Holiday rentals with a pool in Port St. Joe

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Top-rated rentals with a pool in Port St. Joe

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
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
4.95 out of 5 average rating, 62 reviews

Experience Paradise - Oceanview Villa w/ HotTub, Shuffleboard, Bikes, Beach Access, Heated Community Pool

Are you looking for a luxury beach vacation for the family? Look no further! This 4 bedroom, 3.5 bath Oceanview villa is the perfect vacation home with 2 master suites, 2 livings rooms, a private hot tub and shuffleboard court. Plus it's just steps away from a heated community pool and has easy beach access just a 10 min walk away (bikes and public parking also available!). Enjoy biking around Windmark Beach or relax in your own private hot tub - it's all here! Your Oceanview Villa is: - 4 bed/3.5 bath - Sleeps up to 12 - 600' to Gulf - 1000' to community pool. This pool is very private so you're not fighting a crowd! - 3 large balconies - views, relax, dine, lounge - Quiet community, relaxing, peaceful, room to spread out At the house: - Hot Tub - Full-Size shuffleboard court - Beach chairs, towels, umbrella - Bikes (x6)

Top guest favourite
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.
Home in Port St. Joe
4.97 out of 5 average rating, 32 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.

Guest favourite
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.
Home in Port St. Joe
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.

Top guest favourite
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.
Home in Port St. Joe
4.98 out of 5 average rating, 51 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.

Top guest favourite
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.
Home in Port St. Joe
5 out of 5 average rating, 59 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.

Guest favourite
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.
Home in Port St. Joe
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.

Guest favourite
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.
Home in Port St. Joe
5 out of 5 average rating, 18 reviews

Slack Tide

Don’t miss the most spectacular sunsets on the Forgotten Coast. Our charming 4 BR, 2 Bath house is beautifully decorated and sleeps up to 11 people just a golf cart ride away from downtown Windmark and the beach. This house comes with bedrooms that have plenty of space for your personal items, a fully equipped kitchen, WiFi, access to Windmark’s pool and it’s downtown features. We hope it doesn’t happen, but in case there’s rain, we got the games! Golf cart included!

Top guest favourite
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
4.97 out of 5 average rating, 247 reviews

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! :)

Top guest favourite
Cottage in Port St. Joe
5 out of 5 average rating, 47 reviews

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.

Top guest favourite
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.
Home in Port St. Joe
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)

Guest favourite
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.
Home in Port St. Joe
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!

Top guest favourite
Home in Port St. Joe
4.95 out of 5 average rating, 19 reviews

Sandals by the Beach

Professionally decorated, peaceful and inviting 3 bed/ 2 bath villa with two car garage. Patio backs up to green space instead of a neighbor or busy street, and is just steps away from the pool. Pickleball court on the property. Beach, shopping and restaurants all within close proximity. Quiet location away from the busier streets surrounding the development.

Popular amenities for Port St. Joe rentals with a pool

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Avg. price€155€164€210€178€199€256€270€187€169€167€157€159
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Quick stats about holiday rentals with a pool in Port St. Joe

  • Total holiday rentals

    Explore 280 holiday rentals in Port St. Joe

  • Nightly prices starting at

    Port St. Joe holiday rentals start at €87 per night before taxes and fees

  • Verified guest reviews

    Over 4,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    270 of Port St. Joe holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Port St. Joe rentals

  • 4.9 Average rating

    Port St. Joe stays are highly rated by guests – averaging 4.9 out of 5!

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