Vacation rentals with a pool in Port St. Joe

A charming blue house is showcased, featuring palm trees and landscaped greenery in the front yard. A six-seat golf cart is parked in the driveway, ready for easy access to nearby beach amenities and community features.

4.99 out of 5 average rating, 72 reviews

Summer, Summer, Summertime 4BR/3BA | In-Law Ste. |

- Six-person golf cart included. - 4 bedrooms, 3 bathrooms total. - Main living area with 3 bedrooms contains 1 king (primary bedroom), 1 queen, and bunk beds that can sleep up to 2 per bed. - In-law suite with separate bedroom with a king bed, living area, kitchen and laundry. Can sleep 4 with the included full-size sofa bed. Ideal for families or large groups. - 5 min walk and quick ride on the golf cart to the beach. - NEW WindMark North pool 100 yards away! - We love pets! We do charge a fee

4.87 out of 5 average rating, 31 reviews

Bayfront | Heated Pool | 100% Private Beach | Dog

NEW! Just added HEATED POOL to the property! Enjoy a refreshing dip just steps from your door - perfect for relaxing after a day at the beach or soaking up the sun right at home. Welcome to Happy Ours Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes - a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers mus

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, 26 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.

4.96 out of 5 average rating, 25 reviews

Family Beach Retreat with Golf Cart and Beach Gear

🌟🌟NEW OWNER - SPECIAL RATES!!🌟🌟 ⭐ Escape the crowds of 30A, PCB, & Destin ⭐ 0.3 miles to beach access ⭐ Perfect for families, couples, or groups ⭐ 0.7 miles to Windmark Village ⭐ 2 community pools (1 heated Oct–Apr) ⭐ Fully stocked kitchen ⭐ 6-Seat Golf Cart included ⭐ Beach equipment included ⭐ 3.6 miles to Reid Avenue/downtown PSJ ⭐ Bunk room perfect for kids!

5 out of 5 average rating, 6 reviews

A Twist of Lime

Clean & colorfully styled coastal retreat features 3 bedrooms & 2.5 baths, with bedrooms located upstairs for privacy & quiet separation from the main living space. The home sleeps up to 9 guests, making it a perfect getaway for anyone looking to enjoy Florida’s Forgotten Coast. Outside, enjoy the desirable WindMark Community & access to 2 separate pools, bike trail & private golf cart path. The home is located less than 2 mins from the beach & includes use of a 4-seater golf cart if desired.

5 out of 5 average rating, 13 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!

A two-story beach house features a light blue exterior with white trim. The front porch is lined with railings and includes two sets of double doors. Lush landscaping and gravel pathways lead to the entrance, with palm trees flanking the yard.

5 out of 5 average rating, 57 reviews

Cute House on Cape - Walk to Beach - Dog Friendly!

-Cape San Blas -Brand new construction in gulf-side Villa Del Sol -Community boardwalk to the beach (5 minute walk to the sand) -Community pool -Two community pickleball courts -Patio with partial views of gulf & bay -Open floor plan -Beautifully decorated -Stocked kitchen -High speed internet with WIFI -Roku TVs (BYO passwords) -Wagon with beach chairs, umbrella & towels -Weber charcoal grill NOTE: As Villa Del Sol is a new community, there is some construction in the neighborhood.

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 out of 5 average rating, 21 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.

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, 114 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!

5 out of 5 average rating, 5 reviews

Private Heated Saltwater Pool! 5BR/Low April Rates

Welcome to this stunning brand-new 5 bedroom, 4 bathroom, 2400-square-foot coastal retreat located on beautiful Cape San Blas. This home is the ideal escape for families, groups, and beach lovers. Ideally positioned with the serene bay to your left and the Gulf’s sparkling shoreline to your right, guests can enjoy the best of both worlds. The beach is just a short drive away, making it easy to slip away for morning walks, afternoon swims, or unforgettable sunsets.

4.97 out of 5 average rating, 243 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! :)

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.

4.97 out of 5 average rating, 78 reviews

Bebe’s Beach Cottage

Bebe’s Beach Cottage is a 3 bedroom/3.5 bath beach home and a beachgoers dream . Our beautiful beach cottage is perfectly nestled close to the pristine shoreline of Windmark Beach and about a mile from beautiful St. Joe Beach. This cozy retreat offers the ideal blend of comfort and seaside serenity, making it the perfect getaway for families, couples, or friends seeking a peaceful escape.

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a two-story house is shown, featuring a light gray facade with white trim. A spacious porch is visible on the upper level, supported by white railings. Surrounding vegetation includes palm trees and shrubs, complementing the natural environment.

4.98 out of 5 average rating, 104 reviews

Barefoot Cottage - Hippies Nest - C57

A spacious living area features a cozy brown leather sectional and accent chairs. Natural light pours in through large windows, illuminating a neutral palette. Decorative shelves adorn the wall, and a ceiling fan circulates air, enhancing comfort near the fireplace.

4.96 out of 5 average rating, 56 reviews

Luxury Beach House: Pool, Hot Tub & Beach Access!

The outdoor space features a heated pool surrounded by palm trees, with a bright yellow dining set and several lounge chairs positioned for relaxation. A wooden shed is visible in the background, and a tall fence provides privacy.

4.95 out of 5 average rating, 39 reviews

Heated Pool, HotTub, Sauna, Game Room, Cart, Beach

The seaside cottage features a modern design with a light-colored exterior and a metal roof. Large windows allow for ample natural light, while a balcony extends from the second floor. A landscaped yard surrounds the home, and a sunset paints the sky in warm hues.

5 out of 5 average rating, 7 reviews

Salt Therapy | Modern 1BR Near State Park & Beach

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.

4.92 out of 5 average rating, 24 reviews

Home w/ 2 Master Suites (golf cart included)

A sunset casts warm orange and yellow hues across the sky, as silhouettes of palm trees frame the scene. The ocean is visible in the background, with a calming horizon meeting the water's edge.

4.97 out of 5 average rating, 37 reviews

How very Swank

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, 44 reviews

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

A private six-passenger golf cart is parked neatly on a paved driveway. The modern home displays a light gray exterior with a welcoming front porch and single-car garage. The community pool is surrounded by palm trees, featuring a curving design with inviting turquoise water.

4.9 out of 5 average rating, 48 reviews

Three minute golf cart ride to beach/pool included

Condo 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, 45 reviews

Wonderful 3/3 condo with 2 covered balconies

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, 117 reviews

Grand Balcony Views, Pool, Hot Tub

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, 31 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.

4.95 out of 5 average rating, 19 reviews

2/2 Waterfront Condo with pool and hot tub

Superhost

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.

4.95 out of 5 average rating, 22 reviews

Unbeatable ocean view from enormous balcony!HUGE 2

5 out of 5 average rating, 18 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.

5 out of 5 average rating, 18 reviews

Beach, Breeze, Balcony Dreams

Superhost

Condo in Port St. Joe

4.71 out of 5 average rating, 7 reviews

Too Easy - Gulf-Front with Community Beach & Pool

Other vacation rentals with a pool

Superhost

5 out of 5 average rating, 3 reviews

Cape San Blas gulf front private pool and elevator

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, 20 reviews

Sunset Beach House perfect for family vacation.

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.

4.97 out of 5 average rating, 39 reviews

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

A charming cottage with a vibrant green exterior is elevated on stilts, surrounded by a spacious lawn. A private cowboy pool is visible alongside a seating area. Large windows reflect sunset hues, enhancing the inviting ambiance of this outdoor space.

5 out of 5 average rating, 13 reviews

Stay Salty, Sleep Luxe | Pool | 3 Kings

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, 90 reviews

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip

5 out of 5 average rating, 11 reviews

May Discount! New! 4BR Golf Ct/Beach Acc/Htd Pool

The exterior of the cottage is showcased, featuring a wrap-around porch with rocking chairs and a welcoming entrance. The home is surrounded by gravel, with a contemporary design highlighted by a metal roof and pastel-colored sidings. Green grass and trees are visible in the background.

4.97 out of 5 average rating, 38 reviews

Cape San Blas Cottage ~Pool Access ~Walk to Beach

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.