Holiday rentals with a pool in Gulf County

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.

Escape to St Joe Beach at Villa Blanca-Heated Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Private Heated Pool - Gated Separately - Designed for Relaxation & Enjoyment -Nestled along the tranquil shores of St. Joe Beach, FL -Perfectly situated 1 block in from the gently lapping waves of the Emerald Coast -This charmer on 14' tall stilts, is a one-of-a-kind escape for those seeking serenity & style with tons of outdoor living space -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

Cozy Home|Bikes|Community Pool | 0.6Miles To Beach

Welcome to the newly built Sandy Blue Beach House located in the beautiful WindMark Beach community, only .6 miles away from the white sandy beaches. Where luxury, prime location, and the best amenities meet. We have everything for the perfect family and friends vacation destination. WindMark Beach is a peaceful resort community with scenic views, boardwalks, walking paths, bike trails, and multiple beach access that are perfect for family and friend reunions, gatherings, or a relaxing getaway!

4bed/3bath l In-Law Ste l Golf Cart l Resort Pool

Welcome to Boardwalk Bungalow in Windmark! Everything you need for a fun, relaxing stay: a screened in back porch, an open main living/dining room, four luxurious bedrooms, three fully stocked bathrooms, a private in-law suite featuring a king size bedroom, bathroom, separate living room and full sized kitchen and 6 seater golf cart! Boardwalk Bungalow is a 5 minute golf cart ride to the resort-style pool or any of the 10 beach access boardwalks which feature convenient golf cart parking.

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! :)

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!

Coastal - HeatedPool| GolfCart| MinsBeach| FirePit

FEATURES: 🔆 FREE 6-Seater Golf Cart 🔆 Luxuriously designed 4BR/2BA beach house (1800 sqft) 🔆 Comfortable bedrooms w/ Sealy mattresses 🔆 Bunk room w/ 2 double bunks for the ultimate slumber party 🔆 2 full bathrooms w/ 100% clean, vegan shampoo, conditioner & body wash 🔆 Private screened in covered back patio 🔆 Open-concept kitchen w/ full amenities 🔆 Free wifi + smart TVs 🔆 In-suite washer + dryer 🔆 2 designated parking spots 🎉 BOOK NOW to make unforgettable memories!!!

Golf Cart! Ebikes! 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!

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.

Ultimate Coastal LUX| Stunning Ocean Views| Pool

★ Private {heated w/fee} Pool ★ 100 steps to the beach ★ Unobstructed Ocean views ★ GAMES! Pac-Man + NBA Jam Arcades + Infinity Game Table ★ Beach essentials included (chairs, umbrella, beach cart, beach towels) ★ HUGE 2nd story deck w/seating and dining table overlooking the ocean ★ Dog Friendly (up to 2 w/pet fee) ★ Large, private fenced backyard

Watershed Cottage! New home w/custom amenities!

BRAND NEW 3BD/2BA HOME LOCATED IN MEXICO BEACH JUST A SHORT DISTANCE FROM SUGARY WHITE SAND AND THE GULF OF MEXICO! Enjoy endless sunsets on the private screened-in front porch. This beautiful, custom built home is located at the end of a private, dead end street and welcomes your furry friends (up to 2 dogs, pet fee applies)!

Snowbird Rates | Hot Tub | Foosball | Dog Friendly

Welcome to Sunburnt Sunset, an Unico Sol Property! 🔹 Resort Swimming Pool & Hot Tub 🔹 2 King Bedrooms/ No Bunkbeds! 🔹 Game Room w/Foosball Table 🔹 Canal and Partial Ocean Views 🔹 Fully stocked w/beach necessities 🔹 2 King Bedrooms/ No Bunkbeds! 🔹 Dog Friendly (w/pet fee) 🔹 Boat Dock Available 🔹 Sleeps 10