Holiday rentals with a pool in Port St. Joe

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& Art.🏊‍♂️🏄‍♀️

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.

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.

4.73 out of 5 average rating, 49 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.

4.97 out of 5 average rating, 236 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, 111 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!

4.9 out of 5 average rating, 119 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 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, 129 reviews

Charming 4BR Retreat w/ PVT Pool & Views

Welcome to your coastal retreat- a relaxing beach home steps from the Gulf, perfect for families & small groups seeking seaside days filled with peace and relaxation. - 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 just 300 steps away + beach essentials - Pet-friendly

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, 65 reviews

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

✨ A Pink Door Vacay Signature Stay ✨ -Welcome to Villa Blanca, a chic beach retreat with soaring 26’ ceilings and breezy coastal design. -Enjoy a private, separately gated pool made for relaxation and fun. -Nestled along the tranquil shores of St. Joe Beach, just 1 block from the Emerald Coast. -This one-of-a-kind home sits on 14’ stilts with expansive outdoor living. -Pup friendly - 2 pups <30 lbs

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, 66 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 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, 52 reviews

Twin Gables, Private Pool & Pet Friendly

Escape to Twin Gables, a luxurious bayfront retreat on 2.5 private acres in Cape San Blas. This single-level home offers panoramic bay views, a private pool with swim jets, and sleeps up to 4 adults and 2 children. Enjoy stunning sunrises from the screened porch, and relax in 'Old Florida' tranquility. Perfect for a serene family getaway, with charming towns just a short drive away.

Townhouse in Mexico Beach

An open-concept kitchen features white cabinets and quartz countertops. A central island with bar seating complements the dining area, which includes a table for six. Natural light floods the space through large windows, creating a bright and airy atmosphere.

4.97 out of 5 average rating, 70 reviews

Golf Cart, Grill, Pool, Ocean Side, Beach Gear

Welcome to Gone Coastal managed by Vacation With Us! -COMPLIMENTARY 4 Seater LSV (Reservation Required, Color-Make Vary) - 3-minute walk down to the beach, beach towels - across the street from the Mexico Beach Marina store & Shell Shack - Community pool, steps from brand new back deck - Toy closet (4 beach chairs, 2 umbrellas, various kids' water & sand toys)

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House 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 home with secluded pool on large lot

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.

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

2 Blks 2 Beach, Pool Heat, Hot Tub, 5BR, 2 Carts

The exterior view of the townhome showcases a multi-level structure with a covered screened porch and multiple stairways. Lush greenery surrounds the area, and palm trees provide a tropical feel. The porch is accessible from the ground level, emphasizing outdoor living space.

5 out of 5 average rating, 5 reviews

Prince Oswald’s Beach Retreat

A three-story beachfront house is showcased with a modern design. The structure features several covered decks with screened areas for outdoor enjoyment. Below, a private pool is fenced for safety, surrounded by lush landscaping and sandy pathways leading to the beach.

5 out of 5 average rating, 20 reviews

5 Bedroom Beachfront Home with Heated Pool

4.84 out of 5 average rating, 44 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

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, 16 reviews

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

A golf cart is parked in front of a modern beach house, with a spacious entryway leading inside. Bright sunlight fills the living area, highlighting comfortable seating and a large television. An inviting outdoor pool area is visible, surrounded by palm trees and lounge chairs.

5 out of 5 average rating, 36 reviews

Coastal - HeatedPool| GolfCart| MinsBeach| FirePit

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.

4.95 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

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, 113 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.

4.93 out of 5 average rating, 14 reviews

2/2 Waterfront Condo with pool and hot tub

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 dining table is set for two on the spacious balcony, featuring blue plates and glasses alongside a sparkling wine bottle. The ocean stretches in the background under a partly cloudy sky, offering a serene view of the beach.

4.95 out of 5 average rating, 21 reviews

Unbeatable ocean view from enormous balcony!HUGE 2

5 out of 5 average rating, 13 reviews

Smokey's Sunset at Mexico Beach

Other holiday rentals with a pool

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

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, 50 reviews

A Thoughtfully Designed Family Retreat in PSJ

A charming cottage with a vibrant green exterior is elevated on stilts, surrounded by a spacious lawn. A private cowboy pool is visible alongside a seating area. Large windows reflect sunset hues, enhancing the inviting ambiance of this outdoor space.

5 out of 5 average rating, 11 reviews

Ocean-View Coastal Escape | Pool | Pet Friendly

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.

4.91 out of 5 average rating, 68 reviews

Tipsy Turtle Oceanfront Beach House!

4.98 out of 5 average rating, 50 reviews

A cheerful yellow cottage with a gabled roof is featured, surrounded by a well-maintained yard. Two wooden chairs are positioned on the porch beneath white pillars. The entrance is marked with a welcoming sign, and nearby palm trees are visible against a clear blue sky.

Home in Mexico Beach

Pet Friendly Yellow 2bed/2bath cottage w/ pool

5 out of 5 average rating, 11 reviews

A vibrant red home with a welcoming front porch is displayed, flanked by light blue and gray houses. A spacious driveway leads to a wooden garage door, while landscaping adds a touch of greenery to the pathway.

Home in Mexico Beach

Mexico Beach home, steps to beach + Pool & Dock

A contemporary beach home is featured with elegant design elements, showcasing a light exterior and palm trees in the foreground. A serene sunset illuminates the sky over water. A comfortable bedroom with a patterned accent wall is presented, alongside a resort-style pool area that invites relaxation.

4.88 out of 5 average rating, 48 reviews

Private hot tub| Golf Cart