Holiday rentals with a pool in Port St. Joe

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, 15 reviews

Walk2Beach&Pools|Family Friendly|4BR|Golf Cart

Minutes to the beach and pool! This new, upscale home is packed with family-friendly perks. This 4BR home sleeps 11 (2 Kings!) and includes everything you need for the perfect getaway! Enjoy a 6-seater golf cart, 4 bikes, 2 pack ’n plays, high chair, kids' dinnerware, board games, beach toys, towels, chairs, and more. Furry friends welcome with dog bed and bowls! Play Cornhole or Connect Four, then relax in spacious bedrooms. Perfect for families, multi-gen trips, and memory-making at the beach.

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, 29 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.

4.97 out of 5 average rating, 32 reviews

Family Beach Retreat with Golf Cart and Beach Gear

🌟🌟NEW OWNER - SPECIAL RATES!!🌟🌟 ⭐ Escape the crowds of 30A, PCB, & Destin ⭐ 0.3 miles to beach access ⭐ Perfect for families, couples, or groups ⭐ 0.7 miles to Windmark Village ⭐ 2 community pools (1 heated Oct–Apr) ⭐ Fully stocked kitchen ⭐ 6-Seat Golf Cart included ⭐ Beach equipment included ⭐ 3.6 miles to Reid Avenue/downtown PSJ ⭐ Bunk room perfect for kids!

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.

4.95 out of 5 average rating, 75 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 to Florida Scallop, Music &Arts. ❤️ 😍

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!

A two-story beach house features a light blue exterior with white trim. The front porch is lined with railings and includes two sets of double doors. Lush landscaping and gravel pathways lead to the entrance, with palm trees flanking the yard.

5 out of 5 average rating, 58 reviews

Cute House on Cape - Walk to Beach - Dog Friendly!

-Cape San Blas -Brand new construction in gulf-side Villa Del Sol -Community boardwalk to the beach (5 minute walk to the sand) -Community pool -Two community pickleball courts -Patio with partial views of gulf & bay -Open floor plan -Beautifully decorated -Stocked kitchen -High speed internet with WIFI -Roku TVs (BYO passwords) -Wagon with beach chairs, umbrella & towels -Weber charcoal grill NOTE: As Villa Del Sol is a new community, there is some construction in the neighborhood.

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.

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, 134 reviews

4BD Beach Retreat w/ PVT Pool & Views from Decks

Welcome to your Gulf Coast beach house - steps from the shore with gulf-view decks, a private saltwater pool & a fire pit for easy coastal living. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private saltwater pool (open 24/7; heated Oct-Mar - fee applies) & fenced backyard w/ fire pit & gas BBQ ~300 steps to the beach w/ beach essentials - 75" HDTV, Wifi & family extras: crib, Pack 'n play - Free carport parking (3 spaces) & self check-in via keypad - Pet-friendly ($150 per pet)

4.97 out of 5 average rating, 245 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! :)

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.

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, 70 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

Popular amenities for Port St. Joe rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.99 out of 5 average rating, 73 reviews

WindMark Beach • Golf Cart • Sleeps 12 • Pet Frien

5 out of 5 average rating, 6 reviews

Kiwi Sands

5 out of 5 average rating, 7 reviews

Ocean & Pine | Golf Cart + Pools + May Discounted

5 out of 5 average rating, 40 reviews

Seaside Serenity| Private Pool| Ocean Views| 5 BRs

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.

4.97 out of 5 average rating, 37 reviews

How very Swank

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, 79 reviews

Bebe’s Beach Cottage

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.

4.96 out of 5 average rating, 47 reviews

Heated Pool Southern Mermaid Cottage Pet Friendly

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.

4.86 out of 5 average rating, 36 reviews

Private Pool & Beach Access w/ Balcony Fire Pit

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, 45 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, 19 reviews

2/2 Waterfront Condo with pool and hot tub

5 out of 5 average rating, 19 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

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.

4.95 out of 5 average rating, 20 reviews

Beach, Breeze, Balcony Dreams

Other holiday rentals with a pool

4.96 out of 5 average rating, 46 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, Heated Pool, Elevator, New Beach!

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

Holiday home in Port St. Joe

An open living space is presented, featuring a spacious sectional sofa with a yellow accent pillow, a flat-screen TV mounted on a wall, and a dining area with a table and white chairs. Light streams in through large windows, illuminating the kitchen with modern appliances.

4.98 out of 5 average rating, 46 reviews

AfterDune Delight

5 out of 5 average rating, 14 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, 11 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, 19 reviews

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

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, 12 reviews

The Salty Scallop