Holiday rentals with a pool in Gulf County

4.92 out of 5 average rating, 26 reviews

Bayfront | Heated Pool | 100% Private Beach | Dog

NEW! Just added HEATED POOL to the property! Enjoy a refreshing dip just steps from your door - perfect for relaxing after a day at the beach or soaking up the sun right at home. Welcome to Happy Ours Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes - a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers mus

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.

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.

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!

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.

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!!!

4.97 out of 5 average rating, 237 reviews

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

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! :)

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!

4.94 out of 5 average rating, 68 reviews

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

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.

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!

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

Apartment in Mexico Beach

The living area features a light-colored sofa and cozy chairs, complemented by a textured area rug. A large flat-screen TV is mounted on a white shiplap wall. Natural light floods the space through sliding glass doors, which provide access to a balcony with scenic views.

4.91 out of 5 average rating, 53 reviews

Golf Cart, Beach Access, Pool, Hot Tub

-COMPLIMENTARY 4 seater LSV golf cart (Color & Make may vary) - Short 5 minute walk to beach access - Community pool & hot tub - Fully stocked kitchen - Dog Friendly With Fee, NO Cats. - Sleeps up to 4 adults max in king & queen beds - Bunk area for 2 kids - Beach towels & gear - Canal view & walking docks surrounding the property - Balcony with Adirondack chairs & table - 3 Smart TVs, 1 sonos sound bar speaker.

The exterior of Villa Blanca is showcased against a vibrant sunset, highlighting the two-story structure elevated on stilts. Outdoor seating and a private pool are visible in the backyard, with palm trees adding a tropical touch to the overall inviting atmosphere.

5 out of 5 average rating, 65 reviews

Villa Blanca-Private Pool - Walk to St. Joe Beach

✨ A Pink Door Vacay Signature Stay ✨ -Welcome to Villa Blanca, a chic beach retreat with soaring 26’ ceilings and breezy coastal design. -Enjoy a private, separately gated pool made for relaxation and fun. -Nestled along the tranquil shores of St. Joe Beach, just 1 block from the Emerald Coast. -This one-of-a-kind home sits on 14’ stilts with expansive outdoor living. -Pup friendly - 2 pups <30 lbs

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.