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.
Planning group travel? Get Islamorada FL Group Hotel Rates

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Islamorada Hotels with Outdoor or Indoor Pools

Cheeca Lodge & Spa : 81801 Overseas Highway 81801 Overseas Highway, Islamorada, FL 33036
Call Us
  • 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 hotel
More Photos Swimming pool at Cheeca Lodge & Spa
From$190 total
Very Good 4.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Islamorada" Get Alexa Skill →
Chesapeake Beach Resort in Islamorada 83409 Overseas Highway, Islamorada, FL 33036
Call Us
  • Has swimming pool: 2 Outdoor heated pools
  • Affordable Oceanfront hotel
More Photos Swimming pool at Chesapeake Beach Resort
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Ocean Pointe Suites : 500 Burton Dr. 500 Burton Dr., Tavernier, FL 33070
Call Us
~10.29 miles northeast of Islamorada
  • Pool available: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • Midscale Oceanfront hotel
More Photos Photo of Ocean Pointe Suites Pool
From$166 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Playa Largo Resort & Spa Autograph Collection 97450 Overseas Highway, Key Largo, FL 33037
Call Us
~14.65 miles northeast of Islamorada
  • Pool in hotel
  • 4 star hotel
More Photos Photo of Playa Largo Resort & Spa Autograph Collection Pool
From$240 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Bayside Inn Key Largo - Key Largo 99490 Overseas Highway, Key Largo, FL 33037
Call Us
~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
More Photos Swimming pool at Bayside Inn Key Largo
From$82 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Waterside Suites & Marina in Key Largo 201 Ocean Dr., Key Largo, FL 33037
Call Us
~17.09 miles northeast of Islamorada
  • Has swimming pool: Outdoor Heated pool
  • 3-star Resort property
More Photos Pool image of Waterside Suites & Marina
From$82 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Rainbow Bend Resort : 57784 Overseas Highway 57784 Overseas Highway, Marathon, FL 33050
Call Us
~23.59 miles west of Islamorada
  • Includes a pool: Outdoor heated pool
  • Inexpensive Beach property
More Photos Photo of Rainbow Bend Resort Pool
From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys in Marathon 13351 Overseas Highway, Marathon, FL 33050
Call Us
~27.58 miles west of Islamorada
  • Pool in hotel: Outdoor Pool open from 9:00 am to 10:00 pm
  • 3 star Beach property
More Photos Pool image of Hampton Inn Marathon Florida Keys
From$96 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys in Marathon 13201 Overseas Highway, Marathon, FL 33050
Call Us
~27.73 miles west of Islamorada
  • Pool in hotel: Outdoor heated pool, open during daylight hours.
  • 3-star Oceanfront property
More Photos Pool image of Fairfield Inn & Suites by Marriott Marathon Florida Keys
From$154 total
Very Good 4.0 /5 Reviews Call BookMore Details
Banana Bay Resort & Marina : 4590 Overseas Highway 4590 Overseas Highway, Marathon, FL 33050
Call Us
~31.88 miles west of Islamorada
  • Has swimming pool: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • 3-star Rural property
More Photos Pool image of Banana Bay Resort & Marina
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort - Marathon 2146 Overseas Highway, Marathon, FL 33050
Call Us
~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.
  • Mid-scale Resort hotel
More Photos Swimming pool at Courtyard by Marriott Faro Blanco Resort
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton - Marathon 1996 Overseas Highway, Marathon, FL 33050
Call Us
~33.17 miles west of Islamorada
  • Pool details: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Expensive Oceanfront property
More Photos Photo of Faro Blanco Resort Marathon Florida Keys Curio by Hilton Pool
From$150 total
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Homestead Florida City in Florida City 60 SW 352nd St., Florida City, FL 33034
Call Us
~36.97 miles north of Islamorada
  • Pool in hotel: Outdoor Pool Open from sunrise to sunet
  • Affordable Suburban property
More Photos Pool image of Fairfield Inn & Suites Homestead Florida City
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Best Western Gateway to the Keys - Florida City 411 South Krome Ave., Florida City, FL 33034
Call Us
~37.09 miles north of Islamorada
  • Our hotel comes with a pool
  • Cheap Rural hotel
More Photos Swimming pool at Best Western Gateway to the Keys
From$48 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Travelodge Florida City / Homestead / Everglades - Florida City 409 SE 1st Ave., Florida City, FL 33034
Call Us
~37.17 miles north of Islamorada
  • Includes a pool: 9 AM -10pm Outdoor HEATED Pool!!
  • Three Star Highway property
More Photos Swimming pool at Travelodge Florida City / Homestead / Everglades
From$96 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Islamorada" Get Alexa Skill →
Days Inn by Wyndham Florida City : 124 East Palm Dr. 124 East Palm Dr., Florida City, FL 33034
Call Us
~37.48 miles north of Islamorada
  • Has swimming pool: Cool off from the Florida heat with a refreshing swim in our outdoor pool from 9 a.m. to 9 p.m.
  • Three Star Highway hotel
More Photos Pool image of Days Inn by Wyndham Florida City
From$62 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton 77 NE 3rd St., Florida City, FL 33034
Call Us
~37.61 miles north of Islamorada
  • Includes a pool: Outdoor Pool
  • High end Suburban hotel
More Photos Photo of Home2 Suites by Hilton Pool
From$150 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Floridian Hotel - Homestead 990 North Homestead Blvd., Homestead, FL 33030
Call Us
~39.66 miles north of Islamorada
  • Has a pool!
  • Midscale Downtown hotel
More Photos Pool image of Floridian Hotel
From$63 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Homestead Miami South 2855 NE 9th St., Homestead, FL 33033
Call Us
~40.13 miles north of Islamorada
  • Includes a swimming pool
  • Affordable Suburban property
More Photos Pool image of Hampton Inn & Suites Homestead Miami South
From$114 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead - Homestead 935 Northeast 30th St., Homestead, FL 33033
Call Us
~40.20 miles north of Islamorada
  • Pool available: Outdoor
  • Midscale Highway hotel
More Photos Swimming pool at Towneplace Suites by Marriott Miami Homestead
From$102 total
Very Good 4.0 /5 Read Reviews Call BookMore Details

Next: Show All Available Islamorada Hotels with Pricing
Back to Top