Holiday rentals with a pool in Gulf County

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Top-rated rentals with a pool in Gulf County

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

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Guest favourite
Home in Port St. Joe
4.88 out of 5 average rating, 16 reviews

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!

Top 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
4.98 out of 5 average rating, 40 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
4.97 out of 5 average rating, 39 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 collage of the Sunset Shores Beach House highlights features of the property, including the sparkling community pool, a six-seat golf cart for convenient access, and stunning Gulf of Mexico views. The layout showcases the welcoming home environment and the nearby beach access.
Home in Port St. Joe
5 out of 5 average rating, 102 reviews

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.

Top guest favourite
Home in Port St. Joe
5 out of 5 average rating, 21 reviews

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.

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

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.

Top guest favourite
Home in Port St. Joe
5 out of 5 average rating, 22 reviews

Hot Tub, Fenced Yard, Close to Beach Dining Pool

Unwind in this spacious 4-BR, 2-BA WindMark Beach home tucked away on a quiet cul-de-sac with ample, spacious parking. The home features a private hot tub, fenced yard, and beach gear, and comfortably sleeps up to 11 guests with a king suite and a family-friendly layout. Just 0.5 miles to the beach and a quick golf cart ride to WindMark Town Center with dining, pool, and live entertainment. Enjoy a fully equipped kitchen, outdoor grill, and easy access to Port St. Joe and Cape San Blas.

Top guest favourite
A two-story beach house features a light blue exterior with white trim. The front porch is lined with railings and includes two sets of double doors. Lush landscaping and gravel pathways lead to the entrance, with palm trees flanking the yard.
Home in Port St. Joe
5 out of 5 average rating, 60 reviews

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.

Top guest favourite
The exterior of a single-family coastal home is illustrated, featuring a light-colored façade and a driveway with a blue golf cart parked nearby. Two white chairs are positioned on the front porch, flanked by palm trees and landscaped greenery, creating an inviting entryway.
Home in Port St. Joe
5 out of 5 average rating, 31 reviews

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.

Top guest favourite
Home in Port St. Joe
4.96 out of 5 average rating, 142 reviews

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)

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, 118 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!

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, 254 reviews

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! :)

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