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, 72 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.

4.92 out of 5 average rating, 78 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!

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

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, 16 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, 61 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

4.98 out of 5 average rating, 225 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! :)

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.

4.94 out of 5 average rating, 66 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 & Art

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, 15 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.

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, 107 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 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.

4.98 out of 5 average rating, 40 reviews

Heated Pool Southern Mermaid Cottage Pet Friendly

Welcome to Southern Mermaid Cottage! Located in the laid back town of Port St Joe just 800 ft from the beach, this is the perfect retreat from day to day life. Come stay with us and unplug without compromising modern amenities and comfort. Top of the line kitchenware, indoor and outdoor dining, fenced-in yard with large heated pool, grill and sitting area, beach gear, bikes, outdoor shower and more, this property will make your next vacation a memorable one.

A welcoming exterior view of the home is shown, featuring a light green façade and a driveway with a six-seater golf cart parked nearby. Palm trees are positioned along the front, providing a tropical ambiance. The entryway is complemented by two comfortable chairs.

4.9 out of 5 average rating, 111 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!

The outdoor living area features comfortable seating arrangements with plush cushions in a mix of light and vibrant colors. A cozy coffee table is centered on a patterned rug. Bright natural light illuminates the space, which overlooks the private pool and outdoor amenities.

5 out of 5 average rating, 8 reviews

Spacious 4 BR/Sleeps 10. Great views of the gulf.

*SNOWBIRD RATES AVAILABLE* Welcome to Sand and Solace CSB, a beautifully designed 4-bedroom, 4 full bath + 2 half bath vacation retreat located just one row off the Gulf on the quiet south end of Cape San Blas. With serene views, direct beach access, and a private pool, this first-tier home is the perfect blend of relaxation and convenience for families and groups seeking a luxurious coastal getaway!

A private pool features a sun shelf, shimmering blue water, and lounge chairs positioned around the edge. A wooden fence surrounds the area, with palm trees and a colorful sunset in the background. The inviting outdoor space offers a sense of relaxation.

4.99 out of 5 average rating, 89 reviews

Ultimate Coastal LUX| Private Pool| Ocean Views

★ Private {heated w/fee} Pool ★ 100 steps to the beach ★ Unobstructed Ocean views ★ GAMES! Pac-Man + NBA Jam Arcades + Infinity Game Table ★ Beach essentials included (chairs, umbrella, beach cart, beach towels) ★ HUGE 2nd story deck w/seating and dining table overlooking the ocean ★ Dog Friendly (up to 2 w/pet fee) ★ Large, private fenced backyard

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wi-Fi

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, 99 reviews

Barefoot Cottage - Hippies Nest - C57

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

A spacious living area features a comfortable sofa and a circular coffee table atop a decorative rug. Natural light streams through large windows, highlighting the neutral tones of the walls and flooring. A dining area with a stylish table and chairs is visible in the background.

5 out of 5 average rating, 34 reviews

Beach 3 Blocks, Oasis-Like Heated Pool, Golf Cart

An aerial view of a spacious outdoor pool is presented, surrounded by lounge chairs and shaded areas. Lush palm trees provide a tropical backdrop around the pool, which features a gentle curve and clear blue water, ideal for relaxation or recreation.

4.98 out of 5 average rating, 46 reviews

Cozy Home|Bikes|Community Pool | 0.6Miles To Beach

A playful bunk room designed for comfort, featuring two sets of twin bunks with bright blue bedding. Colorful surfboard art is displayed on the wall above. A vintage arcade game console stands centrally, adding a fun element to the space.

4.93 out of 5 average rating, 68 reviews

Luxe Beach House w/ BBQ Gril, Pool Access & near

5 out of 5 average rating, 36 reviews

A peaceful outdoor pool area is surrounded by palm trees and tropical landscaping. Spa-like features include a hot tub with built-in seating adjacent to the pool. Lounge chairs are arranged nearby for relaxation, inviting guests to enjoy the scenic community atmosphere.

Home in Mexico Beach

House on the Canal, Sleeps 9, Pool & Hot Tub

5 out of 5 average rating, 15 reviews

A spacious front porch features two white rocking chairs positioned on either side of a small table, while an inviting concrete driveway leads up to the house. The exterior walls display light blue and white colors, framed by lush green grass and slight landscaping.

Home in Mexico Beach

Salty Beach Bungalow

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.

4.96 out of 5 average rating, 55 reviews

Golf Cart Included | Walk to Beach | Pool | Bikes

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, 39 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.

Condo in Port St. Joe

4.75 out of 5 average rating, 16 reviews

Bay Front! Game Table+Resort Amenities

4.98 out of 5 average rating, 113 reviews

*Sunset Gulf View* | See & Hear the Waves! Pool •

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)

5 out of 5 average rating, 9 reviews

Smokey's Sunset at Mexico Beach

Superhost

A spacious deck offers outdoor seating with views of the Gulf and sandy beach directly across the street. Comfortable chairs are positioned around a wooden table, inviting relaxation while gazing at the expansive ocean and clear blue skies.

4.72 out of 5 average rating, 47 reviews

Beach Paradise-Perfect Ocean Views-Pool-Sauna Brkf

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, 15 reviews

Beach, Breeze, Balcony Dreams

The living area features a light-colored sofa and cozy chairs, complemented by a textured area rug. A large flat-screen TV is mounted on a white shiplap wall. Natural light floods the space through sliding glass doors, which provide access to a balcony with scenic views.

4.9 out of 5 average rating, 50 reviews

Golf Cart, Canal Views & Hot Tub

Other holiday rentals with a pool

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

4.98 out of 5 average rating, 60 reviews

Walk to the Beach, Heated Pool, Golf Cart & Bikes

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.

4.89 out of 5 average rating, 47 reviews

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

4.91 out of 5 average rating, 11 reviews

Salty Beach Cottage ~GolfCart for6~Pool~Beach Gear

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!

An open living space features a large sectional sofa accompanied by a wooden coffee table. A dining area with a sleek table and several chairs is visible, with a modern kitchen in the background. Natural light is filtered through elegant window treatments.

5 out of 5 average rating, 18 reviews

Tipsy Turtle @ Windmark Beach, New Home/Rental

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.

4.96 out of 5 average rating, 48 reviews

Bebe’s Beach Cottage