Vacation rentals with a pool in Gulf County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gulf County

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

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Top guest favorite

A collage of the Sunset Shores Beach House highlights features of the property, including the sparkling community pool, a six-seat golf cart for convenient access, and stunning Gulf of Mexico views. The layout showcases the welcoming home environment and the nearby beach access.

Home in Port St. Joe

5 out of 5 average rating, 52 reviews

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip

⭐️Luxury 4-bedroom Beach Home ⭐️ Sleeps 12 in Windmark Beach ⭐️ Heated Pool Oct 1-Apr 30 ⭐️ 6 Seat Golf Cart ⭐️ Grocery Service ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf of Mexico.You can walk to the beach in mins from the home to swim in the warm waters of the gulf or relax in the sun.Take a golf cart cruise to the nearby Village Center to grab a bite to eat.End yourday relaxing in the screened-in porches or fire pit outdoor living space.

Top guest favorite

The exterior of Villa Blanca is showcased against a vibrant sunset, highlighting the two-story structure elevated on stilts. Outdoor seating and a private pool are visible in the backyard, with palm trees adding a tropical touch to the overall inviting atmosphere.

Home in Port St. Joe

5 out of 5 average rating, 51 reviews

Escape to St. Joe Beach at Villa Blanca - Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Nestled along the tranquil shores of St. Joe Beach, FL -Perfectly situated 1 block in from the gently lapping waves of the Emerald Coast -This charmer on 14' tall stilts, is a one-of-a-kind escape for those seeking serenity & style with tons of outdoor living space -Private Pool Oasis - Gated Separately - Designed for Relaxation & Enjoyment. -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

Guest favorite

An aerial view captures the property surrounded by lush greenery and tall trees, with a private pool visible in the backyard. The home is positioned a short distance from the bay, showcasing the natural setting and spacious yard suitable for outdoor activities.

Home in Port St. Joe

4.93 out of 5 average rating, 14 reviews

Bayfront | NEW Pool | 100% Private Beach | + BONUS

NEW! Just added POOL to the property! Enjoy a refreshing dip just steps from your door — perfect for relaxing after a day at the beach or soaking up the sun right at home. Welcome to Happy Ours Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes—a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers must be sign

Superhost

A playful bunk room designed for comfort, featuring two sets of twin bunks with bright blue bedding. Colorful surfboard art is displayed on the wall above. A vintage arcade game console stands centrally, adding a fun element to the space.

Home in Port St. Joe

4.95 out of 5 average rating, 58 reviews

Luxe Beach House w/ BBQ Gril, Pool Access & near

Thank you for visiting No Worry Vacations! Welcome to Beach Vibes in Port St. Joe, Florida. Beach Vibes: Your Luxury Beach Home Rental in the Windmark Beach Community. This new, clean luxury designed home with everything you need for a great beach vacation is steps from the BEACH. The Windmark Community offers so much including a resort-style heated pool, fitness center (days passes additional), nature trail over 2 miles for running, biking, and walking, and boardwalks. The cute nearb

Top guest favorite

An outdoor area is highlighted by a large swimming pool and a smaller hot tub, surrounded by brick pavers. Lounge chairs are arranged neatly around the pool, and palm trees provide a tropical ambiance. The nearby buildings feature screened porches that enhance the community feel.

Cottage in Port St. Joe

4.98 out of 5 average rating, 201 reviews

2 mins to beach, Poolside + Hot Tub, Fully Stocked

Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - Beach towels and chairs - Stocked kitchen w/ drip and k-cup machines - 2 Screened porches (200 sq ft) - Minutes to multiple beach access points - Central to cape san blas, mexico beach, and downtown PSJ - Upgraded kitchen - Smart TVs - Upstairs: 2 King Beds with en suite bathrooms - Downstairs: half bath, 1 sectional and 2 twin air mattresses for extra sleeping We prioritize your 5-star experience over anything else :)

Top guest favorite

The exterior of the home is displayed, featuring a light-colored facade under a bright sky. A yellow four-seat golf cart is parked on the concrete driveway, providing convenient transportation for guests. Green landscaping adds a touch of nature to the entrance.

Home in Port St. Joe

5 out of 5 average rating, 10 reviews

Entire house with In-Law Suite and Golf Cart

This home is the perfect vacation rental for families looking to enjoy the beautiful beaches of Port St. Joe. With four bedrooms, two kitchens, and two living rooms, there is plenty of space for everyone to relax and unwind. Just a quick 2 minute golf cart ride from the beach, guests can spend their days soaking up the sun and enjoying the sand and surf. For those looking to cool off without the sand, the pool is just as close, offering a resort-style experience for all guests.

Guest favorite

A three-story beach home is surrounded by palm trees and tropical landscaping. The exterior features horizontal slats and a covered balcony above the ground level. The ground level includes a paved area with garage doors, offering parking and access beneath the house.

Home in Port St. Joe

4.96 out of 5 average rating, 116 reviews

Charming 4BD Beach House-Private Pool-Great Views

★ Private Pool ★ 300 steps to the beach ★ Ocean views from both decks ★ Sleeps 8 ★ Pet Friendly ★ Beach essentials included! (chairs, umbrella, beach cart, beach towels) ★ Large, private fenced backyard with lounge chairs and firepit Book Now for a memorable experience! Relish the tranquility of leisurely beach walks, the luxury of a private pool available ALL year, the pleasure of morning coffee on the deck, and quality family moments against the backdrop of stunning sunsets.

Superhost

A spacious resort-style pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are positioned around the pool deck, inviting relaxation. The clear blue water reflects the bright sky, creating a serene atmosphere for guests.

Home in Port St. Joe

4.89 out of 5 average rating, 103 reviews

Golf Cart! E-bikes! Heated Pool! Arcade! Fire Pit!

Welcome to "Gone Coastal" Enjoy all that Windmark Beach has to offer with a relaxing stay in this newer home is a 4 bedroom, 2 bath home that is one of the closest homes to the town center and main pool. It is 2 blocks from the beach, a easy 5 min walk or short bike ride to the beautiful white sand of the Gulf coast. This home features all the amenities such as bikes (including two ELECTRIC bikes), 2 paddle boards, and a 6-seater golf cart all included!

Top guest favorite

An aerial view captures the inviting community heated pool surrounded by lounge chairs, with vibrant greenery and the ocean in the distance. A golf cart and four adult bikes are parked neatly in the driveway, highlighting convenient options for exploration.

Home in Port St. Joe

4.98 out of 5 average rating, 45 reviews

Walk to Beach, Golf Cart, Pool, Bikes, Air Hockey

⭐️ Community HEATED pool ⭐️ Heated October thru April ⭐️ Sleeps 10 ⭐️ Bunk Room with 4 twin beds ⭐️ Screened In patio w/ seating ⭐️ Camp Chef Flat Top Grill ⭐️ Garage / Game Room ⭐️ Air Hockey Table ⭐️ Golf Cart ⭐️ 4 adult bikes ⭐️ 2 Paddleboards ⭐️ Beach Wagon ⭐️ Beach Chairs ⭐️ Beach Towels ⭐️ Sand Toys ⭐️ 5 Smart TV's ⭐️ Washer and dryer ⭐️ Keyless entry ⭐️ Wifi ⭐️ 2 parking spaces ⭐️ Community fitness center - day pass for purchase

Top guest favorite

A bright living area features a plush sofa and patterned armchairs arranged around a circular coffee table. Large windows allow natural light to flow in, complementing the neutral color scheme. A dining table is visible in the background, enhancing the open-concept layout.

Home in Port St. Joe

5 out of 5 average rating, 16 reviews

Fun Packed Family Vacation Close to Beach

Experience the ultimate Florida Gulf Coast getaway at our spacious 4-bedroom home, just a 10-minute stroll from Windmark Beach's pristine white sands and clear waters. Nestled in a vibrant golf cart community with lake views, our property offers the optimal blend of relaxation and adventure. Perfect home-away-from-home convenience! Available for monthly rentals from November to March - perfect for snowbirds and remote workers!

Guest favorite

A serene outdoor view features a porch with an American flag gently waving. The horizon displays a gradient of soft colors as the sun sets over the calm ocean, with a beach area visible in the foreground.

Home in Port St. Joe

4.9 out of 5 average rating, 61 reviews

Tipsy Turtle Oceanfront Beach House!

Escape with the family to Tipsy Turtle - a 3500 sq ft haven for casual living and entertaining. Revel in a well-equipped home, stunning sunsets, dolphin and seasonal turtle sightings, and a tranquil beach. Explore nearby Cape San Blas, Port St. Joe, Indian Pass, and Apalachicola for fantastic dining and shopping. Make Tipsy Turtle your retreat for unforgettable getaways!

Superhost

A private pool is framed by a well-maintained courtyard, featuring lush greenery and a smooth stone pathway. Palm trees provide shade around the pool area, which is designed for relaxation. A blue lounge chair is positioned beside the water for comfortable seating.

Home in Port St. Joe

4.83 out of 5 average rating, 29 reviews

SweetT by the Sea

Stop scrolling! This is it... pool, private beach access, wrap around balconies with a fire pit for the most relaxing evenings! Make my home yours! This beach house comes equip with everything you will need for a perfect vacation with a completely renovated interior and a large kitchen perfect for preparing meals for any size crew!