Compare Vacation Rentals with Pools in Florida Keys, FL

Unobstructed marina and Atlantic Ocean views are yours from this apartment, perfectly situated in Tavernier within the Ocean Pointe Suites resort, midway between Key Largo and Islamorada, the Diving and Fishing Capitals of the United States.
This 2-bedroom, 2-bathroom apartment sleeps 4 and offers a fully stocked kitchen, in-unit laundry, and fast Wi-Fi, with resort amenities including a sparkling swimming pool, hot tub, beach, tennis courts, and on-site dining.

Located on Duck Key, this resort is half a mile from Duck Key Marina and a 17-minute drive from Curry Hammock State Park.
This resort offers a fantastic getaway with five swimming pools, including an adults-only and a children's pool, perfect for guests seeking a vacation with a pool.

Cheeca Lodge & Spa is a resort located in Islamorada, Village of Islands, Florida, offering 1000 feet of private waterfront with Downtown Key Largo 20 miles away and Long Key State Park 13.7 miles distant.
This luxurious resort features adult and family swimming pools, a 9-hole par 3 golf course, a 525-foot fishing pier, and a full-service watersports facility, ensuring a memorable stay with a pool.

Just one block from the beach, this ground-level 2-bedroom, 2-bath apartment is located in the desirable Key Colony Beach district.
This apartment features private dockage for a 40 ft boat and includes access to the exclusive Cabana Club with a swimming pool, accommodating up to 4 guests.

Beachfront in Little Torch Key, this resort is located 25 miles from Florida Keys Aquarium Encounters and 29 miles from Ernest Hemingway Home and Museum, with Key West International Airport 26 miles away.
Parmer's Resort offers a fantastic outdoor swimming pool with a private beach area and grill facilities, perfect for travelers seeking a getaway with a pool.

Enjoy resort access across the street to three swimming pools, two restaurants, and bars at the Faro Blanco Hilton/Marriott property.
This recently renovated two-bedroom, two-bathroom villa accommodates up to six guests and features a modern, fully stocked kitchen, a screened-in porch with a hammock, and a yard, offering a tropical outdoor setting perfect for nature lovers.

Enjoy a resort getaway in Marathon with a swimming pool, offering direct access to a private ocean swim area and complimentary Wi-Fi in public spaces.
This resort provides air-conditioned rooms with refrigerators and microwaves, an on-site dive shop, and is conveniently located just a 5-minute drive from Sombrero Beach and within walking distance of diving spots and the Crane Point Museums and Nature Center.

Located in Marathon's Coral Lagoon district, this villa is under 0.6 miles from Florida Keys Aquarium Encounters and Captain Hook's Marina Dove Center, with A Deep Blue Dove Center a 11-minute walk away.
This 1430 square foot house with 3 bedrooms and 2 bathrooms accommodates up to 15 guests and features a year-round outdoor swimming pool, spa, fitness center, and free WiFi access.

This Miami villa offers a private swimming pool and is located in Kendale Lakes, approximately 9.9 miles from Dolphin Mall and Miami International Mall, and 12 miles from the University of Miami and Miami International Airport.
Enjoy 2500 square feet of living space in this four-bedroom, three-bathroom house, perfect for up to 15 guests, featuring a fully equipped kitchen, air conditioning, and a fitness center for your convenience.

Centrally located in the Florida Keys, this cabin offers a private, secluded setting in Key Colony Beach with convenient access to local attractions and dining.
This cabin, perfect for up to 6 guests, features a full kitchen, air conditioning, and complimentary use of bicycles and kayaks, alongside access to a large swimming pool for ultimate relaxation.

Directly on a lagoon within Key Largo's private, gated Kawama Yacht Club & Marina, this resort townhouse offers easy access to the Caribbean Club Bar and Christ of the Abyss, just a short distance away.
This 1,190 sq ft resort, accommodating up to 6 guests, features 2 bedrooms and 2 bathrooms, and is perfect for a getaway with its own swimming pool and complimentary recreational equipment like kayaks and paddleboards.

Offering exclusive quarter-mile private beach access on Long Key, this resort is situated between Islamorada and Marathon.
Enjoy a relaxing stay at this resort with a pool, featuring complimentary boat docking, sea kayaks, paddleboards, and on-site dining at the Florida Boy Bar and Grill.

Just half a block from the Gulf of Mexico, this Marathon house offers convenient access to Sombrero Beach and is a short drive from Crane Point Museum and Nature Center and The Dolphin Research Center.
Enjoy on-site barbecue facilities, comfortable outdoor lounge areas, and a tiki bar, with bicycle and kayak rentals available nearby for exploring the area, and this property is also a great choice for travelers seeking a place with a pool.