Islamorada Hotels with Outdoor or Indoor Pools

Cheeca Lodge & Spa : 81801 Overseas Highway
+1-888-389-4121
81801 Overseas Highway, Islamorada, FL 33036 +1-888-389-4121
  • Includes a pool: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • Four-star Oceanfront property
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Chesapeake Beach Resort : 83409 Overseas Highway
+1-888-675-2083
83409 Overseas Highway, Islamorada, FL 33036 +1-888-675-2083
  • Pool available: 2 Outdoor heated pools
  • 3 star Oceanfront hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Ocean Pointe Suites
+1-800-716-8490
500 Burton Dr., Tavernier, FL 33070 +1-800-716-8490 ~10.29 miles northeast of Islamorada
  • Pool in hotel: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • Affordable Oceanfront property
From$139
Average 3.0 /5 Guest Reviews Call BookMore Details
Bayside Inn Key Largo
+1-800-805-5223
99490 Overseas Highway, Key Largo, FL 33037 +1-800-805-5223 ~16.51 miles northeast of Islamorada
  • Pool available: Heated Outdoor Pool overlooking the beach and Bay. Convenient Bathrooms and outdoor games including Jenga and Life-size Connect Four.
  • 3-star Resort property
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Waterside Suites & Marina in Key Largo
+1-888-965-1860
201 Ocean Dr., Key Largo, FL 33037 +1-888-965-1860 ~17.09 miles northeast of Islamorada
  • Includes a pool: Outdoor Heated pool
  • 3 star Resort hotel
From$69
Average 3.0 /5 Review Score Call BookMore Details
Rainbow Bend Resort : 57784 Overseas Highway
+1-888-788-5576
57784 Overseas Highway, Marathon, FL 33050 +1-888-788-5576 ~23.59 miles west of Islamorada
  • Has swimming pool: Outdoor heated pool
  • Low Cost Beach hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Marathon - Florida Keys
+1-888-897-9207
13351 Overseas Highway, Marathon, FL 33050 +1-888-897-9207 ~27.58 miles west of Islamorada
  • Pool details: Outdoor Pool open from 9:00 am to 10:00 pm
  • Affordable Beach hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys
+1-888-311-4278
13201 Overseas Highway, Marathon, FL 33050 +1-888-311-4278 ~27.73 miles west of Islamorada
  • Has swimming pool: Outdoor heated pool, open during daylight hours.
  • 3 star Oceanfront hotel
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Banana Bay Resort & Marina - Marathon
+1-888-469-4795
4590 Overseas Highway, Marathon, FL 33050 +1-888-469-4795 ~31.88 miles west of Islamorada
  • Pool details: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Affordable Rural property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort
+1-888-734-9421
2146 Overseas Highway, Marathon, FL 33050 +1-888-734-9421 ~33.07 miles west of Islamorada
  • Pool details: Two onsite resort style pools including Marathon Florida's only infinity pool edge overlooking the beautifully clear ocean.
  • Three Star Resort hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton - Marathon
+1-888-841-5292
1996 Overseas Highway, Marathon, FL 33050 +1-888-841-5292 ~33.23 miles west of Islamorada
  • Includes a pool: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • 3 star Oceanfront hotel
From$113
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Homestead Florida City
+1-888-455-5160
60 SW 352nd St., Florida City, FL 33034 +1-888-455-5160 ~36.97 miles north of Islamorada
  • Includes a pool: Outdoor Pool Open from Dawn to Dusk
  • 3-star Suburban property
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Gateway to the Keys in Florida City
+1-888-965-8297
411 South Krome Ave., Florida City, FL 33034 +1-888-965-8297 ~37.09 miles north of Islamorada
  • Pool in hotel
  • Low Cost Rural property
From$40
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge Florida City / Homestead / Everglades : 409 SE 1st Ave.
+1-888-906-6358
409 SE 1st Ave., Florida City, FL 33034 +1-888-906-6358 ~37.17 miles north of Islamorada
  • Includes a pool: 9 AM -10pm Outdoor HEATED Pool!!
  • Three Star Highway hotel
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Florida City in Florida City
+1-888-749-6785
124 East Palm Dr., Florida City, FL 33034 +1-888-749-6785 ~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.
  • Three Star Highway property
From$52
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton
+1-888-878-9982
77 NE 3rd St., Florida City, FL 33034 +1-888-878-9982 ~37.61 miles north of Islamorada
  • Pool in hotel: Outdoor Pool
  • High-end Suburban property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Miami Homestead - Homestead
+1-888-389-4485
2905 NE 9th St., Homestead, FL 33033 +1-888-389-4485 ~40.19 miles north of Islamorada
  • Has swimming pool: Outdoor Heated Pool Open Dawn to Dusk
  • Three Star Suburban hotel
From$139
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Miami Homestead
+1-888-389-4121
935 Northeast 30th St., Homestead, FL 33033 +1-888-389-4121 ~40.20 miles north of Islamorada
  • Pool details: Outdoor
  • Affordable Highway hotel
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
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