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
  • Has swimming 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 Guest Reviews Call BookMore Details
Ocean Pointe Suites
+1-888-675-2083
500 Burton Dr., Tavernier, FL 33070 +1-888-675-2083 ~10.29 miles northeast of Islamorada
  • Pool details: 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 in Key Largo
+1-800-716-8490
99490 Overseas Highway, Key Largo, FL 33037 +1-800-716-8490 ~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 property
From$69
Very good 4.0 /5 Recent Reviews Call BookMore Details
Waterside Suites & Marina : 201 Ocean Dr.
+1-800-805-5223
201 Ocean Dr., Key Largo, FL 33037 +1-800-805-5223 ~17.09 miles northeast of Islamorada
  • Has swimming pool: Outdoor Heated pool
  • Three Star Resort hotel
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Dolphin Point Villas - Key Largo
+1-888-965-1860
101910 Overseas Highway, Key Largo, FL 33037 +1-888-965-1860 ~18.92 miles northeast of Islamorada
  • Has swimming pool: 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.
  • Four star Oceanfront hotel
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys : 13351 Overseas Highway
+1-888-788-5576
13351 Overseas Highway, Marathon, FL 33050 +1-888-788-5576 ~27.58 miles west of Islamorada
  • Includes a pool: Outdoor Pool open from 9:00 am to 10:00 pm
  • Affordable Beach property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys
+1-888-897-9207
13201 Overseas Highway, Marathon, FL 33050 +1-888-897-9207 ~27.73 miles west of Islamorada
  • Has swimming pool: Outdoor heated pool, open during daylight hours.
  • Affordable Oceanfront property
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Banana Bay Resort & Marina
+1-888-311-4278
4590 Overseas Highway, Marathon, FL 33050 +1-888-311-4278 ~31.88 miles west of Islamorada
  • Pool available: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Three Star Rural hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort : 2146 Overseas Highway
+1-888-469-4795
2146 Overseas Highway, Marathon, FL 33050 +1-888-469-4795 ~33.07 miles west of Islamorada
  • Has swimming pool: Two onsite resort style pools including Marathon Florida's only infinity pool edge overlooking the beautifully clear ocean.
  • Affordable Resort hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton
+1-888-734-9421
1996 Overseas Highway, Marathon, FL 33050 +1-888-734-9421 ~33.23 miles west of Islamorada
  • Pool available: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Mid-scale Oceanfront hotel
From$113
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Homestead Florida City
+1-888-841-5292
60 SW 352nd St., Florida City, FL 33034 +1-888-841-5292 ~36.98 miles north of Islamorada
  • Has swimming pool: Outdoor Pool Open from Dawn to Dusk
  • Mid-scale Suburban hotel
From$90
Average 3.0 /5 Review Score Call BookMore Details
Best Western Gateway to the Keys
+1-888-455-5160
411 South Krome Ave., Florida City, FL 33034 +1-888-455-5160 ~37.09 miles north of Islamorada
  • Includes a swimming pool
  • Economical Rural property
From$40
Very good 4.0 /5 Recent Reviews Call BookMore Details
Travelodge Florida City / Homestead / Everglades : 409 SE 1st Ave.
+1-888-965-8297
409 SE 1st Ave., Florida City, FL 33034 +1-888-965-8297 ~37.17 miles north of Islamorada
  • Includes a pool: 9 AM -10pm Outdoor HEATED Pool!!
  • 3-star Highway hotel
From$80
Very good 4.5 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Florida City - Florida City
+1-888-906-6358
124 East Palm Dr., Florida City, FL 33034 +1-888-906-6358 ~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.
  • Affordable Highway hotel
From$52
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton - Florida City
+1-888-749-6785
77 NE 3rd St., Florida City, FL 33034 +1-888-749-6785 ~37.61 miles north of Islamorada
  • Pool in hotel: Outdoor Pool
  • High end Suburban hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Miami Homestead : 2905 NE 9th St.
+1-888-878-9982
2905 NE 9th St., Homestead, FL 33033 +1-888-878-9982 ~40.19 miles north of Islamorada
  • Has swimming pool: Outdoor Heated Pool Open Dawn to Dusk
  • Midscale Suburban property
From$139
Very good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead
+1-888-389-4485
935 Northeast 30th St., Homestead, FL 33033 +1-888-389-4485 ~40.20 miles north of Islamorada
  • Pool in hotel: Outdoor
  • Midscale Highway property
From$85
Very good 4.0 /5 Guest Reviews Call BookMore Details
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