Florida Keys Hotels with Outdoor or Indoor Pools

Cheeca Lodge & Spa in Islamorada
+1-888-389-4121
81801 Overseas Highway, Islamorada, FL 33036 +1-888-389-4121 ~0.09 miles southeast of Florida Keys
  • Has swimming pool: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • High end Oceanfront property
From$159
Very good 4.0 /5 Reviews Call BookMore Details
Chesapeake Beach Resort - Islamorada
+1-888-675-2083
83409 Overseas Highway, Islamorada, FL 33036 +1-888-675-2083 ~1.86 miles northeast of Florida Keys
  • Pool available: 2 Outdoor heated pools
  • Three Star Oceanfront property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Ocean Pointe Suites : 500 Burton Dr.
+1-800-716-8490
500 Burton Dr., Tavernier, FL 33070 +1-800-716-8490 ~10.83 miles northeast of Florida Keys
  • Includes a pool: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • Mid-scale Oceanfront property
From$139
Average 3.0 /5 Read Reviews Call BookMore Details
Bayside Inn Key Largo in Key Largo
+1-800-805-5223
99490 Overseas Highway, Key Largo, FL 33037 +1-800-805-5223 ~17.05 miles northeast of Florida Keys
  • Pool available: Heated Outdoor Pool overlooking the beach and Bay. Convenient Bathrooms and outdoor games including Jenga and Life-size Connect Four.
  • Affordable Resort property
From$69
Very good 4.0 /5 Reviews Call BookMore Details
Waterside Suites & Marina
+1-888-965-1860
201 Ocean Dr., Key Largo, FL 33037 +1-888-965-1860 ~17.64 miles northeast of Florida Keys
  • Includes a pool: Outdoor Heated pool
  • 3 star Resort hotel
From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Dolphin Point Villas - Key Largo
+1-888-788-5576
101910 Overseas Highway, Key Largo, FL 33037 +1-888-788-5576 ~19.47 miles northeast of Florida Keys
  • 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.
  • Four star Oceanfront property
From$100
Average 3.0 /5 Latest Reviews Call BookMore Details
Rainbow Bend Resort in Marathon
+1-888-897-9207
57784 Overseas Highway, Marathon, FL 33050 +1-888-897-9207 ~23.08 miles west of Florida Keys
  • Pool available: Outdoor heated pool
  • Two star Beach hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Marathon - Florida Keys in Marathon
+1-888-311-4278
13351 Overseas Highway, Marathon, FL 33050 +1-888-311-4278 ~27.07 miles west of Florida Keys
  • Has swimming pool: Outdoor Pool open from 9:00 am to 10:00 pm
  • Mid-scale Beach hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys
+1-888-469-4795
13201 Overseas Highway, Marathon, FL 33050 +1-888-469-4795 ~27.22 miles west of Florida Keys
  • Pool in hotel: Outdoor heated pool, open during daylight hours.
  • 3-star Oceanfront property
From$129
Very good 4.0 /5 Read Reviews Call BookMore Details
Banana Bay Resort & Marina : 4590 Overseas Highway
+1-888-734-9421
4590 Overseas Highway, Marathon, FL 33050 +1-888-734-9421 ~31.38 miles west of Florida Keys
  • Includes a pool: 8AM-10PM We have one of the biggest outdoor pools in Marathon.
  • Midscale Rural property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort
+1-888-841-5292
2146 Overseas Highway, Marathon, FL 33050 +1-888-841-5292 ~32.57 miles west of Florida Keys
  • Pool available: Two onsite resort style pools including Marathon Florida's only infinity pool edge overlooking the beautifully clear ocean.
  • Mid-scale Resort property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Faro Blanco Resort & Yacht Club Marathon Curio by Hilton in Marathon
+1-888-455-5160
1996 Overseas Highway, Marathon, FL 33050 +1-888-455-5160 ~32.73 miles west of Florida Keys
  • Pool available: Faro Blanco Resort and Yacht Club Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • Mid-scale Oceanfront property
From$113
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Homestead Florida City in Florida City
+1-888-965-8297
60 SW 352nd St., Florida City, FL 33034 +1-888-965-8297 ~37.48 miles north of Florida Keys
  • Pool in hotel: Outdoor Pool Open from Dawn to Dusk
  • Midscale Suburban hotel
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Gateway to the Keys
+1-888-906-6358
411 South Krome Ave., Florida City, FL 33034 +1-888-906-6358 ~37.59 miles north of Florida Keys
  • Includes a swimming pool
  • Two-star Rural property
From$40
Very good 4.0 /5 Review Score Call BookMore Details
Travelodge Florida City / Homestead / Everglades
+1-888-749-6785
409 SE 1st Ave., Florida City, FL 33034 +1-888-749-6785 ~37.67 miles north of Florida Keys
  • Pool in hotel: 9 AM -10pm Outdoor HEATED Pool!!
  • Three Star Highway hotel
From$80
Very good 4.5 /5 Review Score Call BookMore Details
Days Inn by Wyndham Florida City
+1-888-878-9982
124 East Palm Dr., Florida City, FL 33034 +1-888-878-9982 ~37.98 miles north of Florida Keys
  • Pool available: 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
From$52
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton : 77 NE 3rd St.
+1-888-389-4485
77 NE 3rd St., Florida City, FL 33034 +1-888-389-4485 ~38.11 miles north of Florida Keys
  • Pool available: Outdoor Pool
  • Expensive Suburban hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Miami Homestead - Homestead
+1-888-389-4121
2905 NE 9th St., Homestead, FL 33033 +1-888-389-4121 ~40.70 miles north of Florida Keys
  • Pool available: Outdoor Heated Pool Open Dawn to Dusk
  • Affordable Suburban property
From$139
Very good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead - Homestead
+1-888-675-2083
935 Northeast 30th St., Homestead, FL 33033 +1-888-675-2083 ~40.71 miles north of Florida Keys
  • Pool available: Outdoor
  • Three Star Highway hotel
From$85
Very good 4.0 /5 Reviews Call BookMore Details
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