Vacation rentals with a pool in Gulf County

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.

4.93 out of 5 average rating, 15 reviews

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

SPECIAL NOTICE: Discounted rates are available for stays between September 6–13 due to scheduled pool deck construction. While we’ll make every effort to minimize noise and disruption, some construction activity may be noticeable during the day. Please keep this in mind when booking for these dates. 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 Bea

4.98 out of 5 average rating, 212 reviews

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

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! :)

An aerial view showcases a large community pool surrounded by palm trees, with the coast visible in the background. Below, a bright living area features a comfortable sectional sofa, a coffee table, and a vibrant green accent wall, providing a welcoming atmosphere.

4.96 out of 5 average rating, 50 reviews

Golf Cart Included | Walk to Beach | Pool | Bikes

Indulge in the ultimate coastal getaway near the sandy beaches and clear waters. This peaceful retreat has the modern amenities of a resort with the privacy of a luxury home. Enjoy stylish living areas, a modern kitchen, and a patio overlooking tranquil water. Drive the golf cart to the Village Center to swim in the heated pool or grab a bite. Windmark Beach – 4 min drive Lighthouse – 10 min drive Convention Museum – 12 min drive Book For Lasting Memories In St. Joe—See Details Below!

5 out of 5 average rating, 103 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!

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.

4.96 out of 5 average rating, 122 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 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. Book Now for a memorable experience

5 out of 5 average rating, 5 reviews

A serene view of the condo complex surrounded by palm trees and lush landscaping. The sparkling pool is centrally located, with lounge chairs positioned around it. A wooden boardwalk runs alongside a calm waterway, reflecting the clear blue sky and building.

Condo in Mexico Beach

SandyShells

Welcome to SandyShells, a charming condo in the heart of Waterside Village in Mexico Beach, FL. This relaxing retreat offers access to a sparkling pool, spa, boardwalk, and day dock. Just a short walk to the beach, it’s the perfect coastal escape. Whether you’re here to unwind, explore the Gulf, or enjoy local shops and dining, SandyShells puts it all within reach. Enjoy the laid-back lifestyle and create unforgettable memories at this beautiful beachside getaway.

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.

4.97 out of 5 average rating, 35 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.

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.

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!

A spacious heated pool is surrounded by lounge chairs and palm trees, with the ocean visible in the distance. Nearby, a golf cart and four bicycles are parked outside a home with a modern facade. A stylish living area features a large blue sofa and a wall-mounted TV. A bright bunk room displays two sets of twin bunk beds with colorful accents.

4.98 out of 5 average rating, 49 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

A spacious outdoor area features a clear, inviting private pool with both shallow and deep ends. The covered lanai showcases large windows, offering views of the pool, while an orange umbrella and seating area provide shade. A white fence encloses the backyard for privacy.

5 out of 5 average rating, 22 reviews

LUX Seaside Bliss • Private {Heated} Pool

★ HUGE {heated w/fee} Private Pool ★ 1 (easy) block to the beach ★ Loaded Game Room (Pac-Man, X-Men, NBA Jam) + Shuffleboard + 65in TV ★ Dog Friendly (up to 2 w/pet fee) ★ Screened Lanai overlooking pool w/NEW 65in TV ★ Private fenced backyard ★ Fully Stocked Coffee Bar ★ Tons of beach essentials included! (chairs, umbrella, beach cart, beach towels) ★ Boat + RV Parking onsite

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.

5 out of 5 average rating, 6 reviews

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

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.

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.