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
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
5.0 out of 5 average rating, 102 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 ⭐️ Steps to Beach Access ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf. 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 your day relaxing in the screened-in porches or fire pit outdoor space.

Top guest favorite
Home in Port St. Joe
5.0 out of 5 average rating, 22 reviews

The Bay Shack 4BR + MIL Suite, Port St. Joe

Welcome to The Bay Shack in Windmark Beach— your coastal retreat in Port St. Joe, Florida, situated on the St. Joseph Bay and minutes to Mexico Beach and Cape San Blas. This spacious 4-bed, 3-bath home includes a 3BR/2BA main house plus a private 1BR/1BA mother-in-law suite with its own entrance, ideal for multi-generation families or couples traveling together. Unwind after a beach day on the covered porch, cook fresh local seafood in the fully equipped kitchen, and catch stunning sunsets.

Top guest favorite
Home in Port St. Joe
4.88 out of 5 average rating, 17 reviews

Lindy Lu’s Beach Retreat

The whole group will enjoy easy access to everything from this centrally located place. From the moment you walk through the door, you’ll feel the relaxed beach vibe. Discover historic Port St Joe which boasts great restaurants with live music, and enjoy pristine uncrowded beaches, perfect for shell collecting and spotting coastal wildlife. The location is unbeatable - near walking/biking trail, just steps away from pool and Pickleball court, and a short drive to our beautiful beaches.

Top 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
5.0 out of 5 average rating, 30 reviews

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

Last-minute cancellation! Super discounted for this week! 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 (main pool is heated) and just a 2–3 min golf cart ride to the beach, bay, dining, ice cream, wine bar, shopping, live entertainment and more!

Top guest favorite
The exterior of a single-family coastal home is illustrated, featuring a light-colored façade and a driveway with a blue golf cart parked nearby. Two white chairs are positioned on the front porch, flanked by palm trees and landscaped greenery, creating an inviting entryway.
Home in Port St. Joe
5.0 out of 5 average rating, 31 reviews

Nash In The Sand

Welcome to Nash in the Sand. Your Luxury Beach Home Rental in Windmark Beach. This new construction luxury designed home has everything you need for an Amazing beach vacation. Located within walking distance or short golf cart ride to the BEACH. This single family home offers coastal luxury with 4 spacious bedrooms. 2 bathrooms, fully stocked kitchen, laundry room, front and back porches, Flooring consists of LVP, quartz countertops, stainless appliances, luxury linens and pillows.

Top guest favorite
Townhouse in Port St. Joe
5.0 out of 5 average rating, 21 reviews

Steps to beach - bikes & beach gear

• Bright coastal retreat just 300 steps from the beach • Bikes included for easy trail and boardwalk rides • Beach gear included: umbrellas, chairs, wagon, ice chest, toys • Fully equipped kitchen, 1 king and 3 queen beds, smart TVs in all rooms • Enjoy quiet mornings by the backyard pond • Explore sandbars, local shops, and great fishing spots • Unwind with board games, beach bonfires, and community-pool swimming • A peaceful stay with plenty to enjoy at your pace without the crowds

Guest favorite
Home in Port St. Joe
5.0 out of 5 average rating, 12 reviews

Dream Vacation

Escape to elevated coastal living in this beautifully appointed 3-bedroom, 2.5-bath townhome, ideally located just a short two-minute walk from the beach. Designed with comfort and style in mind, this spacious retreat is perfect for families, couples, or small groups looking to relax and unwind by the coast. Resort style community pools, and just a short distance from the townhome, three min drive. Making it easy to come and go throughout the day. Lounge poolside with a good book.

Top guest favorite
Home in Port St. Joe
4.96 out of 5 average rating, 142 reviews

4BR Beach Escape*PRVT Pool*Fire Pit*Views

our coastal retreat in Port St. Joe - gulf views, a private pool, fire pit, and beach just 300 steps away. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heating available Oct-Mar, fee applies) + outdoor shower - Gulf-view decks w/ gas BBQ & fire pit in fenced backyard - Beach access 300 steps away w/ beach essentials provided - Fully equipped kitchen, in-unit W/D, smart TVs & high-speed Wi-Fi - Pet-friendly (up to 2 pets, $150/pet non-refundable fee)

Top guest favorite
The beach home is a two-story structure painted in light turquoise with white trim. A welcoming front porch features multiple rocking chairs and is framed by palm trees. A sandy driveway leads to the entrance, while the surroundings showcase well-maintained landscaping and open spaces.
Home in Port St. Joe
5.0 out of 5 average rating, 78 reviews

Cape San Blas private beach house Port St Joe

~EXTENDED STAYS & SNOWBIRD FRIENDLY~ {Beach Home in Villa del Sol Community} 🍑 Peaches to Beaches 🏖️ Vacation with us in the new community of Villa del Sol in Port St. Joe! The beautiful private beaches of the Cape will not disappoint. Our home is only steps to the community boardwalk. A shared community pool, pickle ball courts, volleyball sit just feet from the back deck of the home. We also just added a new beautiful trex deck! Our home is just steps to the white sand!

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
5.0 out of 5 average rating, 118 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 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, 254 reviews

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

Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - 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 favorite
Home in Port St. Joe
4.9 out of 5 average rating, 134 reviews

Golf Cart! E-bikes! Heated Pool! Arcade! FirePit!

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!

Popular amenities for Gulf County rentals with a pool