Vacation 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, 32 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.

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.

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.

4.75 out of 5 average rating, 68 reviews

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.

4.94 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!

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, 59 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, 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.

4.71 out of 5 average rating, 7 reviews

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.

4.97 out of 5 average rating, 247 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! :)

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.

4.96 out of 5 average rating, 135 reviews

Coastal Escape w/ Private Pool & Gulf-Views

Welcome to your St. Joe Beach Gulf Coast retreat - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private saltwater pool (open 24/7, year-round; heated Oct-Mar - fee applies) & fenced backyard w/ gas BBQ & fire pit - ~300 steps to the beach w/ beach essentials included - Gulf-view decks, 75" HDTV, Wifi & family extras: crib, Pack 'n play & baby gates - Free carport parking (3 spaces) & self check-in via keypad - Pet-friendly ($150 per pet)

5 out of 5 average rating, 47 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.

5 out of 5 average rating, 32 reviews

Private LUX Oasis | Pool, Game Room, Dog Friendly

★ HUGE {heated w/fee} Private Pool ★ 1 (easy) block to the beach ★ Loaded Game Room (Pac-Man, X-Men, NBA Jam) + Shuffleboard + 65in TV ★ Dog Friendly (up to 2 w/pet fee) ★ Screened Lanai overlooking pool w/NEW 65in TV ★ Private fenced backyard ★ Fully Stocked Coffee Bar ★ Tons of beach essentials included! (chairs, umbrella, beach cart, beach towels) ★ Boat + RV Parking onsite

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures a private heated pool, surrounded by lounge chairs and palm trees. An outdoor patio area features a putting green and an umbrella for shade. The spacious backyard is fully fenced, providing a serene escape in a peaceful neighborhood.

5 out of 5 average rating, 38 reviews

Beach Getaway! Private Heated Pool, Golf Cart

5 out of 5 average rating, 13 reviews

Private pool/2 min walk/bunk room/lg living area

5 out of 5 average rating, 11 reviews

A Twist of Lime

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

4.91 out of 5 average rating, 127 reviews

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

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 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, 84 reviews

Bebe’s Beach Cottage

A private pool is framed by a well-maintained courtyard, featuring lush greenery and a smooth stone pathway. Palm trees provide shade around the pool area, which is designed for relaxation. A blue lounge chair is positioned beside the water for comfortable seating.

4.86 out of 5 average rating, 36 reviews

Private Pool & Beach Access w/ Balcony Fire Pit

Condo 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, 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, 21 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

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 vacation rentals with a pool

4.94 out of 5 average rating, 97 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!

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

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, 74 reviews

WindMark Beach • Golf Cart • Sleeps 12 • Pet Frien

4.99 out of 5 average rating, 72 reviews

Walk 2 Beach, Pool, Golf Cart and Bikes

5 out of 5 average rating, 9 reviews

Beach Gear, Floats & Family Fun | Sleeps 10

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 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, 14 reviews

The Salty Scallop

A private pool is surrounded by a brick patio, featuring clear blue water. Beach chairs are arranged nearby, and a screened porch is visible above the pool area, providing shaded space. The surrounding fence ensures safety while creating an enclosed atmosphere.