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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Top Guest favourite
A green golf cart is parked in the driveway of a coastal-style home, which features light green siding and a white garage door. Lush grass and ornamental plants frame the driveway, creating an inviting entrance to the property.
Home in Port St. Joe
5 out of 5 average rating, 37 reviews

5 Min To Beach, Golf Crt, In-Law Suite, Pool

5 min from beach! Everything needed for fun & relaxation: Open floorplan, 4 bedroom (2 King) 3 bath, private in-law suite w/ it's own living area, bathroom, kitchenette & bedroom. Game room and GOLF CART! Pickleball equipment provided for the courts just 10 min drive away! Windmark Beach- cart to the Village & enjoy shops and restaurants or resort style community pool. Neighborhood pool at the end of our street. Take your pick between 2 gorgeous beaches both accessible by walking or golf cart

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, 16 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.

Guest favourite
The exterior of a two-story home features light green siding, palm trees, and a welcoming front porch. A large driveway allows access to the property. A bright sky enhances the inviting atmosphere of this coastal retreat, while the decorative text encourages travel and booking.
Home in Gulf County
4.98 out of 5 average rating, 57 reviews

Walk to the Beach, Brand New Luxe Beach House with

Thank you for visiting No Worry Vacations! Welcome to Seaside Serenity in Port St. Joe, Florida. Seaside Serenity: Your Luxury Beach Home Rental in the Windmark North Beach Community. This new, clean luxury designed home with everything you need for a great beach vacation is a short walk to the BEACH(3-5 minutes). The Windmark North community is a quiet place to enjoy the Forgotten Coast. Your stay will include access to the Windmark community town center which is 2miles down the be

Superhost
An outdoor space is illuminated by warm string lights, featuring a circular pool surrounded by wooden decking. Comfortable seating is arranged nearby, and the sky is filled with soft clouds, creating a serene evening ambiance.
Home in Port St. Joe
4.76 out of 5 average rating, 42 reviews

New! Cozy Home, Pool & Hot Tub, 200 Steps to Beach

Just 200 steps from the beach, this charming home offers the perfect coastal getaway. Whether your looking to relax by the pool, unwind in the hot tub, or enjoy sand and surf, this is the ideal spot for a memorable stay. Inside, you'll find two cozy bedrooms, each with it own adjoining bathroom for privacy and comfort. The main bedroom features a king bed and a spacious jet tub, perfect for relaxing. The second bedroom offers a twin over queen bunk bed, making it great for families or groups.

Top Guest favourite
An aerial view of the gulf front beach home reveals three neighboring structures amidst lush palm trees. The private beach extends along the shoreline, showcasing calm turquoise waters. The inviting exterior features a light-colored façade and expansive decks, emphasizing the home's proximity to the water.
Home in Port St. Joe
4.86 out of 5 average rating, 81 reviews

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

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
4.98 out of 5 average rating, 226 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! :)

Top Guest favourite
An aerial view showcases a large community pool surrounded by palm trees, with the coast visible in the background. Below, a bright living area features a comfortable sectional sofa, a coffee table, and a vibrant green accent wall, providing a welcoming atmosphere.
Home in Port St. Joe
4.96 out of 5 average rating, 55 reviews

Golf Cart Included | 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
Condo in Mexico Beach
4.98 out of 5 average rating, 113 reviews

*Sunset Gulf View* | See & Hear the Waves! Pool •

**NEW: 10% off discount for 7 or more days** Tidelands at Mexico Beach by StayTheOne is a special find. And you found it! Just opposite the beachfront houses, it is almost beachfront. You will love the amazing Gulf-facing view, Pool & Hot Tub, gorgeous interior, and central walkable location in Mexico Beach. Well-appointed and comfortable, Tidelands is one of the top properties in town. It is on the 2nd floor of The Club at Mexico Beach and is accessible by elevator or stairs.

Guest favourite
Home in Port St. Joe
4.9 out of 5 average rating, 112 reviews

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!

Guest favourite
A three-story beach home is surrounded by palm trees and tropical landscaping. The exterior features horizontal slats and a covered balcony above the ground level. The ground level includes a paved area with garage doors, offering parking and access beneath the house.
Home in Port St. Joe
4.95 out of 5 average rating, 127 reviews

Cozy 4BD Beach Home-Fenced in PVT Pool & Fire Pit

Welcome to your Port St. Joe Beach escape, where coastal views, easy beach days, and relaxed outdoor living come together. * Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths * Private pool available all year long(Heat available-for an additional fee) * Gulf-view decks w/ BBQ & outdoor seating * Fully fenced backyard w/ fire pit * Beach access just 300 steps away * Pet-friendly ($150 per pet) * Kitchen, beach essentials, family-ready setup

Guest favourite
A bright blue home is featured, showcasing a spacious garage with a white door. A red golf cart is parked alongside two bicycles—one teal and one cream. Two stand-up paddle boards are secured against the garage, ready for beach adventures.
Home in Port St. Joe
4.94 out of 5 average rating, 51 reviews

Fall special/4 min bch/glfcrt/htd pool/SUP/bikes

From our door to toes in the sand is a 4 minute walk or 2 minute golf cart ride! No dragging kids and beach gear through the sand. Throw it in the golf cart and you are at the sand in a flash!! We welcome you to one of the most highly reviewed homes in WindMark Beach! Our guests will enjoy a spacious and beautifully decorated home with three outdoor entertaining areas to make lasting memories with friends and family.

Guest favourite
Home in Port St. Joe
4.92 out of 5 average rating, 12 reviews

Sandals by the Beach

Professionally decorated, peaceful and inviting 3 bed/ 2 bath villa with two car garage. Patio backs up to green space instead of a neighbor or busy street, and is just steps away from the pool. Pickleball court on the property. Beach, shopping and restaurants all within close proximity. Quiet location away from the busier streets surrounding the development.

Popular amenities for Gulf County rentals with a pool