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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

LocationFamilyIndoor spaces

4.93 out of 5 average rating, 112 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 🌊

FamilyLocationIndoor spaces

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.

FamilyLocationCheck-in

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

LocationFamilyDecor

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.

LocationFamilyPool

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)

FamilyLocationLayout

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.

LocationValueSleep quality

5.0 out of 5 average rating, 105 reviews
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

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!

ValueLocationAccess

5.0 out of 5 average rating, 80 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! :)

LocationFamilyBeach

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!

LocationValueGrill

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.

FamilyLocationIndoor spaces

4.98 out of 5 average rating, 54 reviews
Top guest favorite
The exterior view of the vacation home showcases a two-story structure with a light blue facade and a spacious patio. A private pool surrounded by lounge chairs and a safety fence is visible in the foreground, with a green space and trees surrounding the property.
Home in Port St. Joe

Steps to Beach | Private Pool | Sleeps 10

Welcome to Sand & Solace, a beautifully designed Cape San Blas retreat just one row from the Gulf. Sleeping 10 across two king suites, one queen suite and a built-in bunk room, the home gives families and friends room to gather without sacrificing privacy. Spend your days between the uncrowded beach and private pool, then enjoy Gulf views, outdoor dining and peaceful evenings on the quiet south end of the Cape.

FamilyLocationView

5.0 out of 5 average rating, 17 reviews

Popular amenities for Gulf County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

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

LocationFamilyHospitality

4.98 out of 5 average rating, 43 reviews
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

LocationFamilyGetting around

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

Bayfront | Heated Pool | 100% Private Beach | Dog

FamilyLocationHot tub

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

New Coastal Retreat | Boardwalk, Fire Pit & Games

LocationBikingBackyard

5.0 out of 5 average rating, 4 reviews
Superhost
Home in Port St. Joe

Yaya's Dream

LocationValueHospitality

5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Port St. Joe

Dream Vacation

LocationValueAccuracy

5.0 out of 5 average rating, 14 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

FamilyValueNearby

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

Beach House-2 mins to beach w/ golf cart & 2 pools

LocationFamilyLong stay

5.0 out of 5 average rating, 14 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

ValueFamilyCondition

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

ValueFamilyLaundry

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

LocationFamilyWalkability

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

LocationFamilyIndoor spaces

4.94 out of 5 average rating, 33 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

FamilyLocationBeach

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

180 Gulf Views 3/2 in Summerhouse

FamilyHospitalityAmenities

5.0 out of 5 average rating, 3 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

LocationHospitalityIndoor spaces

5.0 out of 5 average rating, 3 reviews
Top guest favorite
A corner seating area is presented with a natural wood bench adorned with three yellow-patterned pillows. A painted pelican artwork hangs on the wall above. A yellow woven basket is positioned nearby, complementing the neutral tones of the space.
Condo in Mexico Beach

Luxury Mexico Beach Condo Gulf views (First Catch)

FamilyLocationBathroom

5.0 out of 5 average rating, 33 reviews

Other vacation rentals with a pool

Top guest favorite
Townhouse in Port St. Joe

Steps to beach - bikes & beach gear

FamilyLocationWalkability

5.0 out of 5 average rating, 25 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

LocationValueNearby

4.97 out of 5 average rating, 72 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!

ValueLocationAccess

5.0 out of 5 average rating, 39 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

FamilyLocationAccess

5.0 out of 5 average rating, 20 reviews
Guest favorite
A private pool is framed by a stone patio, featuring lounge chairs and umbrellas for shade. The pool area is bordered by palm trees, and a sliding door provides access to the indoor living space. The sky above displays a mix of blue and fluffy clouds.
Home in Port St. Joe

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

FamilyLocationWalkability

4.92 out of 5 average rating, 71 reviews
Guest favorite
A modern beach home exterior features a vibrant yellow facade and a two-car garage. Palm trees and low landscaping enhance the entrance, while the driveway provides ample space for parking. A clear sky hints at an inviting atmosphere for vacationers.
Home in Port St. Joe

Home w/ 2 Master Suites (golf cart included)

LocationFamilyPool

4.93 out of 5 average rating, 29 reviews
Top guest favorite
The exterior of a two-story blue beach cottage is surrounded by palm trees and lush greenery. A screened porch is visible on the upper level, providing an inviting outdoor space. A paved pathway leads to the entrance, enhancing accessibility to the home.
Home in Port St. Joe

Bebe’s Beach Cottage

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 91 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

FamilyLocationPool

4.96 out of 5 average rating, 67 reviews

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