Holiday rentals with a pool in Port St. Joe

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.

Location · Value · Access

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip

⭐️Luxury 4-bedroom Beach Home ⭐️ Sleeps 12 in Windmark Beach ⭐️ Heated Pool Oct 1-Apr 30 ⭐️ 6 Seat Golf Cart ⭐️ Steps to Beach Access ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf. You can walk to the beach in mins from the home to swim in the warm waters of the gulf or relax in the sun.Take a golf cart cruise to the nearby Village Center to grab a bite to eat.End your day relaxing in the screened-in porches or fire pit outdoor space.

Location · Value · Checkout

Stunning Beach Front-Private Heated Pool & Beach

This 4000 sq-ft stunning, gulf front beach home is located in the quaint, coastal beach town of Port St Joe. Your own private beach, spectacular water views from all 3 floors and a private heated pool create the ultimate space for relaxation and enjoying family. This ultra spacious, stylish home sleeps 16. All bedrooms have king sized beds (2 have bunks for kiddos as well), en-suite bathrooms. It features a large open floor plan for kitchen/living/dining area. It is 1 mile to Mexico Beach

Location · Family · Checkout

The Bay Shack 4BR + MIL Suite, Port St. Joe

Welcome to The Bay Shack in Windmark Beach— your coastal retreat in Port St. Joe, Florida, situated on the St. Joseph Bay and minutes to Mexico Beach and Cape San Blas. This spacious 4-bed, 3-bath home includes a 3BR/2BA main house plus a private 1BR/1BA mother-in-law suite with its own entrance, ideal for multi-generation families or couples traveling together. Unwind after a beach day on the covered porch, cook fresh local seafood in the fully equipped kitchen, and catch stunning sunsets.

Family · Location · Beach

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

Family · Value · Comfort

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.

Family · Location · Walkability

Arcade, Golf Cart, Bikes, 2 Kitchens plus more

Experience laid-back coastal living in this bright and spacious 4-BR, 3-BA home in WindMark Beach. Enjoy free parking, beach gear, and a 6-seater golf cart for easy getting around. The home comfortably sleeps up to 10 guests and features a private in-law suite with its own kitchen, two separate living areas, and a fun arcade space. Located minutes from the beach and WindMark Town Center’s dining, pool, and entertainment, with quick access to Port St. Joe and Cape San Blas.

Location · Family · Beach

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! :)

Family · Value · Amenities

A Shore Delight-Beach Retreat•Pool and Gulf Views

Your Gulf-view retreat in Port St. Joe! - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (open 24hrs year-round; heating Oct-Mar, fee applies) & outdoor shower - Gulf-view decks w/ gas BBQ grill & fire pit in fully fenced backyard - Beach access 300 steps away w/ beach essentials (chairs, towels & umbrella) provided - In-unit W/D, smart TVs, high-speed Wi-Fi & dedicated workspace - Pet-friendly (up to 2 pets, $150/pet non-refundable fee)

Family · Value · Indoor spaces

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!

Value · Location · Backyard

WindMark Retreat | Golf Cart + 2 Pools

Welcome to Making Mo Memories, a family-friendly coastal retreat in the beautiful WindMark Beach community. Sleeping up to 10 guests, this thoughtfully designed home features a 6-passenger golf cart, beach gear, screened porch with bay views, and access to 2 resort-style pools. Just minutes from the beach, playgrounds, walking trails, dining, and shopping, it's the perfect place to relax, reconnect, and make lasting memories on Florida's Forgotten Coast.

Family · Location · Nearby

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

New 2023 luxury beach retreat in Windmark—boardwalk 2 houses away + resort pool walkable. Includes a 2025 6-seater golf cart + Tesla Level 2 EV charger + bikes/beach gear. Perfect for a large family: 4BR/3BA with a private in-law/teen suite + TWO full kitchens. Walk or ride our bikes 700 feet to the beach. Located in North Windmark closest to Mexico beach. Beautiful peek a boo views of the ocean from your back porch. Walk to the boardwalk.

Family · Location · Pool