Vacation 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 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, 61 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

Superhost

An outdoor space is illuminated by warm string lights, featuring a circular pool surrounded by wooden decking. Comfortable seating is arranged nearby, and the sky is filled with soft clouds, creating a serene evening ambiance.

Home in Port St. Joe

4.86 out of 5 average rating, 36 reviews

New! Cozy Home, Pool & Hot Tub, 200 Steps to Beach

Just 200 steps from the beach, this charming home offers the perfect coastal getaway. Whether your looking to relax by the pool, unwind in the hot tub, or enjoy sand and surf, this is the ideal spot for a memorable stay. Inside, you'll find two cozy bedrooms, each with it own adjoining bathroom for privacy and comfort. The main bedroom features a king bed and a spacious jet tub, perfect for relaxing. The second bedroom offers a twin over queen bunk bed, making it great for families or groups.

Top 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, 125 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 Snowbird Discounts Available 28 days or more message for price. Enjoy peaceful beach walks, the year-round luxury of a private pool -Heating option available Oct-Mar, morning coffee on the deck, and unforgettable family moments set against breathtaking sunsets.

Top guest favorite

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

4.98 out of 5 average rating, 220 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, 15 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.

Top guest favorite

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, 105 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!

Top guest favorite

A fenced-in backyard features a large, heated swimming pool adorned with colorful flotation devices. Several lounge chairs are positioned around the pool, and shaded seating is provided under a blue umbrella. Lush greenery complements the serene outdoor space.

Home in Port St. Joe

4.97 out of 5 average rating, 39 reviews

Heated Pool Southern Mermaid Cottage Pet Friendly

Welcome to Southern Mermaid Cottage! Located in the laid back town of Port St Joe just 800 ft from the beach, this is the perfect retreat from day to day life. Come stay with us and unplug without compromising modern amenities and comfort. Top of the line kitchenware, indoor and outdoor dining, fenced-in yard with large heated pool, grill and sitting area, beach gear, bikes, outdoor shower and more, this property will make your next vacation a memorable one.

Guest favorite

A welcoming exterior view of the home is shown, featuring a light green façade and a driveway with a six-seater golf cart parked nearby. Palm trees are positioned along the front, providing a tropical ambiance. The entryway is complemented by two comfortable chairs.

Home in Port St. Joe

4.9 out of 5 average rating, 108 reviews

GolfCart! 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!

Guest favorite

The exterior features a light-colored cottage with palm trees and vibrant landscaping. A golf cart is parked in the driveway, providing easy access to nearby amenities. The house is set against a clear blue sky, emphasizing the inviting atmosphere of the coastal retreat.

Home in Port St. Joe

5 out of 5 average rating, 14 reviews

New 4BR|2 Kitchens|Golf Cart|Walk to Bay/Pools

Luxury 4BR/3BA retreat in Windmark Beach, just steps from the white sands of St. Joe Bay. Includes private in-law suite with second kitchen, ideal for multigenerational or family travel. Enjoy the use of the 6 seater golf cart included with the reservation! Access to two resort-style pools and just a 2–3 min golf cart ride to the beach, bay, dining, ice cream, wine bar, shopping, live entertainment and more!

Guest favorite

The outdoor living area features comfortable seating arrangements with plush cushions in a mix of light and vibrant colors. A cozy coffee table is centered on a patterned rug. Bright natural light illuminates the space, which overlooks the private pool and outdoor amenities.

Home in Port St. Joe

5 out of 5 average rating, 7 reviews

Spacious 4 BR/Sleeps 10. Great views of the gulf.

*SNOWBIRD RATES AVAILABLE* Welcome to Sand and Solace CSB, a beautifully designed 4-bedroom, 4 full bath + 2 half bath vacation retreat located just one row off the Gulf on the quiet south end of Cape San Blas. With serene views, direct beach access, and a private pool, this first-tier home is the perfect blend of relaxation and convenience for families and groups seeking a luxurious coastal getaway.

Top guest favorite

A collage features a spacious living area with blue accents, a clear view of the ocean, and a vibrant pool surrounded by palm trees. The boardwalk leading to the beach can be seen, offering easy access to the shoreline.

Home in Port St. Joe

5 out of 5 average rating, 46 reviews

1 block from pool & boardwalk*GOLF Cart included

Pool & Boardwalk 1 block from house! 2 Resort style Pools/ Village pool is zero entry and heated during cold seasons. Large Back Patio, w/ firepit! 4 bed /2 bath. Located in beautiful WindMark minutes from LOTS OF beaches. Fully loaded kitchen, smart tvs in every room, *FREE 6-seater Golf Cart *FREE beach equipment (paddle Boards, Beach Bikes, beach chairs and towels, blankets & more),

Top guest favorite

An aerial view showcases a private pool surrounded by a spacious sun deck and lounge chairs, with an unobstructed ocean view visible in the background. Multiple outdoor areas, including a large deck, enhance the beachside setting.

Home in Port St. Joe

4.99 out of 5 average rating, 84 reviews

Ultimate Coastal LUX| Private Pool| Ocean Views

★ 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