Holiday rentals with a pool in Port St. Joe

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.

4.98 out of 5 average rating, 65 reviews

Escape the cold. 4BR/3BA l In-Law Suite l 2 Pools

- 4 bedrooms, 3 bathrooms. - Six-person golf cart included. - In-law suite with separate bedroom, living area, kitchen and laundry. Ideal for families or large groups. - 5 min walk and quick ride on the golf cart to the beach. - NEW WindMark North pool 100 yards away! - We love pets! We do charge a fee for your furry little friends. - Short ride to the main resort-style pool and WindMark Beach Town Center with dining, bar, shopping and entertainment. - Beach amenities available for use. - Arcade

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.

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, 62 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

Superhost

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, 45 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.

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, 37 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.

4.98 out of 5 average rating, 229 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! :)

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, 68 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 & Art!.!

Superhost

5 out of 5 average rating, 3 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 collage showcases stunning aspects of Le Bleu Bébé. The upper left features community pools surrounded by palm trees. The upper right highlights a modern living area with light furnishings. The lower left displays a 6-seater golf cart near bikes, while the lower right captures the serene sandy beach.

5 out of 5 average rating, 18 reviews

New 5BR Coastal Retreat w/Beach Access/Pools/GCart

✨Experience a 5-bedroom retreat designed for comfort, fun, and connection. 🌟 What you’ll love: ✔ 6-seater Golf Cart included free of charge*! Save hundreds in rental costs! ✔ Single story home; NO STAIRS! ✔ Sleeps 12 adults + 3 children ✔ 2 Community Resort Style Pools (1 heated Oct-Apr) ✔ Arcade games, Ping Pong, Shuffleboard, Cornhole ✔ 5 TVs ✔ Smokeless Firepit with Adirondack chairs ✔ Fast Wi-Fi 💫 Book now and make memories that last. Weekly and Monthly discounts available!

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

Beach House W/ Private Pool & Ocean Views

Welcome to your relaxing coastal getaway just steps from the sand - perfect for families, friends & beach lovers seeking comfort & gulf views! Enjoy laid-back spaces, year-round outdoor perks & room for everyone to unwind: - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct–Mar-Additional Fee) - Gulf-view decks, fire pit & beach access - Kitchen, dining area & outdoor shower - Beach essentials & family-friendly setup - Pet-friendly ($150 per pet, max 2)

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, 108 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!

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

Welcome to Southern Mermaid Cottage! Located in the laid back town of Port St Joe just 800 ft from the beach, this is the perfect retreat from day to day life. Come stay with us and unplug without compromising modern amenities and comfort. Top of the line kitchenware, indoor and outdoor dining, fenced-in yard with large heated pool, grill and sitting area, beach gear, bikes, outdoor shower and more, this property will make your next vacation a memorable one.

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wi-Fi

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

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

5 out of 5 average rating, 95 reviews

A colorful two-story house with red siding features a garage with wooden doors. The front porch is accented with white railings. Palm trees frame the image under a clear blue sky, offering a welcoming seaside atmosphere.

Home in Mexico Beach

Snowbird Rates | Hot Tub | Foosball | Dog Friendly

4.98 out of 5 average rating, 62 reviews

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

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, 74 reviews

HeatedPool/Mins2Beach/GolfCart/FirePit/Beach Equip

A spacious living area features large windows that provide abundant natural light and stunning bay views. The room is furnished with comfortable seating, a decorative fireplace, and coastal-themed décor, inviting relaxation and connection with the outdoor surroundings.

4.94 out of 5 average rating, 51 reviews

Bay Front with Pool & Dog Friendly Cape San Blas

A golf cart is parked in a driveway, featuring two comfortable seats and a sleek black exterior. The setting includes a palm tree and the exterior of a home, showcasing a well-maintained landscape and a two-car garage in the background.

5 out of 5 average rating, 15 reviews

Golf cart|walk to beach|beach gear|fenced

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, 8 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, 40 reviews

Wonderful 3/3 condo with 2 covered balconies

Superhost

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.

Condo in Port St. Joe

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

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

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

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.

4.93 out of 5 average rating, 14 reviews

2/2 Waterfront Condo with pool and hot tub

5 out of 5 average rating, 11 reviews

Smokey's Sunset at Mexico Beach

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

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, 19 reviews

Sunset Beach House perfect for family vacation.

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, 99 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, 32 reviews

Golf Cart+EV Charger POOL Sandpiper by the Sea

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

A six-seater golf cart is parked beside a row of bicycles with a sleek blue design. The garage area features a light-colored exterior, contributing to the overall beachy vibe of the property.

4.98 out of 5 average rating, 50 reviews

Pup‑approved, beach gear+golf cart *Snow Birds*

Townhouse in Mexico Beach

4.97 out of 5 average rating, 70 reviews

Xmas Tree,Golf Cart, Steps from the Beach & Marina

4.92 out of 5 average rating, 12 reviews

Salty Beach Cottage ~GolfCart for6~Pool~Beach Gear

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.