Holiday rentals with a pool in Port St. Joe

Gated w/pool & hot tub near beaches!

Enjoy all the Forgotten Coast has to offer from this centrally-located beach house! Located in the tranquil Barefoot Cottages complex; this updated home is less than a 5-minute drive to miles of white sandy beaches along the Gulf of Mexico and a short drive to Cape San Blas! Your beach home is conveniently-located close to restaurants, shops, beaches and downtown Port St. Joe! The community amenities include two pools, a hot tub and grilling areas that are sure to make your stay an enjoyable one

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 BR Beach House | Golf Cart + Hot Tub + Fire Pit

Sandy Bottom at WindMark Beach offers easy, elevated beach living with a private hot tub, fire pit , and outdoor dining + grill. Just a quick golf cart ride to the beach and village. Golf cart with cooler + cargo attachment, beach gear & bikes included. Relax on the front porch daybed lounger or enjoy climate-controlled garage hangout. Fully stocked kitchen, on-site EV charger, & all the essentials thoughtfully provided. Because the best days end with sandy bottoms and time well spent together.

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.

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!

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 BD Retreat w/Pool & Gulf-View Decks

A Shore Delight is a 4BD Beach Retreat w/ Private Pool & Gulf-Views From Both Decks - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private pool (open 24/7, year-round; heated Oct-Mar - fee applies) & fenced backyard w/ gas BBQ, fire pit & sun loungers - 300 steps to the beach w/ beach essentials included - Gulf-view decks, Wifi & workspace - Family extras: Pack 'n play, baby gates, kids' books & toys - Pet-friendly ($150/pet) | Free carport parking (3 spaces) | Self check-in

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! :)

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.

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.

Oceanfront Gem | 2 Kings| Pool| Pup Friendly

★ Oceanfront Paradise (40 feet from door to sand) ★ Private Cowboy Pool + Fenced Backyard ★ Outdoor bed swing with Ocean Views + 65in TV ★ Dog Friendly (up to 2 w/pet fee) ★ LUX Primary Suite with Ocean Views ★ Fully Stocked Gourmet Kitchen ★ Coffee Bar ★ Tons of beach essentials included! (chairs, umbrella, beach cart, beach towels)

The Chartroom

Luxury 4BR/3BA bayfront home beside the St. Joe Marina. Sleeps 10 with a king suite, two queen rooms, and a twin room. Enjoy the community pool, small sandy beach, and stunning bay sunsets. Walk to downtown Port St. Joe, shops, restaurants, and the lighthouse. Short drive to St. Joe Beach, Cape San Blas, and Indian Pass.