Holiday 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, 75 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🏖❤️🏊‍♂️ Florida Scallop, Music &Arts

4.85 out of 5 average rating, 34 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, 28 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.

4.97 out of 5 average rating, 30 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!

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, 92 reviews

Steps2Pool/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 ⭐️ 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.

4.99 out of 5 average rating, 71 reviews

Walk 2 Beach, Pool, Golf Cart and Bikes

⭐️ Community HEATED pool ⭐️ Heated October thru April ⭐️ Sleeps 10 ⭐️ Bunk Room with 4 twin beds ⭐️ Screened In patio w/ seating ⭐️ Fire pit on screened in patio ⭐️ Camp Chef Flat Top Grill ⭐️ Garage / Game Room ⭐️ Air Hockey Table ⭐️ Golf Cart ⭐️ 4 adult bikes ⭐️ 2 Paddleboards ⭐️ Beach Wagon ⭐️ Beach Chairs ⭐️ Beach Towels ⭐️ Sand Toys ⭐️ Outdoor shower ⭐️ 5 Smart TV's ⭐️ Washer and dryer ⭐️ Keyless entry ⭐️ Wifi ⭐️ 2 parking spaces ⭐️ Fitness center - day pass available for purchase

5 out of 5 average rating, 16 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, 58 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 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.

5 out of 5 average rating, 17 reviews

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.

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.

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!

4.97 out of 5 average rating, 244 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

4.94 out of 5 average rating, 16 reviews

A coastal retreat is showcased with a two-story design featuring a light-colored exterior and a metal roof. The private pool is set into the landscaped grounds, surrounded by greenery. A spacious outdoor area beneath the home offers covered parking and access to the upper level.

Home in Cape San Blas

Cape San Blas home with secluded pool on large lot

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.

4.97 out of 5 average rating, 58 reviews

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

The exterior of the cottage is showcased, featuring a modern design with a sloped roof and multiple entry points. Native landscaping surrounds the home, with green shrubs and grasses leading up to the elevated porch. A soft sunset glow enhances the overall appearance.

5 out of 5 average rating, 25 reviews

Salt Therapy – Stylish New 4BR Home, 5 stars

The exterior of the home is shown, featuring a well-maintained lawn and palm trees. A six-seater golf cart is parked in the driveway next to two bicycles. The inviting front porch includes seating, allowing for relaxation in the fresh air.

5 out of 5 average rating, 15 reviews

Walk2Beach&Pools|Family Friendly|4BR|Golf Cart

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, 79 reviews

Bebe’s Beach Cottage

A fenced-in backyard features a large, heated swimming pool adorned with colorful flotation devices. Several lounge chairs are positioned around the pool, and shaded seating is provided under a blue umbrella. Lush greenery complements the serene outdoor space.

4.96 out of 5 average rating, 47 reviews

Heated Pool Southern Mermaid Cottage Pet Friendly

A vibrant collage highlights key attractions near the property. The image includes a community pool surrounded by palm trees, an orange golf cart designed for six passengers, bicycles parked for exploration, and a foosball table for entertainment. A sunset casts warm tones over the beach in the background.

5 out of 5 average rating, 32 reviews

Windmark beach house with MIL suite/ Golf cart

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, 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

5 out of 5 average rating, 18 reviews

Smokey's Sunset at Mexico Beach

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

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.

4.95 out of 5 average rating, 20 reviews

Beach, Breeze, Balcony Dreams

Apartment in Port St. Joe

4.71 out of 5 average rating, 7 reviews

Too Easy - Gulf-Front with Community Beach & Pool

Other holiday rentals with a pool

4.94 out of 5 average rating, 95 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!

Holiday home in Port St. Joe

An open living space is presented, featuring a spacious sectional sofa with a yellow accent pillow, a flat-screen TV mounted on a wall, and a dining area with a table and white chairs. Light streams in through large windows, illuminating the kitchen with modern appliances.

4.98 out of 5 average rating, 46 reviews

AfterDune Delight

4.95 out of 5 average rating, 62 reviews

The villa is showcased from an aerial perspective, highlighting its two-story design with multiple balconies. Surrounding greenery includes tall trees and palm plants. The exterior features a blend of muted blue tones and gray, complemented by large windows that invite natural light.

Villa in Port St. Joe

Experience Paradise - Oceanview Villa w/ HotTub, Shuffleboard, Bikes, Beach Access, Heated Community Pool

Townhouse in Port St. Joe

A spacious bedroom features a light blue color scheme with natural light entering through sliding glass doors. A comfortable bed with a decorative blue and white quilt is the focal point, accompanied by tasteful furnishings, including a dresser and lamp, while a calming view of the outdoors is visible.

4.95 out of 5 average rating, 64 reviews

Gulf View/Free Paddle board/Beach cart/Pickle Ball

Townhouse in Port St. Joe

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.

4.97 out of 5 average rating, 59 reviews

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

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.

4.94 out of 5 average rating, 18 reviews

Gulfside+North End+Private Pool-Heat Opt.+Hot Tub

Holiday home in Port St. Joe

A bright blue two-story house stands with a welcoming front porch. Decorative plants and white gravel surround the home, enhancing the coastal aesthetic. A detached garage is visible to the left, and trees provide a green backdrop. The sky features soft clouds, creating a peaceful atmosphere.

4.89 out of 5 average rating, 18 reviews

BlueHeronPSJ.com

A spacious pool area is surrounded by well-maintained landscaping with palm trees. Lounge chairs are arranged around the inviting pool, and a seating area with wooden tables is visible in the foreground. The buildings in the background feature multiple screened porches.