Holiday rentals with a pool in Caribbean

Private & Cabana Heated Pool in Wilton Manors

Private Poolside Cabana Home walking distance to thriving Wilton Drive. Open kitchen to a bright, airy living room and pool view. 3 bed/2baths each room is richly appointed featuring lux linens, vanity, & TVs. The private backyard, large heated pool with waterfall, cabana & sun lounges are yours to enjoy. Complete with BBQ, outdoor dining & lounge seating. All the pool amenities with cooler, umbrella, towels & more. Cable & Wifi included. Please review house rules prior to booking/inquiring.

Luxury villa 4 bdr with a heated pool (14guests)

Rare to find a luxury villa with a swimmable heated pool at the upscale district of North Port near a golf course. Very spacious (14 guests), high ceiling. Two empty lots on both sides of the property and a canal on the back guarantee full privacy. 2 minutes to Walmart and Publix. 10 minutes to Warm Mineral Spring. Close to Water park, Wellen park, Manasota, Siesta and others beaches. Very close to highways. The home is 2230 sq. ft. of living space. Fully furnished with high-end furniture.

Pet Friendly Pool Home with Large Private Yard

Charming home nestled in a peaceful neighborhood. The entire home is yours, including a private solar-heated pool, covered & screened patio w/ gas BBQ, fully equipped kitchen, 2 bedrooms w/ queen beds, 2 baths, garage & private washer & dryer. Generous side yard can securely store your RV or boat! Easy 15-20 min drive to public beaches or explore the surrounding areas like Sarasota & Fort Myers – all within an hour! Great price for a private pool & pet friendly home in the center of it all!

Stunning gardens! Spa and heated pool

Highlights of this upgraded house include: high end outdoor bar and kitchen; spectacular outdoor garden areas, multiple sun decks, screened in outdoor living room with TV & crate and barrel furniture; heated saltwater pool and spa. Inside you’ll find a beautiful, fully stocked kitchen, primary bedroom with en suite, polished concrete floors, beach towels /beach chairs, soaps, coffee/teas; 8 minutes to the beach, restaurants, downtown Fort Lauderdale; nothing is shared - A private oasis!

Slice of Paradise-Heated Pool house close to Beach

Beautifully updated Southgate pool house close to Siesta Key and Downtown Get your beach house vacation and private Sanctuary! We just remodeled this beautiful house to meet highest traveler's expectations. The house has an open split floorplan, huge living area with LED,new fans, feature walls and plenty of modern design touches. Large sliding doors open up to the oversized screened pool area with a beautiful 7 ft deep lagune style pool, lounge area and eating all in a tropical Setting.

Heated pool & hot tub, one mile to beach!

Enjoy our 4-bedroom, 3-bathroom home approximately one mile from the beach! Perfect for up to 8 guests, it features two primary suites with king beds, two guest rooms with queen beds, a large pool, hot tub, and indoor jacuzzi tub. With updated kitchen appliances and spacious living areas—including a living room, family room and dining area—you'll feel right at home. Walkable to shops, restaurants, grocery stores, coffee shops, and entertainment! Book your stay today! NO PARTIES

Rincon Bay Villas, Rincon PR

Awesome bungalow walking distance to the beach!! This property is ideal for a family of 4, accommodations include 1 air-conditioned bedroom with a queen bed and a loft area with sleeping space for 2, an air-conditioned living area with satellite TV, kitchen, microwave, private pool and WiFi. Located in Rincon, walking distance to the beach and to restaurants.

Stunning Sarasota Estate with Beautiful Pool

Newly renovated and spacious 4 bedroom home on a private and quiet 1 acre of land in the heart of Sarasota. Minutes from local restaurants, golf courses and shopping. 15 minutes to the beautiful Lido beach and 10 minutes to Downtown and the Marina. Fully secured fenced in yard and one of a kind backyard with a heated pool.

Coastal Charm

Charming 3 bedroom, 2 bath home with room to explore. Beautiful swimming pool that overlooks pond and x-large patio to enjoy outdoor dining and relaxing. Coastal decor throughout to enjoy your tropical surroundings. Just 5 miles and easy passage to the beach this home makes for an affordable beach vacation.