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.

K&K’s Coastal Getaway/Beach Access/Pools

Welcome to K&K’s Coastal Cove Getaway! BEACH ACCESS DIRECTLY ACROSS THE STREET! Pet friendly beach & home!😍 Escape to our 3BR/2.5BA coastal getaway, beach access, two pools (one heated), playground, a complimentary golf cart, close to downtown Windmark & downtown Port St. Joe! Our home has beach chairs, cooler, beach wagon, beach towels & umbrella included. Board games and TVs inside for the perfect mix of fun & relaxation! Fully stocked kitchen and an outdoor grill for you to stay in and cook!

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!

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.

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.

Lindy Lu’s Beach Retreat

The whole group will enjoy easy access to everything from this centrally located place. From the moment you walk through the door, you’ll feel the relaxed beach vibe. Discover historic Port St Joe which boasts great restaurants with live music, and enjoy pristine uncrowded beaches, perfect for shell collecting and spotting coastal wildlife. The location is unbeatable - near walking/biking trail, just steps away from pool and Pickleball court, and a short drive to our beautiful beaches.

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

Last-minute cancellation! Super discounted for this week! Luxury 4BR/3BA retreat in Windmark Beach, just steps from the white sands of St. Joe Bay. Includes private in-law suite with second kitchen, ideal for multigenerational or family travel. Enjoy the use of the 6 seater golf cart included with the reservation! Access to two resort-style pools (main pool is heated) and just a 2–3 min golf cart ride to the beach, bay, dining, ice cream, wine bar, shopping, live entertainment and more!

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!

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.

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.

4BR beach stay w/ pool & fire pit

our coastal retreat in Port St. Joe - gulf views, a private pool, fire pit, and beach just 300 steps away. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heating available Oct-Mar, fee applies) + outdoor shower - Gulf-view decks w/ gas BBQ & fire pit in fenced backyard - Beach access 300 steps away w/ beach essentials provided - Fully equipped kitchen, in-unit W/D, smart TVs & high-speed Wi-Fi - Pet-friendly (up to 2 pets, $150/pet non-refundable fee)

Cape San Blas private beach house Port St Joe

~EXTENDED STAYS & SNOWBIRD FRIENDLY~ {Beach Home in Villa del Sol Community} 🍑 Peaches to Beaches 🏖️ Vacation with us in the new community of Villa del Sol in Port St. Joe! The beautiful private beaches of the Cape will not disappoint. Our home is only steps to the community boardwalk. A shared community pool, pickle ball courts, volleyball sit just feet from the back deck of the home. We also just added a new beautiful trex deck! Our home is just steps to the white sand!