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
+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 available: 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$159
Very good 4.0 /5 Latest Reviews Call BookMore Details
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Chesapeake Beach Resort in Islamorada
+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
  • Pool in hotel: 2 Outdoor heated pools
  • Three Star Oceanfront property
More Photos Swimming pool at Chesapeake Beach Resort
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ocean Pointe Suites
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 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.
  • Affordable Oceanfront hotel
More Photos Photo of Ocean Pointe Suites Pool
From$139
Average 3.0 /5 Reviews Call BookMore Details
Bayside Inn Key Largo : 99490 Overseas Highway
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
99490 Overseas Highway, Key Largo, FL 33037 ~16.51 miles northeast of Islamorada
  • Pool details: 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 Photo of Bayside Inn Key Largo Pool
From$69
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Waterside Suites & Marina in Key Largo
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
201 Ocean Dr., Key Largo, FL 33037 ~17.09 miles northeast of Islamorada
  • Pool available: Outdoor Heated pool
  • Three Star Resort property
More Photos Swimming pool at Waterside Suites & Marina
From$69
Average 3.0 /5 Reviews Call BookMore Details
Dolphin Point Villas 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
101910 Overseas Highway, Key Largo, FL 33037 ~18.92 miles northeast of Islamorada
  • Pool details: There are two pools on property. Our crystal clear figure-eight pool is a comfy place for any our guests to take advantage of and lounge the day away while soaking up the Florida sun. Our cobalt pool is private, exclusively available to guests staying in The Nautilus House to take a relaxing dip and be refreshed.
  • 4 star Oceanfront hotel
More Photos Pool image of Dolphin Point Villas
From$100
Average 3.0 /5 Reviews Call BookMore Details
Rainbow Bend Resort - Marathon
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
57784 Overseas Highway, Marathon, FL 33050 ~23.59 miles west of Islamorada
  • Has swimming pool: Outdoor heated pool
  • Cheap Beach property
More Photos Pool image of Rainbow Bend Resort
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Marathon - Florida Keys in Marathon
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 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 property
More Photos Photo of Hampton Inn Marathon - Florida Keys Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
13201 Overseas Highway, Marathon, FL 33050 ~27.73 miles west of Islamorada
  • Includes a pool: Outdoor heated pool, open during daylight hours.
  • Three Star Oceanfront property
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
Banana Bay Resort & Marina - Marathon
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
4590 Overseas Highway, Marathon, FL 33050 ~31.88 miles west of Islamorada
  • Pool in hotel: 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$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2146 Overseas Highway, Marathon, FL 33050 ~33.07 miles west of Islamorada
  • Pool available: Two onsite resort style pools including Marathon Florida's only infinity pool edge overlooking the beautifully clear ocean.
  • Mid-scale Resort property
More Photos Pool image of Courtyard by Marriott Faro Blanco Resort
From$80
Average 3.0 /5 Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton : 1996 Overseas Highway
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1996 Overseas Highway, Marathon, FL 33050 ~33.23 miles west of Islamorada
  • Pool in hotel: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Mid-scale Oceanfront property
More Photos Pool image of Faro Blanco Resort & Yacht Club Marathon Curio by Hilton
From$113
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Homestead Florida City
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
60 SW 352nd St., Florida City, FL 33034 ~36.98 miles north of Islamorada
  • Pool details: Outdoor Pool Open from Dawn to Dusk
  • Three Star Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Homestead Florida City
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
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Best Western Gateway to the Keys
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
411 South Krome Ave., Florida City, FL 33034 ~37.09 miles north of Islamorada
  • Includes a pool
  • Low priced Rural property
More Photos Photo of Best Western Gateway to the Keys Pool
From$40
Very good 4.0 /5 Read Reviews Call BookMore Details
Travelodge Florida City / Homestead / Everglades - Florida City
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
409 SE 1st Ave., Florida City, FL 33034 ~37.17 miles north of Islamorada
  • Pool details: 9 AM -10pm Outdoor HEATED Pool!!
  • Affordable Highway hotel
More Photos Swimming pool at Travelodge Florida City / Homestead / Everglades
From$80
Very good 4.5 /5 Hotel Reviews Call BookMore Details
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Days Inn by Wyndham Florida City in Florida City
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
124 East Palm Dr., Florida City, FL 33034 ~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.
  • Midscale Highway hotel
More Photos Photo of Days Inn by Wyndham Florida City Pool
From$52
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton : 77 NE 3rd St.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
77 NE 3rd St., Florida City, FL 33034 ~37.61 miles north of Islamorada
  • Pool details: Outdoor Pool
  • Expensive Suburban property
More Photos Swimming pool at Home2 Suites by Hilton
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Miami Homestead : 2905 NE 9th St.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 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
  • 3 star Suburban property
More Photos Photo of Courtyard by Marriott Miami Homestead Pool
From$139
Very good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead - Homestead
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
935 Northeast 30th St., Homestead, FL 33033 ~40.20 miles north of Islamorada
  • Has swimming pool: Outdoor
  • 3 star Highway hotel
More Photos Pool image of Towneplace Suites by Marriott Miami Homestead
From$85
Very good 4.0 /5 Reviews Call BookMore Details

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