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Florida Keys Hotels with Outdoor or Indoor Pools

Cheeca Lodge & Spa - Islamorada
+1-888-389-4121
81801 Overseas Highway, Islamorada, FL 33036 ~0.09 miles southeast of Florida Keys
  • Pool details: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • Expensive Oceanfront hotel
From$159
Very Good 4.0 /5 Review Score Call BookMore Details
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Amara Cay Resort : 80001 Overseas Highway
+1-888-675-2083
80001 Overseas Highway, Islamorada, FL 33036 ~1.71 miles southwest of Florida Keys
  • Pool available: Outdoor pool from 7am-10pm
  • High end Beach hotel
From$239
Very Good 4.0 /5 Reviews Call BookMore Details
Chesapeake Beach Resort
+1-800-716-8490
83409 Overseas Highway, Islamorada, FL 33036 ~1.86 miles northeast of Florida Keys
  • Pool details: 2 Outdoor heated pools
  • Mid-scale Oceanfront property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Three Waters Resort & Marina Islamorada a Tribute Portfolio R
+1-800-805-5223
84001 Overseas Highway, Islamorada, FL 33036 ~2.49 miles northeast of Florida Keys
  • Pool details: Outdoor Swimming Pool, Open 6am - 11pm
  • 4 star Oceanfront hotel
From$149
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Ocean Pointe Suites in Tavernier
+1-888-965-1860
500 Burton Dr., Tavernier, FL 33070 ~10.83 miles northeast of Florida Keys
  • Pool details: Jr. Olympic size pool with jacuzzi tub. Renovated in 2018.
  • Midscale Oceanfront hotel
From$139
Average 3.0 /5 Guest Reviews Call BookMore Details
Playa Largo Resort & Spa Autograph Collection in Key Largo
+1-888-788-5576
97450 Overseas Highway, Key Largo, FL 33037 ~15.19 miles northeast of Florida Keys
  • Has a pool!
  • 4 star hotel
From$200
Very Good 4.0 /5 Review Score Call BookMore Details
Bayside Inn Key Largo - Key Largo
+1-888-897-9207
99490 Overseas Highway, Key Largo, FL 33037 ~17.05 miles northeast of Florida Keys
  • 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
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Waterside Suites & Marina in Key Largo
+1-888-311-4278
201 Ocean Dr., Key Largo, FL 33037 ~17.64 miles northeast of Florida Keys
  • Pool available: Outdoor Heated pool
  • Midscale Resort property
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Rainbow Bend Resort
+1-888-469-4795
57784 Overseas Highway, Marathon, FL 33050 ~23.08 miles west of Florida Keys
  • Pool details: Outdoor heated pool
  • Cheap Beach property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys
+1-888-734-9421
13351 Overseas Highway, Marathon, FL 33050 ~27.07 miles west of Florida Keys
  • Pool details: Outdoor Pool open from 9:00 am to 10:00 pm
  • Three Star Beach property
From$80
Very Good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys in Marathon
+1-888-841-5292
13201 Overseas Highway, Marathon, FL 33050 ~27.22 miles west of Florida Keys
  • Pool details: Outdoor heated pool, open during daylight hours.
  • 3 star Oceanfront hotel
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Faro Blanco Resort in Marathon
+1-888-455-5160
2146 Overseas Highway, Marathon, FL 33050 ~32.57 miles west of Florida Keys
  • Pool in hotel: Two onsite waterfront pools including an infinity pool edge overlooking the beautifully clear ocean. Two additional pools available at adjacent Faro Blanco Resort.
  • Three Star Resort property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Faro Blanco Resort Marathon Florida Keys Curio by Hilton : 1996 Overseas Highway
+1-888-965-8297
1996 Overseas Highway, Marathon, FL 33050 ~32.67 miles west of Florida Keys
  • Pool in hotel: Faro Blanco Resort Marathon Florida Keys, Curio by Hilton Pool Hours 6am-10pm Outdoor Lighthouse Grill Pool Hours 6am-10pm Outdoor
  • High end Oceanfront property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Homestead Florida City
+1-888-906-6358
60 SW 352nd St., Florida City, FL 33034 ~37.47 miles north of Florida Keys
  • Pool in hotel: Outdoor Pool Open from sunrise to sunet
  • Midscale Suburban property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Gateway to the Keys : 411 South Krome Ave.
+1-888-749-6785
411 South Krome Ave., Florida City, FL 33034 ~37.59 miles north of Florida Keys
  • With a pool!
  • 2 star Rural hotel
From$40
Very Good 4.0 /5 Reviews Call BookMore Details
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Staywell Hotel Florida City / Homestead
+1-888-878-9982
409 SE 1st Ave., Florida City, FL 33034 ~37.67 miles north of Florida Keys
  • Pool details: 9 AM -10pm Outdoor HEATED Pool!!
  • Affordable Highway hotel
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Florida City in Florida City
+1-888-389-4485
124 East Palm Dr., Florida City, FL 33034 ~37.98 miles north of Florida Keys
  • Pool details: Cool off from the Florida heat with a refreshing swim in our outdoor pool from 9 a.m. to 9 p.m.
  • Midscale Highway property
From$52
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton in Florida City
+1-888-389-4121
77 NE 3rd St., Florida City, FL 33034 ~38.11 miles north of Florida Keys
  • Pool available: Outdoor Pool
  • Four-star Suburban property
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Floridian Hotel
+1-888-675-2083
990 North Homestead Blvd., Homestead, FL 33030 ~40.16 miles north of Florida Keys
  • Has swimming pool
  • Mid-scale Downtown hotel
From$53
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Homestead Miami South in Homestead
+1-800-716-8490
2855 NE 9th St., Homestead, FL 33033 ~40.64 miles north of Florida Keys
  • Has a pool!
  • Midscale Suburban property
From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Miami Homestead
+1-800-805-5223
2905 NE 9th St., Homestead, FL 33033 ~40.70 miles north of Florida Keys
  • Pool available: Outdoor Heated Pool Open Dawn to Dusk
  • 3-star Suburban property
From$139
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Miami Homestead
+1-888-965-1860
935 Northeast 30th St., Homestead, FL 33033 ~40.71 miles north of Florida Keys
  • Pool available: Outdoor
  • Midscale Highway property
From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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