Holiday 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, 31 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.

5 out of 5 average rating, 17 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, 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.

4.97 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! :)

4.9 out of 5 average rating, 126 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!

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.

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, all year; heated Oct-Mar - fee applies) & fenced backyard w/ gas BBQ & fire pit - ~300 steps to the beach w/ beach essentials included - 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, 32 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 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, 75 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

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, 56 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

Superhost

5 out of 5 average rating, 3 reviews

Simple Pleasures w/private pool, pet friendly!

5 out of 5 average rating, 7 reviews

Kiwi Sands

4.97 out of 5 average rating, 32 reviews

Family Beach Retreat with Golf Cart and Beach Gear

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.

4.95 out of 5 average rating, 59 reviews

Twin Gables, Private Pool & Pet Friendly

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, 82 reviews

Bebe’s Beach Cottage

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, 18 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, 33 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.

4.94 out of 5 average rating, 18 reviews

Gulfside+North End+Private Pool-Heat Opt.+Hot Tub

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, 65 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, 46 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, 20 reviews

2/2 Waterfront Condo with pool and hot tub

5 out of 5 average rating, 20 reviews

Smokey's Sunset at Mexico Beach

Superhost

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, 22 reviews

Unbeatable ocean view from enormous balcony!HUGE 2

Superhost

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 holiday rentals with a pool

4.99 out of 5 average rating, 71 reviews

Walk 2 Beach, Pool, Golf Cart and Bikes

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.

4.97 out of 5 average rating, 60 reviews

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

5 out of 5 average rating, 15 reviews

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.

Home in Mexico Beach

Stay Salty, Sleep Luxe | Pool | 3 Kings

5 out of 5 average rating, 13 reviews

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

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, 20 reviews

New 4BR|2 Kitchens|Golf Cart|Walk to Bay/Pools

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 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

A sunset casts warm orange and yellow hues across the sky, as silhouettes of palm trees frame the scene. The ocean is visible in the background, with a calming horizon meeting the water's edge.