Vacation rentals with a pool in Port St. Joe

The living area is adorned with a vibrant orange armchair, complemented by a cozy grey sofa. A large flat-screen TV displays a scenic ocean view. Decorative elements include a potted plant, a modern clock, and a coffee table centerpiece, contributing to a relaxed atmosphere.

4.95 out of 5 average rating, 92 reviews

5-min Walk to Beach*Steps to Pool & Fun Amenities*

Coastal Gem is a brand new constructed beach home located at Windmark Beach North Community. This home is decorated with coastal décors and provides comfortable cozy beach vibe for your family vacation. Our home has 4 bedrooms and 3 bathrooms including the IN-LAW SUITE. It's attached to the main house with a separate unit offering more privacy included: Master bedroom, full bathroom, living room space, full stocked kitchen, laundry room and:🌊🏖🌴 private access to Florida Scallop, Music & Art

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.

4.98 out of 5 average rating, 43 reviews

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.

5.0 out of 5 average rating, 24 reviews

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.

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.

5.0 out of 5 average rating, 31 reviews

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!

5.0 out of 5 average rating, 4 reviews

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

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.

4.98 out of 5 average rating, 84 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!

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.

5.0 out of 5 average rating, 31 reviews

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.

4.96 out of 5 average rating, 143 reviews

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 ($150 per pet non-refundable fee)

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.

5.0 out of 5 average rating, 105 reviews

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.

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.

5.0 out of 5 average rating, 80 reviews

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!

4.88 out of 5 average rating, 17 reviews

Arcade, Golf Cart, Bikes, 2 Kitchens plus more

Experience laid-back coastal living in this bright and spacious 4-BR, 3-BA home in WindMark Beach. Enjoy free parking, beach gear, and a 6-seater golf cart for easy getting around. The home comfortably sleeps up to 10 guests and features a private in-law suite with its own kitchen, two separate living areas, and a fun arcade space. Located minutes from the beach and WindMark Town Center’s dining, pool, and entertainment, with quick access to Port St. Joe and Cape San Blas.

4.97 out of 5 average rating, 257 reviews

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! :)

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

5.0 out of 5 average rating, 119 reviews

Shimmering Tides~Golf Cart~Secluded

5.0 out of 5 average rating, 14 reviews

Dream Vacation

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.

4.95 out of 5 average rating, 22 reviews

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

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.

5.0 out of 5 average rating, 17 reviews

Steps to Beach | Private Pool | Sleeps 10

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.

4.92 out of 5 average rating, 71 reviews

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

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.

5.0 out of 5 average rating, 20 reviews

The Salty Scallop

A spacious garage area is shown with two paddle boards mounted on the wall. Three beach bicycles are parked on the driveway alongside a six-seater golf cart. Lush palms add a touch of greenery to the exterior setting.

4.88 out of 5 average rating, 59 reviews

4bed/3bath l Golf Cart l MIL Suite l Bikes l 3 min

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.

4.93 out of 5 average rating, 29 reviews

Home w/ 2 Master Suites (golf cart included)

Condo rentals with a pool

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.

4.9 out of 5 average rating, 114 reviews

Sept 11-18 Reduced! Oceanview, Pool, Sauna & Jacuz

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.

4.98 out of 5 average rating, 126 reviews

Grand Balcony Views, Pool, Hot Tub

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.

4.94 out of 5 average rating, 33 reviews

Beach, Breeze, Balcony Dreams

4.71 out of 5 average rating, 14 reviews

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

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.

4.96 out of 5 average rating, 25 reviews

Beachfront Condo | Oversized Balcony & Sunsets

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.

5.0 out of 5 average rating, 51 reviews

Wonderful 3/3 condo with 2 covered balconies

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.

5.0 out of 5 average rating, 3 reviews

Surfside 12

5.0 out of 5 average rating, 3 reviews

180 Gulf Views 3/2 in Summerhouse

Other vacation rentals with a pool

Townhouse in Port St. Joe

Beachfront Gem| Pool | Pups Welcome!

5.0 out of 5 average rating, 24 reviews

5.0 out of 5 average rating, 39 reviews

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!

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.

4.96 out of 5 average rating, 67 reviews

Twin Gables, Private Pool & Pet Friendly

5.0 out of 5 average rating, 3 reviews

Yaya's Dream

Townhouse in Port St. Joe

Steps to beach - bikes & beach gear

5.0 out of 5 average rating, 25 reviews

A private backyard features a sparkling pool surrounded by a stone patio. A shaded gazebo provides seating, and lounge chairs are positioned nearby for relaxation. Soft lighting enhances the peaceful atmosphere as the sun sets on the horizon.

4.96 out of 5 average rating, 54 reviews

Outdoor Oasis| Pool| Putt-Putt| Dog Friendly

4.95 out of 5 average rating, 20 reviews

A Twist of Lime

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.