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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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Guest favorite
An aerial view showcases a triangular swimming pool surrounded by a stone deck, with several lounge chairs positioned around it. A smaller hot tub is located nearby. Lush palm trees and landscaped paths define the community area, enhancing the tranquil setting.
Cottage in Port St. Joe

Gated w/pool & hot tub near beaches!

Enjoy all the Forgotten Coast has to offer from this centrally-located beach house! Located in the tranquil Barefoot Cottages complex; this updated home is less than a 5-minute drive to miles of white sandy beaches along the Gulf of Mexico and a short drive to Cape San Blas! Your beach home is conveniently-located close to restaurants, shops, beaches and downtown Port St. Joe! The community amenities include two pools, a hot tub and grilling areas that are sure to make your stay an enjoyable one

4.93 out of 5 average rating, 112 reviews
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
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 the 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 will create lifelong memories. Enjoy access to a rental 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 around 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
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
Home in Port St. Joe

Coastal Beach Retreat w/PVT Pool/Views from Decks

Gulf-view beach retreat in Port St. Joe Beach- steps from the gulf with a private pool, fire pit and more! Snowbirds Welcome!!! Special rate for 30 days or more! - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private pool (heating Oct-Mar, fee applies) & outdoor shower - Gulf-view decks w/ gas grill, fire pit, fully fenced backyard - Beach is 300 steps away w/ beach essentials - Full kitchen, in-unit W/D, 75" HDTV, Wi-Fi & workspace - Pet-friendly ($175 per pet non-refundable fee)

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

New Coastal Retreat | Boardwalk, Fire Pit & Games

Welcome to Boardwalk Breeze! This spacious 3-bedroom, 2-bath steps from the beach retreat offers everything needed for the ultimate beach vacation. Listen to the waves from the screened porch, gather around the fire pit under the stars, and enjoy direct beach access via a private boardwalk. Spend your days biking, swimming, shopping downtown, dining waterfront, or catching local live music. Perfect for families, couples, and pet lovers looking for the ultimate beach getaway.

5.0 out of 5 average rating, 4 reviews
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

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! :)

4.97 out of 5 average rating, 257 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, 137 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, 54 reviews

Popular amenities for Gulf County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

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

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

5.0 out of 5 average rating, 31 reviews
Guest favorite
Home in Port St. Joe

Bayfront | Heated Pool | 100% Private Beach | Dog

4.85 out of 5 average rating, 41 reviews
Guest favorite
Home in Port St. Joe

Dream Vacation

5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Port St. Joe

Ocean Views| Pool House| Hot Tub

5.0 out of 5 average rating, 11 reviews
Top guest favorite
Home in Port St. Joe

WindMark Retreat | Golf Cart + 2 Pools

5.0 out of 5 average rating, 8 reviews
Guest favorite
A spacious living area features large windows that provide abundant natural light and stunning bay views. The room is furnished with comfortable seating, a decorative fireplace, and coastal-themed décor, inviting relaxation and connection with the outdoor surroundings.
Home in Port St. Joe

Twin Gables, Private Pool & Pet Friendly

4.96 out of 5 average rating, 67 reviews
Guest favorite
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

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

4.78 out of 5 average rating, 82 reviews
Top guest favorite
Home in Port St. Joe

Hot Tub, Fenced Yard, Close to Beach Dining Pool

5.0 out of 5 average rating, 24 reviews

Condo rentals with a pool

Guest favorite
The pool area is highlighted by a heated pool and a hot tub surrounded by brick paving. Lounge chairs and a table with chairs provide seating options. Palm trees and a view of the ocean can be seen in the background, under a partly cloudy sky.
Condo in Mexico Beach

Oceanview, Heated Pool, Sauna & Jacuzzi! Steps to

4.9 out of 5 average rating, 114 reviews
Top guest favorite
A spacious balcony offers a direct view of the Gulf, featuring a round dining table surrounded by chairs. Comfortable seating is positioned nearby. Bright artwork adorns the wall, complementing the coastal ambiance. The soothing sounds of the waves can be experienced from this inviting space.
Condo in Mexico Beach

Grand Balcony Views, Pool, Hot Tub

4.98 out of 5 average rating, 126 reviews
Superhost
An expansive deck features two blue adirondack chairs, overlooking the serene beach and Gulf waters. The sunset casts warm hues across the sky, creating a peaceful backdrop against the sandy shore and distant waves.
Condo in Port St. Joe

SeaScape: 4BR 1st-Floor Condo, Beachfront,Pool/Spa

4.71 out of 5 average rating, 14 reviews
Guest favorite
A spacious living area features a comfortable sectional sofa, accent chairs, and a decorative coffee table. Large glass doors provide views of the ocean and access to the balcony. Soft lighting illuminates the room, which includes a dining table and coastal-themed artwork.
Condo in Mexico Beach

Beach, Breeze, Balcony Dreams

4.94 out of 5 average rating, 33 reviews
Guest favorite
A dining table is set for two on the spacious balcony, featuring blue plates and glasses alongside a sparkling wine bottle. The ocean stretches in the background under a partly cloudy sky, offering a serene view of the beach.
Condo in Mexico Beach

Beachfront Condo | Oversized Balcony & Sunsets

4.96 out of 5 average rating, 25 reviews
Superhost
The exterior of the condominium is shown, featuring a three-story white building with large balconies and expansive windows. Palm trees are visible along the front, with a parking area that includes multiple vehicles. The sandy beach extends in the foreground.
Condo in Mexico Beach

Surfside 12

5.0 out of 5 average rating, 3 reviews
Top guest favorite
A view from the living room showcases the ocean, framed by large glass doors. Comfortable seating is positioned on the covered balcony, with cushions adding a touch of comfort. Lush greenery is visible outside, complementing the serene beach scene.
Condo in Mexico Beach

Wonderful 3/3 condo with 2 covered balconies

5.0 out of 5 average rating, 51 reviews
Superhost
Condo in Mexico Beach

180 Gulf Views 3/2 in Summerhouse

5.0 out of 5 average rating, 3 reviews

Other vacation rentals with a pool

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

4.97 out of 5 average rating, 72 reviews
Top guest favorite
Townhouse in Port St. Joe

Steps to beach - bikes & beach gear

5.0 out of 5 average rating, 25 reviews
Top guest favorite
Townhouse in Port St. Joe

Beachfront Gem| Pool | Pups Welcome!

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

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

5.0 out of 5 average rating, 25 reviews
Top guest favorite
A collage displays various aspects of Seagrove Way at Windmark Beach. Scenic views of the sparkling pools and beaches are highlighted alongside the spacious seating area featuring a sectional sofa. Additional images reveal inviting bedrooms and coastal surroundings, emphasizing accessibility to outdoor leisure.
Vacation home in Port St. Joe

Walk to resort pool & Beach!

4.91 out of 5 average rating, 56 reviews
Guest favorite
A two-story cottage features a light-colored exterior with red-trimmed windows and a metal roof. Multiple balconies provide outdoor seating areas, while palm trees and greenery surround the entrance. The broad porch offers a welcoming entryway into the spacious home.
Villa in Port St. Joe

Unwind in Windmark Beach - Sea Views!

5.0 out of 5 average rating, 39 reviews
Guest favorite
Home in Port St. Joe

K&K’s Coastal Getaway/Beach Access/Pools

4.89 out of 5 average rating, 18 reviews
Top guest favorite
The exterior of a modern bay-front home is visible, featuring a white facade with multiple balconies. Large windows allow natural light to fill the space. The surrounding landscape includes sandy paths and native vegetation, creating a tranquil environment in the gated community.
Home in Port St. Joe

The Salty Scallop

5.0 out of 5 average rating, 20 reviews

Destinations to explore