Holiday rentals with a pool in Port St. Joe

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.

4.97 out of 5 average rating, 33 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.

Superhost

5 out of 5 average rating, 3 reviews

4 BR Beach House | Golf Cart + Hot Tub + Fire Pit

Sandy Bottom at WindMark Beach offers easy, elevated beach living with a private hot tub, fire pit , and outdoor dining + grill. Just a quick golf cart ride to the beach and village. Golf cart with cooler + cargo attachment, beach gear & bikes included. Relax on the front porch daybed lounger or enjoy climate-controlled garage hangout. Fully stocked kitchen, on-site EV charger, & all the essentials thoughtfully provided. Because the best days end with sandy bottoms and time well spent together.

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

Book your summer getaway now/ golfcart to beach!

Come indulge in the peaceful hidden treasure of Port Saint Joe! Enjoy our community pool 2 min. from the home. Shops and restaurants are within a two minute private golf cart ride. Two blocks from the beach with upfront golf cart parking! This spacious four bedroom home is perfect for multiple families to gather and make memories together! Our home is kid friendly with a sea turtle theme room and toys awaiting them! This spacious home has two queen bedrooms/kids bunk room/king master suite.

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, 98 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.

4.96 out of 5 average rating, 135 reviews

4 BD Retreat w/Pool & Gulf-View Decks

Welcome to your St. Joe Beach Gulf Coast retreat - a four-bedroom, saltwater pool home. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private pool (open 24/7, year-round; heated Oct-Mar - fee applies) & fenced backyard w/ gas BBQ, fire pit & sun loungers - ~300 steps to the beach w/ beach essentials included - Gulf-view decks, Wifi & workspace - Family extras: crib, Pack 'n play, baby gates, kids' books & toys - Pet-friendly ($150/pet) | Free carport parking (3 spaces) | Self check-in

4.94 out of 5 average rating, 18 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 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, 22 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, 24 reviews

Salty Beach Cottage|Pool|Golf Cart for 6| Bikes

Welcome to The Salty Cove in beautiful Port St Joe Florida. Private Luxury home 4 Bedrooms/3 Baths with 2 Primary Suites, sleeps up to 10! Great for families and kids! 2 King Bedrooms 2 Queen Bedrooms 1 Pull Out Couch 6 seater golf cart included Blackstone Grill Huge community pool, playground and endless trails. Pool pavilion and boardwalk Walk 2 Beach, about a short 5 minute stroll! Beach chairs, beach wagon, board games, and high chair/booster seat all included.

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, 116 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, 248 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! :)

4.91 out of 5 average rating, 127 reviews

Golf Cart! E-bikes! Heated Pool! Arcade! FirePit!

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!

5 out of 5 average rating, 49 reviews

Cottage in Port St. Joe

Your Independence Day Beach Weekend Starts Here

Welcome to your Independence Day family getaway in Port St. Joe! This 2BR/2.5BA coastal cottage is near the calm waters of St Joseph Bay, Windmark, St Joe, and Mexico Beaches. The beautiful beaches of Cape San Blas are just minutes away. Enjoy a bright open layout, full kitchen, two porches, plus access to 3 community pools and a hot tub—perfect for relaxing after beach days, kayaking, and family adventures on Florida’s Forgotten Coast.

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, 105 reviews

Barefoot Cottage - Hippies Nest - C57

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 out of 5 average rating, 14 reviews

Gulf View Home with Private Pool

Superhost

5 out of 5 average rating, 3 reviews

Cape San Blas | Pool, Hot Tub & Beach Access

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.

4.98 out of 5 average rating, 42 reviews

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

4.97 out of 5 average rating, 34 reviews

Family Beach Retreat with Golf Cart and Beach Gear

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, 76 reviews

Villa Blanca-Private Pool - Walk to St. Joe Beach

5 out of 5 average rating, 13 reviews

A Twist of Lime

5 out of 5 average rating, 10 reviews

Beach Gear, Floats & Family Fun | Sleeps 10

Apartment rentals with a pool

A spacious living room is highlighted by a light color palette. A comfortable sectional sofa faces a wooden coffee table, while soft lighting emanates from a nearby lamp. Light-filtering curtains frame the sliding glass doors that open to a balcony, enhancing the airy feel.

4.96 out of 5 average rating, 67 reviews

Condo with boat slip

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, 47 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, 118 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.

4.96 out of 5 average rating, 24 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, 11 reviews

Enormous 3/3! Panoramic ocean view! Infinity Game

5 out of 5 average rating, 20 reviews

Smokey's Sunset at Mexico Beach

Superhost

A multi-story condo building is depicted, featuring balconies and large windows. A wooden boardwalk leads to the water, offering a scenic view of the canal and surrounding greenery. The sky is partly cloudy, providing soft natural light.

4.6 out of 5 average rating, 5 reviews

Waterside Condo 309

Other holiday rentals with a pool

4.94 out of 5 average rating, 98 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!

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, 18 reviews

Entire house with In-Law Suite and Golf Cart

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, 62 reviews

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

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.

4.92 out of 5 average rating, 72 reviews

Tipsy Turtle Oceanfront Beach House!

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, 16 reviews

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

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, 15 reviews

The Salty Scallop

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.

4.98 out of 5 average rating, 85 reviews

Bebe’s Beach Cottage

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.