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, 78 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.

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, 17 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, 64 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

An aerial view of the gulf front beach home reveals three neighboring structures amidst lush palm trees. The private beach extends along the shoreline, showcasing calm turquoise waters. The inviting exterior features a light-colored façade and expansive decks, emphasizing the home's proximity to the water.

4.86 out of 5 average rating, 81 reviews

Stunning Beach Front-Private Heated Pool & Beach

This 4000 sq-ft stunning, gulf front beach home is located in the quaint, coastal beach town of Port St Joe. Your own private beach, spectacular water views from all 3 floors and a private heated pool create the ultimate space for relaxation and enjoying family. This ultra spacious, stylish home sleeps 16. All bedrooms have king sized beds (2 have bunks for kiddos as well), en-suite bathrooms. It features a large open floor plan for kitchen/living/dining area. It is 1 mile to Mexico Beach

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, 9 reviews

The Salty Scallop

The Salty Scallop- a new bay-front home in Windmark Beach! Sunrises off the back decks Sunsets off the front decks 4 bedrooms (1 king, 3 queens) 4 bed bunk area with full sleeper couch (comfortable for 5 adults/up to 7 children) Water & marsh views Community beach & fishing pier Resort style community pool 3 separate dining areas- indoor and out Stocked beach closet Fire-pit overlooking the marsh Golf cart & bike friendly community *Price includes 5% Gulf County Tourism Tax

A well-maintained property is showcased, featuring a modern exterior with palm trees lining the entrance. A six-seater golf cart is parked in the driveway, equipped with two paddleboards secured on top. The evening sky radiates with purple and orange hues.

5 out of 5 average rating, 38 reviews

4bed/3bath l In-Law Ste l Golf Cart l Resort Pool

Welcome to Boardwalk Bungalow in Windmark! Everything you need for a fun, relaxing stay: a screened in back porch, an open main living/dining room, four luxurious bedrooms, three fully stocked bathrooms, a private in-law suite featuring a king size bedroom, bathroom, separate living room and full sized kitchen and 6 seater golf cart! Boardwalk Bungalow is a 5 minute golf cart ride to the resort-style pool or any of the 10 beach access boardwalks which feature convenient golf cart parking.

4.97 out of 5 average rating, 230 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 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, 109 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!

4.91 out of 5 average rating, 116 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!

4.98 out of 5 average rating, 63 reviews

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

⭐️ Community HEATED pool ⭐️ Heated October thru April ⭐️ Sleeps 10 ⭐️ Bunk Room with 4 twin beds ⭐️ Screened In patio w/ seating ⭐️ 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 ⭐️ 5 Smart TV's ⭐️ Washer and dryer ⭐️ Keyless entry ⭐️ Wifi ⭐️ 2 parking spaces ⭐️ Community fitness center - day pass available for purchase

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.

5 out of 5 average rating, 15 reviews

North End Beauty-Gulf Side | Private Pool+Hot Tub

Ready to giddy up and make some fantastic beach memories? Saddle up and ride on over to your dream vacation home on the stunning north end of Cape San Blas! The Beach Cowboy is a brand new, beautifully designed beach house is ready to be your perfect getaway. With 4 spacious bedrooms and 4 luxurious baths, it comfortably accommodates families and groups-comfort, style, and fun. Check out our brand new luxurious pool with tanning ledge and hot tub!

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, 128 reviews

Spacious 4BD Beach Home w/ Private Fenced in Pool

Welcome to your coastal retreat in Port St. Joe - a relaxing beach escape with gulf views & easy outdoor living. Enjoy space to unwind just steps from the sand. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar-fee applies) - Gulf-view decks w/ BBQ & outdoor seating - Fully fenced backyard w/ fire pit - Beach access nearby & beach essentials - Pet-friendly

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 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, 9 reviews

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

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

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

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

The outdoor space features a heated pool surrounded by palm trees, with a bright yellow dining set and several lounge chairs positioned for relaxation. A wooden shed is visible in the background, and a tall fence provides privacy.

4.94 out of 5 average rating, 31 reviews

Heated Pool, Sauna, 2 Blocks to Beach, Game Room

4.94 out of 5 average rating, 16 reviews

2mn2Beach|Pool|2 Golf Carts|Game Room

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.

4.92 out of 5 average rating, 12 reviews

Coastal Retreat+Walk to Beach+Pool+GolfCart+Arcade

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, 41 reviews

Heated Pool Southern Mermaid Cottage Pet Friendly

The two-story beach home features a light-colored exterior with a green metal roof. Spacious balconies wrap around the upper level, providing views of the surrounding area. A private heated pool is visible in the backyard, surrounded by a serene landscape.

4.67 out of 5 average rating, 54 reviews

One row from Ocean w/ Heated Pool!

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.

4.95 out of 5 average rating, 64 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, 40 reviews

Wonderful 3/3 condo with 2 covered balconies

Apartment in Port St. Joe

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.

4.75 out of 5 average rating, 16 reviews

Bay Front! Game Table+Resort Amenities

A covered balcony offers a cozy seating area with ocean views. Two chairs and a small table complement a comfortable sofa adorned with accent pillows. A bright piece of wall art adds a splash of color, while the shimmering Gulf is visible in the distance.

4.98 out of 5 average rating, 113 reviews

Best Balcony: Sweeping Gulf View, Sunset! Pool & H

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, 13 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

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

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

Spring Break Retreat | Pools • Beach • Bunks

5 out of 5 average rating, 10 reviews

A newly constructed home is illuminated by soft exterior lights at dusk. The welcoming front porch features comfortable seating. Lush landscaping and a stone pathway lead to the entrance, enhancing the inviting appearance of the property.

Home in Mexico Beach

Watershed Cottage! New home w/custom amenities!

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

Holiday home in Port St. Joe

A collage displays various aspects of Seagrove Way at Windmark Beach. Scenic views of the sparkling pools and beaches are highlighted alongside the spacious seating area featuring a sectional sofa. Additional images reveal inviting bedrooms and coastal surroundings, emphasizing accessibility to outdoor leisure.

4.89 out of 5 average rating, 44 reviews

Walk to resort pool & Beach!

A two-story beach house with multiple decks is shown against a colorful sunset sky. Staircases provide access to the upper level, while a private pool and seating area are visible below. The fenced yard and nearby palm trees create a peaceful outdoor environment.

5 out of 5 average rating, 35 reviews

Shoreline Sanctuary w/ Private Pool + Ocean Views

5 out of 5 average rating, 4 reviews

Sunset | Golf Cart | Walk to Beach | Pool | Bikes