Holiday rentals with a pool in Port St. Joe

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. Florida Scallop, Music & Art. 😃 😊 😀

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.

Escape to St Joe Beach at Villa Blanca-Heated Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Private Heated Pool - Gated Separately - Designed for Relaxation & Enjoyment -Nestled along the tranquil shores of St. Joe Beach, FL -Perfectly situated 1 block in from the gently lapping waves of the Emerald Coast -This charmer on 14' tall stilts, is a one-of-a-kind escape for those seeking serenity & style with tons of outdoor living space -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

Bay Front! Game Table+Resort Amenities

Welcome to Emerald Surf, your bay front retreat within The Overlook community in Port St. Joe. As Port St. Joe's newest waterfront townhome and condo community, The Overlook is a picturesque haven along Florida's Forgotten Coast. Emerald Surf is a testament to luxury and coastal charm, offering a seamless blend of modern comforts and natural beauty. As you step into this 2-bedroom condo, you are greeted by a sense of tranquility and sophistication. Your small, well behaved dog is welcome!

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.

2 mins to beach, Poolside + Hot Tub, Fully Stocked

Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - Beach towels and chairs - 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! :)

Shimmering Tides~Golf Cart~Secluded

Shimmering Tides is a perfect secluded home nestled at the end of a cul-de-sac in the charming community of Windmark Beach. Very private home perfect for making memories and relaxing! Screened porches allow gulf breezes to flow in while you unwind watching sunsets. Boardwalk is conveniently located within feet of the home taking you directly to the sugary sands & beach in less than 5 minutes. Spacious backyard, fire pit, all your beach amenities & GOLF CART included!

Charming 4BR Beach Home W/PVT Pool & Fire Pit

Escape to this charming beach home, where the Gulf views and beach access await you. Perfect for families and small groups, this retreat offers relaxation and fun with a private pool, fire pit, and outdoor living spaces: - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar-fee applies) - Gulf-view decks with BBQ & outdoor seating - Fully fenced backyard with fire pit - Pet-friendly - Beach access just 300 steps away + beach essentials

Golf Cart! E-bikes! Heated Pool! Arcade! Fire Pit!

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!

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.

Ultimate Coastal LUX| Stunning Ocean Views| Pool

★ Private {heated w/fee} Pool ★ 100 steps to the beach ★ Unobstructed Ocean views ★ GAMES! Pac-Man + NBA Jam Arcades + Infinity Game Table ★ Beach essentials included (chairs, umbrella, beach cart, beach towels) ★ HUGE 2nd story deck w/seating and dining table overlooking the ocean ★ Dog Friendly (up to 2 w/pet fee) ★ Large, private fenced backyard

Designer oasis with private pool and elevator

Brand new construction, just completed!! Welcome to Hartley Haven—your modern, beachfront retreat on North Cape San Blas. This 6BR/5.5BA luxury home features Gulf-front views, a private pool, elevator, chef’s kitchen, and stylish Moroccan-inspired tilework. Four king suites, two bunk rooms, and spacious living areas make it perfect for up to 18 guests.