Holiday rentals with a pool in Port St. Joe

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 out of 5 average rating, 77 reviews

HeatedPool/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 ⭐️ Grocery Service ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf of Mexico.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 yourday relaxing in the screened-in porches or fire pit outdoor living space.

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.

5 out of 5 average rating, 17 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.

The exterior of Villa Blanca is showcased against a vibrant sunset, highlighting the two-story structure elevated on stilts. Outdoor seating and a private pool are visible in the backyard, with palm trees adding a tropical touch to the overall inviting atmosphere.

5 out of 5 average rating, 62 reviews

Escape to St Joe Beach at Villa Blanca-Heated Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Private Heated Pool - Gated Separately - Designed for Relaxation & Enjoyment -Nestled along the tranquil shores of St. Joe Beach, FL -Perfectly situated 1 block in from the gently lapping waves of the Emerald Coast -This charmer on 14' tall stilts, is a one-of-a-kind escape for those seeking serenity & style with tons of outdoor living space -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

5 out of 5 average rating, 11 reviews

Chuck's Sandy Gulf Escape - Walk to the Beach!

Escape to coastal bliss at our serene WindMark Beach retreat! 🏖️ Just a 3-min walk to the sand, this light-filled home features 3 comfy bedrooms, a full kitchen + coffee bar ☕, open living/dining area, front sitting space, screened porch 🌿, BBQ grill, outdoor shower 🚿, exercise equipment, Wi-Fi 📶, washer/dryer, garage, beach gear, pool access, and a golf cart 🛺 (waiver required). Backs up to a peaceful conservation area—perfect for sunsets! 🌅✨ Find us online! - Forgotten Coast Sanctuary

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 out of 5 average rating, 9 reviews

The Salty Scallop

The Salty Scallop- a new bay-front home in Windmark Beach! Sunrises off the back decks Sunsets off the front decks 4 bedrooms (1 king, 3 queens) 4 bed bunk area with full sleeper couch (comfortable for 5 adults/up to 7 children) Water & marsh views Community beach & fishing pier Resort style community pool 3 separate dining areas- indoor and out Stocked beach closet Fire-pit overlooking the marsh Golf cart & bike friendly community *Price includes 5% Gulf County Tourism Tax

A well-maintained property is showcased, featuring a modern exterior with palm trees lining the entrance. A six-seater golf cart is parked in the driveway, equipped with two paddleboards secured on top. The evening sky radiates with purple and orange hues.

5 out of 5 average rating, 38 reviews

4bed/3bath l In-Law Ste l Golf Cart l Resort Pool

Welcome to Boardwalk Bungalow in Windmark! Everything you need for a fun, relaxing stay: a screened in back porch, an open main living/dining room, four luxurious bedrooms, three fully stocked bathrooms, a private in-law suite featuring a king size bedroom, bathroom, separate living room and full sized kitchen and 6 seater golf cart! Boardwalk Bungalow is a 5 minute golf cart ride to the resort-style pool or any of the 10 beach access boardwalks which feature convenient golf cart parking.

4.97 out of 5 average rating, 230 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 - Beach towels and chairs - 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! :)

Superhost

5 out of 5 average rating, 3 reviews

Sunset | Golf Cart | 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 the home is displayed, featuring a light-colored facade under a bright sky. A yellow four-seat golf cart is parked on the concrete driveway, providing convenient transportation for guests. Green landscaping adds a touch of nature to the entrance.

Entire house with In-Law Suite and Golf Cart

This home is the perfect vacation rental for families looking to enjoy the beautiful beaches of Port St. Joe. With four bedrooms, two kitchens, and two living rooms, there is plenty of space for everyone to relax and unwind. Just a quick 2 minute golf cart ride from the beach, guests can spend their days soaking up the sun and enjoying the sand and surf. For those looking to cool off without the sand, the pool is just as close, offering a resort-style experience for all guests.

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 out of 5 average rating, 109 reviews

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!

A three-story beach home is surrounded by palm trees and tropical landscaping. The exterior features horizontal slats and a covered balcony above the ground level. The ground level includes a paved area with garage doors, offering parking and access beneath the house.

4.95 out of 5 average rating, 128 reviews

Charming 4BR Beach Home W/PVT Pool & Fire Pit

Escape to this charming beach home, where the Gulf views and beach access await you. Perfect for families and small groups, this retreat offers relaxation and fun with a private pool, fire pit, and outdoor living spaces: - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar-fee applies) - Gulf-view decks with BBQ & outdoor seating - Fully fenced backyard with fire pit - Pet-friendly - Beach access just 300 steps away + beach essentials

4.91 out of 5 average rating, 116 reviews

Golf Cart! E-bikes! Heated Pool! Arcade! Fire Pit!

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!

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 91 reviews

Ultimate Coastal LUX| Stunning Ocean Views| Pool

A spacious garage is equipped with a four-seater golf cart in the foreground, featuring brown cushioned seats. Surrounding storage displays various beach gear, including chairs, boogie boards, and bicycles, creating a functional yet organized atmosphere for guests.

4.96 out of 5 average rating, 25 reviews

waterview|golf cart|2mins2pool|beach

A driveway is shown with a golf cart and multiple bicycles parked neatly. An outdoor game of cornhole is set up, with two wooden boards positioned on the ground. Lush landscaping featuring palm trees enhances the inviting entrance to the home.

5 out of 5 average rating, 8 reviews

Luxurious Beach House, GameRoom, GolfCart Included

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.

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

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.

4.91 out of 5 average rating, 67 reviews

Tipsy Turtle Oceanfront Beach House!

A two-story beach house with multiple decks is shown against a colorful sunset sky. Staircases provide access to the upper level, while a private pool and seating area are visible below. The fenced yard and nearby palm trees create a peaceful outdoor environment.

5 out of 5 average rating, 35 reviews

Shoreline Sanctuary w/ Private Pool + Ocean Views

A modern beach house is illuminated at dusk, featuring a spacious deck with multiple levels. A luxurious pool reflects vibrant blue lights, while lounge chairs are placed nearby. An umbrella offers shade, and palm trees are visible in the background, enhancing the coastal setting.

North End Beauty-Gulf Side | Private Pool+Hot Tub

Superhost

The two-story beach home features a light-colored exterior with a green metal roof. Spacious balconies wrap around the upper level, providing views of the surrounding area. A private heated pool is visible in the backyard, surrounded by a serene landscape.

4.69 out of 5 average rating, 52 reviews

One row from Ocean w/ Heated Pool!

Apartment rentals with a pool

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 out of 5 average rating, 40 reviews

Wonderful 3/3 condo with 2 covered balconies

Superhost

The image captures a view from a balcony overlooking a sparkling community pool surrounded by palm trees. Nearby buildings feature balconies and outdoor patios, creating a welcoming atmosphere for relaxation. The sky reflects a blend of soft blues and grays, hinting at twilight.

Apartment in Port St. Joe

4.75 out of 5 average rating, 16 reviews

Bay Front! Game Table+Resort Amenities

A covered balcony offers a cozy seating area with ocean views. Two chairs and a small table complement a comfortable sofa adorned with accent pillows. A bright piece of wall art adds a splash of color, while the shimmering Gulf is visible in the distance.

4.98 out of 5 average rating, 113 reviews

Sweeping Gulf View. Watch Sunset on Huge Balcony.

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.

5 out of 5 average rating, 30 reviews

Luxury Mexico Beach Condo Gulf views (First Catch)

An open entrance area is visible, featuring a wooden table and a chair on the left. Light blue walls create a calming backdrop, while a spacious kitchen is seen in the distance, with modern appliances and a ceiling fan. Natural light filters in through large windows.

4.93 out of 5 average rating, 14 reviews

2/2 Waterfront Condo with pool and hot tub

A bright living area showcases a comfortable sectional sofa, accentuated by colorful cushions. Large sliding glass doors reveal panoramic views of the gulf and pool, leading to a balcony. A ceiling fan provides airflow, while natural light fills the space through the windows.

5 out of 5 average rating, 10 reviews

Enormous 3/3! Panoramic ocean view! Infinity Game

5 out of 5 average rating, 13 reviews

Smokey's Sunset at Mexico Beach

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.

Beach, Breeze, Balcony Dreams

Other holiday rentals with a pool

4.93 out of 5 average rating, 81 reviews

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!

A charming exterior view of the house is highlighted by the lush green lawn and palm trees, set against a vibrant sunset sky. The driveway leads to a garage, with a window suggesting warm light inside, indicating a welcoming atmosphere.

5 out of 5 average rating, 19 reviews

Sunset Beach House perfect for family vacation.

4.95 out of 5 average rating, 41 reviews

The kitchen features a large island with a dark cooktop and seating for six. Light granite countertops complement the bright cabinetry. A dining area is visible through large windows, offering stunning views of the Gulf, while a cozy living space is furnished with a sectional sofa.

Home in Cape San Blas

Gulf-Front, Secluded Beach, Heated Pool, Elevator

5 out of 5 average rating, 95 reviews

A colorful two-story house with red siding features a garage with wooden doors. The front porch is accented with white railings. Palm trees frame the image under a clear blue sky, offering a welcoming seaside atmosphere.

Home in Mexico Beach

Snowbird Rates | Hot Tub | Foosball | Dog Friendly

A green golf cart is parked in the driveway of a coastal-style home, which features light green siding and a white garage door. Lush grass and ornamental plants frame the driveway, creating an inviting entrance to the property.

5 out of 5 average rating, 37 reviews

5 Min To Beach, Golf Crt, In-Law Suite, Pool

5 out of 5 average rating, 32 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 wooden boardwalk extends towards a serene beach at sunrise, framed by dune grass and coastal vegetation. The sky showcases soft shades of orange and pink, reflecting the calmness of the early morning light.

4.96 out of 5 average rating, 25 reviews

Butterfly Beach