Holiday rentals with a pool in Port St. Joe

4.86 out of 5 average rating, 29 reviews

Bayfront | Heated Pool | 100% Private Beach | Dog

NEW! Just added HEATED POOL to the property! Enjoy a refreshing dip just steps from your door - perfect for relaxing after a day at the beach or soaking up the sun right at home. Welcome to Happy Ours Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes - a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers mus

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, 21 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 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, 70 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 and 🎨 🖼

Superhost

New place to stay

A Twist of Lime

Clean & colorfully styled coastal retreat features 3 bedrooms & 2.5 baths, with bedrooms located upstairs for privacy & quiet separation from the main living space. The home sleeps up to 9 guests, making it a perfect getaway for anyone looking to enjoy Florida’s Forgotten Coast. Outside, enjoy the desirable WindMark Community & access to 2 separate pools, bike trail & private golf cart path. The home is located less than 2 mins from the beach & includes use of a 4-seater golf cart if desired.

5 out of 5 average rating, 10 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, 21 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.

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, 113 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, 240 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! :)

4.99 out of 5 average rating, 69 reviews

Walk to beach, 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

5 out of 5 average rating, 28 reviews

LUX Beach Retreat | 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

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.

4.97 out of 5 average rating, 74 reviews

Bebe’s Beach Cottage

Bebe’s Beach Cottage is a 3 bedroom/3.5 bath beach home and a beachgoers dream . Our beautiful beach cottage is perfectly nestled close to the pristine shoreline of Windmark Beach and about a mile from beautiful St. Joe Beach. This cozy retreat offers the ideal blend of comfort and seaside serenity, making it the perfect getaway for families, couples, or friends seeking a peaceful escape.

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.

4.9 out of 5 average rating, 51 reviews

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

Enjoy luxury lodging at The Captain’s Quarters cottage located in the epicenter of the Marina District w/pool. Conveniently located next to Port St Joe’s Haughty Heron and adjacent to Point South Marina and only a 2 block walk to the shops and local eateries on Reid Avenue in Downtown Port St Joe’s Historic District. Whether traveling by land or sea, this cottage is the place to be!

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, 103 reviews

Barefoot Cottage - Hippies Nest - C57

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.

4.97 out of 5 average rating, 37 reviews

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

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, 54 reviews

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

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, 67 reviews

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

The exterior of a spacious beach house features a wide driveway leading to a covered entrance. Palm trees surround the front yard, and a golf cart alongside several bicycles are parked in front, emphasizing outdoor leisure and accessibility.

4.98 out of 5 average rating, 53 reviews

A Thoughtfully Designed Family Retreat in PSJ

The seaside cottage features a modern design with a light-colored exterior and a metal roof. Large windows allow for ample natural light, while a balcony extends from the second floor. A landscaped yard surrounds the home, and a sunset paints the sky in warm hues.

5 out of 5 average rating, 7 reviews

Salt Therapy | Modern 1BR Near State Park & Beach

A modern beach home exterior features a vibrant yellow facade and a two-car garage. Palm trees and low landscaping enhance the entrance, while the driveway provides ample space for parking. A clear sky hints at an inviting atmosphere for vacationers.

4.92 out of 5 average rating, 24 reviews

Home w/ 2 Master Suites (golf cart included)

A private outdoor oasis is showcased with a spacious pool and patio area. The pool features a built-in waterfall and is surrounded by lounge chairs. A pavilion with television offers shaded seating. Green grass lines the perimeter, enhancing the tropical atmosphere.

5 out of 5 average rating, 9 reviews

Shellfish Cottage 3BD, pool, outdoor kitchen!

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, 43 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, 116 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, 30 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.

4.94 out of 5 average rating, 17 reviews

2/2 Waterfront Condo with pool and hot tub

5 out of 5 average rating, 16 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.

4.73 out of 5 average rating, 52 reviews

Perfect Ocean Views-Pool-Sauna Free Breakfast

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, 16 reviews

Beach, Breeze, Balcony Dreams

Superhost

Condo in Port St. Joe

4.71 out of 5 average rating, 7 reviews

Too Easy - Gulf-Front with Community Beach & Pool

Other holiday rentals with a pool

A charming exterior view of the house is highlighted by the lush green lawn and palm trees, set against a vibrant sunset sky. The driveway leads to a garage, with a window suggesting warm light inside, indicating a welcoming atmosphere.

5 out of 5 average rating, 20 reviews

Sunset Beach House perfect for family vacation.

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

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, 11 reviews

The Salty Scallop

Townhouse in Port St. Joe

A panoramic view captures a vibrant sunset over the serene Gulf waters, with hues of orange, pink, and purple blending into the sky. Soft waves lap against the sandy beach, where silhouettes of people can be seen enjoying the evening. A wooden fence borders the foreground, adding a rustic touch.

4.96 out of 5 average rating, 56 reviews

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

A spacious living area features a comfortable sectional sofa with decorative pillows. A large area rug adds color to the warm-toned wood flooring. A console table holds a lamp, while a kitchen area is visible in the background, highlighting the open-floor plan.

5 out of 5 average rating, 17 reviews

Slack Tide

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.

5 out of 5 average rating, 28 reviews

Windmark beach house with MIL suite/ Golf cart

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, 17 reviews

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

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.