Heated pool
  • Three Star Resort property
From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Rainbow Bend Resort - Marathon 57784 Overseas Highway, Marathon, FL 33050 ~23.08 miles west of Florida Keys
  • Has swimming pool: Outdoor heated pool
  • Inexpensive Beach property
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys in Marathon 13351 Overseas Highway, Marathon, FL 33050 ~27.07 miles west of Florida Keys
  • Pool available: Outdoor Pool open from 9:00 am to 10:00 pm
  • Three Star Beach hotel
From$80
Very Good 4.5 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys : 13201 Overseas Highway 13201 Overseas Highway, Marathon, FL 33050 ~27.22 miles west of Florida Keys
  • Includes a pool: Outdoor heated pool, open during daylight hours.
  • Midscale Oceanfront hotel
From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Banana Bay Resort & Marina 4590 Overseas Highway, Marathon, FL 33050 ~31.38 miles west of Florida Keys
  • Has swimming pool: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Midscale Rural property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort - Marathon 2146 Overseas Highway, Marathon, FL 33050 ~32.57 miles west of Florida Keys
  • Pool available: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • Midscale Resort property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton 1996 Overseas Highway, Marathon, FL 33050 ~32.67 miles west of Florida Keys
  • Pool in hotel: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Four star Oceanfront property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Homestead Florida City 60 SW 352nd St., Florida City, FL 33034 ~37.47 miles north of Florida Keys
  • Includes a pool: Outdoor Pool Open from sunrise to sunet
  • 3-star Suburban hotel
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 ~37.59 miles north of Florida Keys
  • Our hotel comes with a pool
  • Two-star Rural hotel
From$40
Very Good 4.0 /5 Read Reviews Call BookMore Details
Travelodge Florida City / Homestead / Everglades in Florida City 409 SE 1st Ave., Florida City, FL 33034 ~37.67 miles north of Florida Keys
  • Has swimming pool: 9 AM -10pm Outdoor HEATED Pool!!
  • Affordable Highway property
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Florida City : 124 East Palm Dr. 124 East Palm Dr., Florida City, FL 33034 ~37.98 miles north of Florida Keys
  • Pool in hotel: Cool off from the Florida heat with a refreshing swim in our outdoor pool from 9 a.m. to 9 p.m.
  • Midscale Highway hotel
From$52
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton - Florida City 77 NE 3rd St., Florida City, FL 33034 ~38.11 miles north of Florida Keys
  • Includes a pool: Outdoor Pool
  • Four star Suburban hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Floridian Hotel 990 North Homestead Blvd., Homestead, FL 33030 ~40.16 miles north of Florida Keys
  • We have a pool
  • Midscale Downtown property
From$53
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Homestead Miami South : 2855 NE 9th St. 2855 NE 9th St., Homestead, FL 33033 ~40.64 miles north of Florida Keys
  • Has a pool!
  • 3 star Suburban property
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 ~40.71 miles north of Florida Keys
  • Pool available: Outdoor
  • 3-star Highway property
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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