Holiday rentals with a pool in Gulf County

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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 favourite
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, 78 reviews

HeatedPool/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.

Guest favourite
A two-story coastal cottage is presented with a covered porch featuring outdoor seating. Lush greenery surrounds the exterior, enhancing the relaxing ambiance. The pale blue façade and white railings contribute to the inviting atmosphere of this retreat.
Home in Port St. Joe
5 out of 5 average rating, 17 reviews

Bay Breeze Cottage

Welcome to our charming coastal retreat in Barefoot Cottages. Close to Pool and Fitness Center, on-site grill and hot tub and equipped with private outdoor upstairs seating and fire pit perfect for enjoying your morning coffee or evening cocktails! Both bedrooms have queen beds and en-suite bathrooms. Beach chairs, towels, cooler, & bodyboard provided for your days at the beach. Located .5 mile from pristine beaches of Port St. Joe and convenient to local shops, restaurants and attractions.

Superhost
The image captures a view from a balcony overlooking a sparkling community pool surrounded by palm trees. Nearby buildings feature balconies and outdoor patios, creating a welcoming atmosphere for relaxation. The sky reflects a blend of soft blues and grays, hinting at twilight.
Apartment in Port St. Joe
4.75 out of 5 average rating, 16 reviews

Bay Front! Game Table+Resort Amenities

Welcome to Emerald Surf, your bay front retreat within The Overlook community in Port St. Joe. As Port St. Joe's newest waterfront townhome and condo community, The Overlook is a picturesque haven along Florida's Forgotten Coast. Emerald Surf is a testament to luxury and coastal charm, offering a seamless blend of modern comforts and natural beauty. As you step into this 2-bedroom condo, you are greeted by a sense of tranquility and sophistication. Your small, well behaved dog is welcome!

Top guest favourite
A screened porch entrance opens to a clear pathway leading to the pool area. Lush palm trees and well-maintained shrubs are visible, creating a welcoming view of the community's outdoor space.
Cottage in Port St. Joe
4.97 out of 5 average rating, 232 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! :)

Guest favourite
A dining area features a round wooden table surrounded by pastel-colored chairs. A chic chandelier hangs overhead, illuminating the space. A blue sideboard offers storage, while a neutral rug adds texture to the wood floor. A coastal-themed artwork and natural accents contribute to the ambiance.
Home in Mexico Beach
4.84 out of 5 average rating, 44 reviews

That's What Sea Said

Our casa is su casa! Enjoy the perfect spot for the entire family in charming Mexico Beach. Whether you've been relaxing by the pool or strolling along the white sands of the Gulf of Mexico, come unwind in our spacious townhome. Located minutes away from several beaches, the Second Wind will usher in those carefree days and tranquil vibes. Our two-story unit comes with two dedicated parking spaces, a private patio, and is centrally located to Port St. Joe, Panama City and Cape San Blas.

Guest favourite
A spacious front porch features two white rocking chairs positioned on either side of a small table, while an inviting concrete driveway leads up to the house. The exterior walls display light blue and white colors, framed by lush green grass and slight landscaping.
Home in Mexico Beach
5 out of 5 average rating, 16 reviews

Salty Beach Bungalow

Tucked away just a short stroll from the sugar-white sand beaches and crystal waters of Mexico Beach, Salty Beach Bungalow offers the perfect blend of relaxation and beachside charm. Whether you are sipping coffee on the porch or soaking up the sun by the waves, this cozy coastal retreat is your home away from home for unforgettable Gulf Coast memories. 2 bedrooms, 2 bath, sleeps up to 8. This home is perfect for couples, small families, or for a peaceful solo getaway.

Top guest favourite
An aerial view reveals a spacious home flanked by lush greenery and sandy paths, leading towards the beach. Nearby structures and coastal vegetation create a serene environment. The calm blue of the ocean is visible in the distance, highlighting the home's proximity to the shoreline.
Home in Port St. Joe
5 out of 5 average rating, 110 reviews

Shimmering Tides~Golf Cart~Secluded

Shimmering Tides is a perfect secluded home nestled at the end of a cul-de-sac in the charming community of Windmark Beach. Very private home perfect for making memories and relaxing! Screened porches allow gulf breezes to flow in while you unwind watching sunsets. Boardwalk is conveniently located within feet of the home taking you directly to the sugary sands & beach in less than 5 minutes. Spacious backyard, fire pit, all your beach amenities & GOLF CART included!

Guest favourite
Home in Port St. Joe
4.9 out of 5 average rating, 118 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 favourite
Home in Port St. Joe
4.98 out of 5 average rating, 63 reviews

Walk to the Beach, Heated Pool, Golf Cart & Bikes

⭐️ 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 available for purchase

Top guest favourite
The exterior of a two-story blue beach cottage is surrounded by palm trees and lush greenery. A screened porch is visible on the upper level, providing an inviting outdoor space. A paved pathway leads to the entrance, enhancing accessibility to the home.
Home in Port St. Joe
4.97 out of 5 average rating, 61 reviews

Bebe’s Beach Cottage

Bebe’s Beach Cottage is a 3 bedroom/3.5 bath beach home and a beachgoers dream . Our beautiful beach cottage is perfectly nestled close to the pristine shoreline of Windmark Beach and about a mile from beautiful St. Joe Beach. This cozy retreat offers the ideal blend of comfort and seaside serenity, making it the perfect getaway for families, couples, or friends seeking a peaceful escape.

Top guest favourite
A private pool features a sun shelf, shimmering blue water, and lounge chairs positioned around the edge. A wooden fence surrounds the area, with palm trees and a colorful sunset in the background. The inviting outdoor space offers a sense of relaxation.
Home in Port St. Joe
4.99 out of 5 average rating, 92 reviews

Beach Paradise| Stunning Ocean Views| Private Pool

★ Private {heated w/fee} Pool ★ 100 steps to the beach ★ Unobstructed Ocean views ★ GAMES! Pac-Man + NBA Jam Arcades + Infinity Game Table ★ Beach essentials included (chairs, umbrella, beach cart, beach towels) ★ HUGE 2nd story deck w/seating and dining table overlooking the ocean ★ Dog Friendly (up to 2 w/pet fee) ★ Large, private fenced backyard

Guest favourite
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
4.95 out of 5 average rating, 128 reviews

Cozy 4BR Beach Home W/ Private Pool & Fire Pit

Welcome to your relaxing Gulf escape - a comfortable beach home with space to unwind, enjoy the views, & stay just steps from the shore. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar-fee applies) - Gulf-view decks w/ BBQ & outdoor seating - Fully fenced backyard w/ fire pit - Beach access nearby + beach essentials - Pet-friendly

Popular amenities for Gulf County rentals with a pool