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 - Islamorada
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
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.
  • 4 star Oceanfront hotel
More Photos Photo of Cheeca Lodge & Spa Pool
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Chesapeake Beach Resort : 83409 Overseas Highway
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
83409 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: 2 Outdoor heated pools
  • Three Star Oceanfront hotel
More Photos Pool image of Chesapeake Beach Resort
From$80
Average 3.0 /5 Review Score Call BookMore Details
Three Waters Resort & Marina Islamorada a Tribute Portfolio R in Islamorada
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
84001 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel: Outdoor Swimming Pool, Open 6am - 11pm
  • Four star Oceanfront property
More Photos Swimming pool at Three Waters Resort & Marina Islamorada a Tribute Portfolio R
From$149
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Amara Cay Resort in Islamorada
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
80001 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: Outdoor pool from 7am-10pm
  • 4-star Beach hotel
More Photos Photo of Amara Cay Resort Pool
From$239
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ocean Pointe Suites
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
500 Burton Dr., Tavernier, FL 33070 ~10.29 miles northeast of Islamorada
  • Includes a pool: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • Mid-scale Oceanfront hotel
More Photos Pool image of Ocean Pointe Suites
From$139
Average 3.0 /5 Recent Reviews Call BookMore Details
Playa Largo Resort & Spa Autograph Collection in Key Largo
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
97450 Overseas Highway, Key Largo, FL 33037 ~14.65 miles northeast of Islamorada
  • Our hotel comes with a pool
  • Four-star 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
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
99490 Overseas Highway, Key Largo, FL 33037 ~16.51 miles northeast of Islamorada
  • Pool in hotel: 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 Photo of Bayside Inn Key Largo Pool
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Waterside Suites & Marina
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
201 Ocean Dr., Key Largo, FL 33037 ~17.09 miles northeast of Islamorada
  • Pool available: Outdoor Heated pool
  • 3 star Resort property
More Photos Swimming pool at Waterside Suites & Marina
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Rainbow Bend Resort in Marathon
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
57784 Overseas Highway, Marathon, FL 33050 ~23.59 miles west of Islamorada
  • Includes a pool: Outdoor heated pool
  • Two-star Beach hotel
More Photos Swimming pool at Rainbow Bend Resort
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
13351 Overseas Highway, Marathon, FL 33050 ~27.58 miles west of Islamorada
  • Includes a pool: Outdoor Pool open from 9:00 am to 10:00 pm
  • 3 star Beach hotel
More Photos Photo of Hampton Inn Marathon Florida Keys Pool
From$80
Very Good 4.5 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
13201 Overseas Highway, Marathon, FL 33050 ~27.73 miles west of Islamorada
  • Pool in hotel: 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 Review Score Call BookMore Details
Courtyard by Marriott Faro Blanco Resort
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2146 Overseas Highway, Marathon, FL 33050 ~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.
  • Affordable Resort hotel
More Photos Pool image of Courtyard by Marriott Faro Blanco Resort
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton in Marathon
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1996 Overseas Highway, Marathon, FL 33050 ~33.17 miles west of Islamorada
  • Pool in hotel: 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 Pool image of Faro Blanco Resort Marathon Florida Keys Curio by Hilton
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
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Fairfield Inn & Suites Homestead Florida City - Florida City
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
60 SW 352nd St., Florida City, FL 33034 ~36.97 miles north of Islamorada
  • Includes a pool: Outdoor Pool Open from sunrise to sunet
  • Mid-scale Suburban hotel
More Photos Photo of Fairfield Inn & Suites Homestead Florida City Pool
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Gateway to the Keys - Florida City
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
411 South Krome Ave., Florida City, FL 33034 ~37.09 miles north of Islamorada
  • Has swimming pool
  • Cheap Rural hotel
More Photos Pool image of Best Western Gateway to the Keys
From$40
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Travelodge Florida City / Homestead / Everglades - Florida City
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
409 SE 1st Ave., Florida City, FL 33034 ~37.17 miles north of Islamorada
  • Has swimming pool: 9 AM -10pm Outdoor HEATED Pool!!
  • Mid-scale Highway property
More Photos Photo of Travelodge Florida City / Homestead / Everglades Pool
From$80
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Florida City - Florida City
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
124 East Palm Dr., Florida City, FL 33034 ~37.48 miles north of Islamorada
  • Pool details: Cool off from the Florida heat with a refreshing swim in our outdoor pool from 9 a.m. to 9 p.m.
  • Affordable Highway property
More Photos Photo of Days Inn by Wyndham Florida City Pool
From$52
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
77 NE 3rd St., Florida City, FL 33034 ~37.61 miles north of Islamorada
  • Has swimming pool: Outdoor Pool
  • Expensive Suburban property
More Photos Photo of Home2 Suites by Hilton Pool
From$125
Average 3.0 /5 Review Score Call BookMore Details
Floridian Hotel in Homestead
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
990 North Homestead Blvd., Homestead, FL 33030 ~39.66 miles north of Islamorada
  • Includes a pool
  • Three Star Downtown property
More Photos Swimming pool at Floridian Hotel
From$53
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Homestead Miami South
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2855 NE 9th St., Homestead, FL 33033 ~40.13 miles north of Islamorada
  • Includes a swimming pool
  • 3-star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Homestead Miami South
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Miami Homestead in Homestead
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2905 NE 9th St., Homestead, FL 33033 ~40.19 miles north of Islamorada
  • Pool details: Outdoor Heated Pool Open Dawn to Dusk
  • Midscale Suburban property
More Photos Pool image of Courtyard by Marriott Miami Homestead
From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead : 935 Northeast 30th St.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
935 Northeast 30th St., Homestead, FL 33033 ~40.20 miles north of Islamorada
  • Pool details: Outdoor
  • Three Star Highway property
More Photos Swimming pool at Towneplace Suites by Marriott Miami Homestead
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details

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