
Vacation 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.

Escape to St. Joe Beach at Villa Blanca - Pool
-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -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 -Private Pool Oasis - Gated Separately - Designed for Relaxation & Enjoyment. -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

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.

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! :)

The Oyster House
Brand new 3 bedroom cottage, with privacy fence and a private pool. Come see down town Port St Joe which is only 2 blocks away from this beautiful cottage in a quiet community that is golf cart friendly. Public beach and historical lighthouse is less than half a mile away. Plenty of room for boat parking. There is a paved walking path behind the home that reaches from the bay to the other side of town. The closest place you find to have everything Port St Joe has to offer!

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!

Heated Pool Southern Mermaid Cottage Pet Friendly
Welcome to Southern Mermaid Cottage! Located in the laid back town of Port St Joe just 800 ft from the beach, this is the perfect retreat from day to day life. Come stay with us and unplug without compromising modern amenities and comfort. Top of the line kitchenware, indoor and outdoor dining, fenced-in yard with large heated pool, grill and sitting area, beach gear, bikes, outdoor shower and more, this property will make your next vacation a memorable one.

GolfCart! 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!

Charming 4BD Beach House-Prvt Pool-Great Views!
★ Private Pool (Year-Round) ★ 300 steps to the beach ★ Ocean views from both decks ★ Sleeps 8 ★ Pet Friendly ★ Beach essentials included! (chairs, umbrella, beach cart, beach towels) ★ Large, private fenced backyard with lounge chairs and firepit Enjoy peaceful beach walks, the year-round luxury of a private pool -Heating option available Oct-Mar, morning coffee on the deck, and unforgettable family moments set against breathtaking sunsets.

Walk to the Beach, Heated 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 for purchase

Spacious 4 BR/Sleeps 10. Great views of the gulf.
*SNOWBIRD RATES AVAILABLE* Welcome to Sand and Solace CSB, a beautifully designed 4-bedroom, 4 full bath + 2 half bath vacation retreat located just one row off the Gulf on the quiet south end of Cape San Blas. With serene views, direct beach access, and a private pool, this first-tier home is the perfect blend of relaxation and convenience for families and groups seeking a luxurious coastal getaway.

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| Private Pool| Ocean Views
★ 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
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Golf Cart+EV Charger POOL Sandpiper by the Sea

New 5 King Bed Beach House, Pool, Pickleball, Pets

HeatedPool/Mins2Beach/GolfCart/FirePit/Beach Equip

Bay Front/Elevator/Pool/Dog Friendly/Cape San Blas

Salty Beach Cottage ~GolfCart for6~Pool~Beach Gear

Min2Beach&Pool/GolfCart/LgPatio&Firepit/BeachEquip

House on the Canal, Sleeps 9, Pool & Hot Tub

Beach home, golf carts & swim spa
Condo rentals with a pool

Wonderful 3/3 condo with 2 covered balconies

Bay Front! Game Table+Resort Amenities

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

Peaceful gulf front condo DEAL 9/26 - 10/3

Enormous 3/3! Panoramic ocean view! Infinity Game

Beach Paradise-Perfect Ocean Views-Pool-Sauna Brkf

Beach, Breeze, Balcony Dreams

Golf Cart, Canal Views & Beach Service
Other vacation rentals with a pool

Fall specials! 3 BR/3.5 Bath, Pets welcome!

Nash In The Sand

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

Walk2Beach n Pools, Screened Patio, 6 ppl Golfcart

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

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

Coastal - HeatedPools/Mins2Beach/GolfCart/FirePit

Windmark Beach vacation for 10!
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- St. Andrews State Park
- Frank Brown Park
- Windmark Public Beach access
- Wilson Beach
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Lutz Beach
- St. Joe Beach
- Bald Point State Park
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Signal Hill Golf Course
- Money Beach
- Panama City Beach Winery
- Coconut Creek Family Fun Park
- Sand Beach