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 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

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.

4.98 out of 5 average rating, 43 reviews
Guest favorite
Home in Port St. Joe

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!

4.88 out of 5 average rating, 17 reviews
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

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.

5.0 out of 5 average rating, 105 reviews
Guest favorite
A modern living area features a comfortable blue sofa alongside two round chairs, set upon a textured area rug. Wall art is displayed above a round coffee table, and a dining area is visible in the background, with natural light filtering through large windows.
Home in Port St. Joe

Coastal Retreat+Walk to Beach+Pool+GolfCart+Arcade

Welcome to High Tides, your ultimate beach retreat in coveted Windmark Beach community ☀️ Sleep 16 in this 5 bedroom home offering a perfect mix of coastal luxury and family fun. Whether you are planning a relaxing beach getaway or group adventure, this home is made to create lifelong memories. Enjoy access to a golf cart for quick rides to the pool, beach or Village Center, and unwind in your private garage arcade, in the 3 indoor living spaces or in front of a fire pit with water views 🌊

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

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.

5.0 out of 5 average rating, 24 reviews
Top guest favorite
Home in Port St. Joe

Coastal Beach Retreat w/PVT Pool/Views from Decks

Your gulf-view beach house in Port St. Joe Beach- steps from the Gulf with a private pool, fire pit, and everything your group needs. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private pool (24hrs; heating Oct-Mar, fee applies) & outdoor shower - Gulf-view decks w/ gas BBQ grill, fire pit, sun loungers & fully fenced backyard - Beach access 300 steps away w/ beach essentials - Full kitchen, in-unit W/D, 75" HDTV, Wi-Fi & workspace - Pet-friendly (2 pets, $150/pet non-refundable fee)

4.96 out of 5 average rating, 143 reviews
Superhost
Home in Port St. Joe

Bay Views • Beach Access • Pool • State Park

Escape to Cape San Blas and relax in this beautiful bay-view home located in the gated Sunset pointe at Secluded Dunes community. This furnished 3BR/2BA retreat features deeded beach access, a community pool, screened porch, covered deck, and peaceful views backing up to St. Joseph Peninsula State Park. Enjoy kayaking, fishing, wildlife, and unforgettable sunsets in one of Florida’s most relaxing coastal destinations. One kayak, one paddle board, and 2 bikes included for guest enjoyment

5.0 out of 5 average rating, 4 reviews
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

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.

5.0 out of 5 average rating, 31 reviews
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

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!

5.0 out of 5 average rating, 119 reviews
Guest favorite
Home in Port St. Joe

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!

4.9 out of 5 average rating, 136 reviews
Top guest favorite
An aerial view captures a cluster of beachside homes, with a clear view of the ocean and coastline in the backdrop. Lush greenery is visible in the foreground, complementing the sandy shores. The horizon features soft clouds against a bright blue sky, enhancing the coastal atmosphere.
Home in Port St. Joe

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

New 2023 luxury beach retreat in Windmark—boardwalk 2 houses away + resort pool walkable. Includes a 2025 6-seater golf cart + Tesla Level 2 EV charger + bikes/beach gear. Perfect for a large family: 4BR/3BA with a private in-law/teen suite + TWO full kitchens. Walk or ride our bikes 700 feet to the beach. Located in North Windmark closest to Mexico beach. Beautiful peek a boo views of the ocean from your back porch. Walk to the boardwalk.

4.98 out of 5 average rating, 52 reviews
Top guest favorite
A panoramic view captures a vibrant sunset over the serene Gulf waters, with hues of orange, pink, and purple blending into the sky. Soft waves lap against the sandy beach, where silhouettes of people can be seen enjoying the evening. A wooden fence borders the foreground, adding a rustic touch.
Townhouse in Port St. Joe

Private Beach Access • 2 Pools • Dog Friendly

Our 2 bedroom, 2.5 bath townhome is a relaxed home base on Cape San Blas. Located in a gulf front community with private beach access, it’s a short walk to the beach, plus the gulf front pool and a second seasonally heated pool. Beach days, fishing, shell hunting, bonfires, and sunset skies are all part of the rhythm here. Inside offers an inviting, comfortable space to unwind and a great value for enjoying the Cape.

4.97 out of 5 average rating, 71 reviews

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