
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.

K&K’s Coastal Getaway/Beach Access/Pools
Welcome to K&K’s Coastal Cove Getaway! BEACH ACCESS DIRECTLY ACROSS THE STREET! Pet friendly beach & home!😍 Escape to our 3BR/2.5BA coastal getaway, beach access, two pools (one heated), playground, a complimentary golf cart, close to downtown Windmark & downtown Port St. Joe! Our home has beach chairs, cooler, beach wagon, beach towels & umbrella included. Board games and TVs inside for the perfect mix of fun & relaxation! Fully stocked kitchen and an outdoor grill for you to stay in and cook!

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.

A Twist of Lime
Clean & colorfully styled coastal retreat features 3 bedrooms & 2.5 baths, with bedrooms located upstairs for privacy & quiet separation from the main living space. The home sleeps up to 9 guests, making it a perfect getaway for anyone looking to enjoy Florida’s Forgotten Coast. Outside, enjoy the desirable WindMark Community & access to 2 separate pools, bike trail & private golf cart path. The home is located less than 2 mins from the beach & includes use of a 4-seater golf cart if desired.

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.

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.

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.

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!

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.

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!

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! :)

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!

Cape San Blas | Pool, Hot Tub & Beach Access
Step into a beachfront retreat where the Gulf of Mexico is your backdrop. Wander Cape San Blas offers sweeping ocean views from multiple balconies, an inviting outdoor pool and hot tub for relaxation, and plenty of entertainment with a ping pong table and a poker table. Whether you’re enjoying the sunset by the water, gathering for games, or watching the waves roll in, this home is designed for both comfort and connection.
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Cute House on Cape - Walk to Beach - Dog Friendly!

Hot Tub, Fenced Yard, Close to Beach Dining Pool

Ocean Views w/private pool, hot tub + pool house

New Home, New Private pool and steps to the Beach

The Chartroom

Golf Cart | Heated Pool | Arcade Games

Cape San Blas private beach house Port St Joe

Beach House-2 mins to beach w/ golf cart & 2 pools
Condo rentals with a pool

Aug Reduced! Oceanview, Pool, Sauna & Jacuzzi! Ste

Grand Balcony Views, Pool, Hot Tub

180 Gulf Views 3/2 in Summerhouse

Wonderful 3/3 condo with 2 covered balconies

Beach, Breeze, Balcony Dreams

Balcony beach view condo, just steps to the sand

SunScape: 4BR Top-Floor Condo, Beachfront,Pool/Spa

Spacious Beachfront Condo | 3 Suites & Pool
Other vacation rentals with a pool

Steps to beach - bikes & beach gear

Bebe’s Beach Cottage

Golf Cart Included-Close to Beach-Dog Friendly-PS5

Simple Pleasures w/private pool, pet friendly!

3BR/2BA Cottage w/PRV POOL Marina District

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

Designer 3BR• Walk to Beach• Bikes •2 Pools

Family Beach Retreat with Golf Cart and Beach Gear
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- Pier Park
- St. Andrews State Park
- Frank Brown Park
- Aqua Resort
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- Crooked Island Beach
- Signal Hill Golf Course
- Shell Island Beach
- Sugar Beach Condominiums
- Gulf World Marine Park
- Gulf Crest Condominiums
- Sea Screamer
- WonderWorks Panama City Beach
- Coconut Creek Family Fun Park
- S Rick Seltzer Park
- Panama City Beach Winery
- Race City
- Dr Julian G Bruce Saint George Island State Park
- Capt. Anderson's Marina
- Sea Dragon Pirate Cruise
- ZooWorld Zoological Conservatory
- Cobra Adventure Park
- SkyWheel Panama City Beach





