Holiday rentals with a pool in Port St. Joe

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 min from beach! Everything needed for fun & relaxation: Open floorplan, 4 bedroom (2 King) 3 bath, private in-law suite w/ it's own living area, bathroom, kitchenette & bedroom. Game room and GOLF CART! Pickleball equipment provided for the courts just 10 min drive away! Windmark Beach- cart to the Village & enjoy shops and restaurants or resort style community pool. Neighborhood pool at the end of our street. Take your pick between 2 gorgeous beaches both accessible by walking or golf cart

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.

4.98 out of 5 average rating, 57 reviews

The exterior of a two-story home features light green siding, palm trees, and a welcoming front porch. A large driveway allows access to the property. A bright sky enhances the inviting atmosphere of this coastal retreat, while the decorative text encourages travel and booking.

Home in Gulf County

Walk to the Beach, Brand New Luxe Beach House with

Thank you for visiting No Worry Vacations! Welcome to Seaside Serenity in Port St. Joe, Florida. Seaside Serenity: Your Luxury Beach Home Rental in the Windmark North Beach Community. This new, clean luxury designed home with everything you need for a great beach vacation is a short walk to the BEACH(3-5 minutes). The Windmark North community is a quiet place to enjoy the Forgotten Coast. Your stay will include access to the Windmark community town center which is 2miles down the be

An outdoor space is illuminated by warm string lights, featuring a circular pool surrounded by wooden decking. Comfortable seating is arranged nearby, and the sky is filled with soft clouds, creating a serene evening ambiance.

4.76 out of 5 average rating, 42 reviews

New! Cozy Home, Pool & Hot Tub, 200 Steps to Beach

Just 200 steps from the beach, this charming home offers the perfect coastal getaway. Whether your looking to relax by the pool, unwind in the hot tub, or enjoy sand and surf, this is the ideal spot for a memorable stay. Inside, you'll find two cozy bedrooms, each with it own adjoining bathroom for privacy and comfort. The main bedroom features a king bed and a spacious jet tub, perfect for relaxing. The second bedroom offers a twin over queen bunk bed, making it great for families or groups.

4.98 out of 5 average rating, 226 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! :)

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

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.

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.

4.98 out of 5 average rating, 113 reviews

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

**NEW: 10% off discount for 7 or more days** Tidelands at Mexico Beach by StayTheOne is a special find. And you found it! Just opposite the beachfront houses, it is almost beachfront. You will love the amazing Gulf-facing view, Pool & Hot Tub, gorgeous interior, and central walkable location in Mexico Beach. Well-appointed and comfortable, Tidelands is one of the top properties in town. It is on the 2nd floor of The Club at Mexico Beach and is accessible by elevator or stairs.

4.9 out of 5 average rating, 112 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!

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, 53 reviews

Beach 2 Blocks, Resort-Style Pool, 2 Golf Carts

Welcome to Seaside Serenity, where island time is the only time that matters. Nestled on a quiet cul-de-sac, this spacious, professionally designed retreat is perfect for slowing down and soaking up the sun. Just two blocks from the soft white sand, you can stroll to the beach or take the 2 golf carts provided for easy hauling. Lounge by the private heated pool in the large backyard, complete with seating, sunning areas, a grill, and outdoor fans.

A bright blue home is featured, showcasing a spacious garage with a white door. A red golf cart is parked alongside two bicycles—one teal and one cream. Two stand-up paddle boards are secured against the garage, ready for beach adventures.

4.94 out of 5 average rating, 51 reviews

Fall special/4 min bch/glfcrt/htd pool/SUP/bikes

From our door to toes in the sand is a 4 minute walk or 2 minute golf cart ride! No dragging kids and beach gear through the sand. Throw it in the golf cart and you are at the sand in a flash!! We welcome you to one of the most highly reviewed homes in WindMark Beach! Our guests will enjoy a spacious and beautifully decorated home with three outdoor entertaining areas to make lasting memories with friends and family.

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, 127 reviews

Beach home w/ views & pool | steps to the beach

Welcome to your St. Joe Beach escape, where coastal views, easy beach days, and relaxed outdoor living come together. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool available all year, fee applies - Gulf-view decks w/ BBQ & outdoor seating - Fully fenced backyard w/ fire pit - Beach access just 300 steps away - Pet-friendly ($150 per pet, max 2) - Kitchen, beach essentials, family-ready setup

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 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

Two beach chairs are positioned on the shore, facing the ocean as the sun sets on the horizon. A bicycle with a basket rests nearby, and a beach cart is in the foreground. Gentle waves lap at the sandy beach, creating a serene atmosphere.

5 out of 5 average rating, 55 reviews

Heated Pool/Walk to Beach/ Golf Cart/3 King Beds

4.94 out of 5 average rating, 70 reviews

The two-story beach house features a welcoming front porch with multiple chairs, surrounded by well-maintained landscaping. The exterior is painted in light tones, complemented by contrasting dark shutters, creating a modern yet coastal aesthetic.

Home in Gulf County

Steps2Beach•Pool•Pickleball

4.91 out of 5 average rating, 11 reviews

Salty Beach Cottage ~GolfCart for6~Pool~Beach Gear

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, 49 reviews

Bebe’s Beach Cottage

4.84 out of 5 average rating, 43 reviews

A dining area features a round wooden table surrounded by pastel-colored chairs. A chic chandelier hangs overhead, illuminating the space. A blue sideboard offers storage, while a neutral rug adds texture to the wood floor. A coastal-themed artwork and natural accents contribute to the ambiance.

Home in Mexico Beach

That's What Sea Said

5 out of 5 average rating, 11 reviews

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

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

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, 39 reviews

Wonderful 3/3 condo with 2 covered balconies

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)

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, 9 reviews

Smokey's Sunset at Mexico Beach

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

A clear view of a pool surrounded by spacious outdoor areas is presented. The pool is bordered by lounge chairs and framed by a multi-story condominium complex featuring a mix of light and muted colors. Lush palm trees are located in the background under a bright sky.

4.67 out of 5 average rating, 6 reviews

Poolside Condo at Waterside

4.9 out of 5 average rating, 51 reviews

Xmas Tree, Golf Cart, Beach Access, Pool, Hot Tub

Other holiday rentals with a pool

4.91 out of 5 average rating, 11 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 secluded pool on large lot w/firepit

A bright and spacious hallway leads towards a calming waterfront view. The image showcases a light-filled bedroom with elegant furnishings. Below, three smaller images display scenic coastal vistas, sandy beaches, and community amenities, highlighting opportunities for outdoor activities and relaxation.

5 out of 5 average rating, 20 reviews

Coastal Retreat Walk/Bike/Ride 2 Pools & Beach

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.

Townhouse in Cape San Blas

A serene beach scene captures the sun setting over the horizon, casting warm hues across the sky. Gentle waves lap at the shore, where individuals can be seen walking along the sandy beach, creating a tranquil atmosphere.

4.97 out of 5 average rating, 32 reviews

Gated Beach Access - Pool - Pet Friendly

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

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, 73 reviews

HeatedPool/Mins2Beach/GolfCart/FirePit/Beach Equip

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.

5 out of 5 average rating, 15 reviews

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

A modern living area features a comfortable blue sofa alongside two round chairs, set upon a textured area rug. Wall art is displayed above a round coffee table, and a dining area is visible in the background, with natural light filtering through large windows.