Vacation rentals with a pool in Hutchinson Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hutchinson Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious living area is presented with light-colored sofas accented by teal cushions. A wooden coffee table is centered on a decorative area rug. Two lamps illuminate the room, and a large wall-mounted TV is visible. Colorful beach-themed artwork decorates the walls.

Home in Jensen Beach

4.86 out of 5 average rating, 111 reviews

The Driftwood Beach House on Hutchinson Island

Fun tropical home on Hutchinson Island 1/2 mile from the beach. There is also a community pool available. The house is perfect for a long weekend getaway or weeks of rest and relaxation. Escape to the colors and island breeze that only Hutchinson Island can offer. It even has a private screened in whirlpool to relax in the evening after a sun soaked boat ride or beach day. There are 3 bedrooms. One king, one queen and two full size. The home comes with internet and cable to four tvs. Paradise!

Guest favorite

A private pool area is surrounded by tropical palm trees, providing a serene setting. A sunshade offers relief from the sun, and colorful lounge chairs are positioned beside the water. The space features a hammock nestled among the trees, inviting relaxation.

Home in Fort Pierce

4.93 out of 5 average rating, 105 reviews

Golf Cart & Walk 2 Beach, Private Pool & Firepit

Everything is steps away! You can see the beach entrance from the driveway! No shared spaces! Walk to Jetty park, Jaycee park (w/playground), Ft Pierce Inlet (load your boat) or several amazing restaurants/tiki bars (like Square Grouper). After a day on the water head to the Beach House to jump in the pool or play with some yard games. Take a stroll or GOLF CART RIDE to the restaurant/tiki bar to have a sunset dinner! Lastly enjoy the fire pit around the pool under the Edison lights & stars!

Guest favorite

A golf club rests on lush green grass, poised beside a white golf ball that sits on a bright red tee. The background features a serene landscape illuminated by soft sunlight, suggesting a tranquil golfing atmosphere.

Condo in Fort Pierce

4.88 out of 5 average rating, 110 reviews

A Treasure w/ GOLF, Private Beach, Pool, Tennis

STR 22-33166 Enjoy days of golf with beach & island resort-like lifestyle at our 1st floor corner villa, in our 5 Star gated community. This is a well appointed unit, amid beautifully sculpted grounds and an almost private beach with blue ocean. Come to our place, where adventure and relaxation live in perfect harmony, minutes from class deep sea/ocean/river fishing, & water tours. Dive over amazing natural reefs, shipwrecks, & artificial reefs. Uhaul/Trailer/Commercial trucks 🚫 allowed.

Top guest favorite

The view features a heated swimming pool surrounded by lounge chairs, with palm trees in the foreground. In the background, the ocean is visible beneath a clear blue sky, and a sandy beach is just beyond the pool area.

Home in Jensen Beach

4.97 out of 5 average rating, 102 reviews

Oceanfront & Pool! Beach & Pickle Ball Gear/ Grill

Come experience the beauty and charm of Hutchinson Island Jensen Beach where you can relax & enjoy the ocean breeze on two private patios. You'll be steps from the beach, the heated pool, sundecks & grills. Enjoy eats & drinks at the on-site restaurant or cook in our well-equipped kitchen. Relax in king & double beds or a queen sofa bed, play games, watch cable/stream TV, or grab the beach or pickleball gear & head out for some fun in the sun! Refresh in the large soaker tub when you’re done!

Guest favorite

An outdoor seating area is surrounded by tropical foliage, featuring a spacious sectional sofa with decorative pillows and a large coffee table. A poolside umbrella provides shade, alongside lounge chairs positioned nearby for relaxation. The bright blue pool reflects the clear sky.

Home in Fort Pierce

4.9 out of 5 average rating, 135 reviews

Raintree House, a Vibrant Tropical Oasis

Welcome to Raintree House, a vibrant tropical oasis on Florida's Treasure coast. This 3 bedroom, 2 bathroom treehouse style cabin features an ultra private backyard with huge pool- surrounded by mature palms. Along with 70's inspired artful decor, cedar walls, and an open floor plan, this residence is made for a relaxing getaway among friends. Whether you're beach bound, exploring trendy downtown Ft Pierce, or spending your vacation poolside, Raintree House is the perfect Floridian solace.

Top guest favorite

A thoroughly designed outdoor space features a large saltwater pool surrounded by lush greenery. Comfortable seating and a fire pit are arranged on a stone patio, illuminated by soft outdoor lighting. A vibrant sunset casts warm hues across the setting.

Home in Palm City

4.98 out of 5 average rating, 101 reviews

The Palm House

Escape to The Palm House! Featuring a brand new salt water pool, fountain, and outdoor kitchen oasis! Recently completed pool area is a tropical dream! Located just 15 minutes from the beach. Open concept great room with a chef’s kitchen and tropical views in every direction. Enjoy a true indoor outdoor South Florida experience with 20 foot sliders that open to the patio. Custom and modern touches in every room! You’ll love the lux built in bunkbeds! Stylish bedrooms with room to sleep 8.

Guest favorite

An aerial view captures a large swimming pool surrounded by a spacious deck. Numerous lounge chairs are arranged neatly along the perimeter, with vibrant umbrellas providing shade. Lush greenery borders the area, enhancing the serene atmosphere of the community.

Condo in Fort Pierce

4.96 out of 5 average rating, 141 reviews

Serene & Modern BEACH condo in Hutchinson Island

Relax with the whole family at this peaceful place to stay. This beautiful newly renovated beach condo is perfect for a family vacation. The community and environmental is extremely serene and fully equipped for a beach vacation in South Florida. It has a private beach, various pools and tennis courts, a golf course, gym, restaurant, and many more amenities. The apartment itself is fully equipped with kitchen supplies, towels, bathroom utilities, bedroom utilities, and a pull out couch.

Guest favorite

Home in Jensen Beach

4.98 out of 5 average rating, 185 reviews

Mini-Golf*Heated Saltwater Pool*New*Lake Front!

Have your own piece of paradise in Jensen Beach! The Blue House offers the best of Florida coastal living. Enjoy 2200 sq. feet of lakeside living only two and a half miles from the beach. No other home in the area has a private mini golf course! After a day at the beach, come back and put your feet up next to the beautiful heated, saltwater pool. This one-of-a-kind property is a gem! Visit our YouTube channel, JoyofJensen, to see a complete walkthrough video of the entire property.

Top guest favorite

A lush tropical garden features tall banana plants and various landscaping elements surrounding a stone pathway. The image provides a glimpse of a turquoise pool visible through an archway, framed by a tranquil setting of greenery and vibrant flora.

Home in Vero Beach

4.99 out of 5 average rating, 315 reviews

Relaxing Retreat in Lush Tropical Garden w/ Pool

COCONUT CASITA~ find us on Insta for more pics @thecoconutcasita Enjoy your own private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home) +located in a quiet residential area 5 miles to stunning beaches and the food and art scene of downtown Vero Beach. +Owners live in house next door.

Guest favorite

A well-lit living area features an open kitchen with modern appliances, including a refrigerator and microwave. A dining table with four chairs is situated alongside a comfortable sofa adorned with colorful cushions. Large windows provide views of the surrounding greenery.

Apartment in Stuart

4.86 out of 5 average rating, 142 reviews

Sailfish Suites 6 - pet friendly, waterfront!

Come by Land or Sea and enjoy the beautiful water front view at our newly renovated Sailfish Suites, located in the heart of the Manatee Pocket!! This beautiful 600 sqft 1/1 is full furnished with all the amenities of home and more. Each room has 2 smart TVs with cable and internet included. Also, this first floor corner unit was has been fully updated with hurricane/impact windows to help eliminate any exterior noise. Enjoy our amazing waterfront views and new pool!

Top guest favorite

The private saltwater pool is surrounded by a lightly manicured area featuring artificial grass and stepping stones. Two lounge chairs are positioned beside the pool, offering a space to relax under the clear blue sky, framed by wooden privacy fencing and palm trees in the background.

Home in Stuart

4.96 out of 5 average rating, 109 reviews

Tropical Gem Newly Renovated, Near Everything!

Fabulous 2 bedroom home with a private salt water pool. Whether traveling to Stuart for work or pleasure, you will love the relaxed vibe of this home. Great outdoor spaces for enjoying the beautiful weather with a private fenced front yard area and pool and backyard area. We are centrally located with a 10 min drive to the beach and downtown. We are within walking distance to restaurants, nightlife, grocery shopping, medical center, pharmacy and other shopping

Top guest favorite

A clear swimming pool is set within a spacious outdoor area, surrounded by palm trees. A sun deck with white lounge chairs is positioned nearby. A pickleball/basketball court can be seen in the background, enclosed by a fence, under a bright blue sky.

Shipping container in Jensen Beach

4.97 out of 5 average rating, 152 reviews

Containing Luxury in Jensen Beach-Sandollar

One of two luxury 20ft shipping containers within a resort style property. This cozy unit features a Full XL bed, TV, kitchenette, and full bathroom. Enjoy outdoor sports on your private pickleball/basketball court or lounge in the oversized pool and hot tub. Property is located minutes from the beaches, downtown Jensen Beach, Hawks Bluff State Park, shopping, as well as fine dining. This property is truly a secluded paradise.