Holiday rentals with a pool in Saint Joseph Bay

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Top-rated rentals with a pool in Saint Joseph Bay

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

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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
5 out of 5 average rating, 18 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.

Top guest favourite
Home in Port St. Joe
4.94 out of 5 average rating, 17 reviews

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!

Top guest favourite
A golf cart is parked in front of a modern beach house, with a spacious entryway leading inside. Bright sunlight fills the living area, highlighting comfortable seating and a large television. An inviting outdoor pool area is visible, surrounded by palm trees and lounge chairs.
Home in Port St. Joe
5 out of 5 average rating, 36 reviews

Coastal - HeatedPool| GolfCart| MinsBeach| FirePit

Family-friendly & kid-friendly beach house: 🔆 FREE 6-seater golf cart 🔆 Game garage w/ foosball & air hockey 🔆 Adult Bikes + kid beach toys included 🔆 Fully stocked coffee bar w/ fresh coffee beans 🔆 Luxuriously designed 4BR/2BA w/ Sealy mattresses 🔆 Bunk room w/ 2 double bunks + kids’ books & games 🔆 Private screened-in covered back patio 🔆 Open-concept kitchen w/ full amenities 🔆 In-suite washer + dryer 🔆 2 designated parking spots 🎉 BOOK NOW to make unforgettable memories!!!

Top guest favourite
A panoramic view captures a vibrant sunset over the serene Gulf waters, with hues of orange, pink, and purple blending into the sky. Soft waves lap against the sandy beach, where silhouettes of people can be seen enjoying the evening. A wooden fence borders the foreground, adding a rustic touch.
Townhouse in Port St. Joe
4.98 out of 5 average rating, 50 reviews

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

Experience Cape San Blas charm at our 2 bedroom, 2.5 bath townhome. You're just a short walk to the stunning emerald Gulf waters-perfect for lazy beach days or adventures. Take a dip in the gulf-front pool or the 2nd seasonally heated pool. Whether you're into beachcombing, bonfires, fishing, or catching those epic Cape sunsets, you'll create memories here. Indulge in the comfort of our home, boasting hard surface flooring, a well-appointed kitchen, and inviting spaces to unwind and relax.

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, 237 reviews

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! :)

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

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!

Top guest favourite
A collage of various images from the property 'Dream by the Sea', showcasing inviting bedrooms with stylish bedding, spacious living areas with comfortable seating, a community pool area with lounge chairs, and outdoor recreational equipment including bicycles and a golf cart.
Home in Gulf County
4.94 out of 5 average rating, 68 reviews

6 Min Walk to Beach– HeatedPool,GolfCart,BBQ&bikes

🏖 Welcome to Dream by the Sea, a luxury beach vacation home of "Tranquil Staycations. 🏝 If you're looking for a dream beach vacation that is private yet just a short distance from the beach and all the action, then look no further! Come experience Dream by the Sea, a new, clean luxurious well-designed beach house with modern coastal vibes in Windmark Beach community—BEST location in Port St Joe! luxury & amenities is great for family getaways! Community pool heated till March 2025.

Top guest favourite
An aerial view reveals a spacious home flanked by lush greenery and sandy paths, leading towards the beach. Nearby structures and coastal vegetation create a serene environment. The calm blue of the ocean is visible in the distance, highlighting the home's proximity to the shoreline.
Home in Port St. Joe
5 out of 5 average rating, 112 reviews

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!

Guest favourite
Home in Port St. Joe
4.9 out of 5 average rating, 119 reviews

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!

Top guest favourite
Home in Port St. Joe
4.98 out of 5 average rating, 63 reviews

Walk to beach, pool, golf cart & bikes

⭐️ Community HEATED pool ⭐️ Heated October thru April ⭐️ Sleeps 10 ⭐️ Bunk Room with 4 twin beds ⭐️ Screened In patio w/ seating ⭐️ Camp Chef Flat Top Grill ⭐️ Garage / Game Room ⭐️ Air Hockey Table ⭐️ Golf Cart ⭐️ 4 adult bikes ⭐️ 2 Paddleboards ⭐️ Beach Wagon ⭐️ Beach Chairs ⭐️ Beach Towels ⭐️ Sand Toys ⭐️ 5 Smart TV's ⭐️ Washer and dryer ⭐️ Keyless entry ⭐️ Wifi ⭐️ 2 parking spaces ⭐️ Community fitness center - day pass available for purchase

Guest favourite
A tranquil sunset paints the sky in warm hues above the calm ocean. Sun loungers are arranged around a swimming pool in the foreground, while a shaded gazebo is visible near the water's edge, enhancing the seaside ambiance.
Townhouse in Port St. Joe
4.81 out of 5 average rating, 237 reviews

Gulf View, Pet Friendly Townhouse in Barrier Dunes

Do you enjoy white sand beaches, clear emerald waters and a star filled night sky? How about an uncrowded stretch of beautiful beach from which to watch the sun sink below the horizon? This beautiful gulf view townhouse in the exclusive gated community of Barrier Dunes on Cape San Blas is the perfect getaway. An Additional Pet fee of $100 Dollars will be added during the reservation process should you wish to bring a pet.

Top guest favourite
The exterior of a two-story blue beach cottage is surrounded by palm trees and lush greenery. A screened porch is visible on the upper level, providing an inviting outdoor space. A paved pathway leads to the entrance, enhancing accessibility to the home.
Home in Port St. Joe
4.97 out of 5 average rating, 67 reviews

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.

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