
Holiday rentals with a pool in Gulf County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gulf County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

HeatedPool/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 ⭐️ Grocery Service ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf of Mexico.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 yourday relaxing in the screened-in porches or fire pit outdoor living space.

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.

Bay Front! Game Table+Resort Amenities
Welcome to Emerald Surf, your bay front retreat within The Overlook community in Port St. Joe. As Port St. Joe's newest waterfront townhome and condo community, The Overlook is a picturesque haven along Florida's Forgotten Coast. Emerald Surf is a testament to luxury and coastal charm, offering a seamless blend of modern comforts and natural beauty. As you step into this 2-bedroom condo, you are greeted by a sense of tranquility and sophistication. Your small, well behaved dog is welcome!

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! :)

That's What Sea Said
Our casa is su casa! Enjoy the perfect spot for the entire family in charming Mexico Beach. Whether you've been relaxing by the pool or strolling along the white sands of the Gulf of Mexico, come unwind in our spacious townhome. Located minutes away from several beaches, the Second Wind will usher in those carefree days and tranquil vibes. Our two-story unit comes with two dedicated parking spaces, a private patio, and is centrally located to Port St. Joe, Panama City and Cape San Blas.

Salty Beach Bungalow
Tucked away just a short stroll from the sugar-white sand beaches and crystal waters of Mexico Beach, Salty Beach Bungalow offers the perfect blend of relaxation and beachside charm. Whether you are sipping coffee on the porch or soaking up the sun by the waves, this cozy coastal retreat is your home away from home for unforgettable Gulf Coast memories. 2 bedrooms, 2 bath, sleeps up to 8. This home is perfect for couples, small families, or for a peaceful solo getaway.

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!

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!

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 available for purchase

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.

Beach Paradise| Stunning Ocean Views| Private 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

Cozy 4BR Beach Home W/ Private Pool & Fire Pit
Welcome to your relaxing Gulf escape - a comfortable beach home with space to unwind, enjoy the views, & stay just steps from the shore. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar-fee applies) - Gulf-view decks w/ BBQ & outdoor seating - Fully fenced backyard w/ fire pit - Beach access nearby + beach essentials - Pet-friendly
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Lakeside Pool & Boat Ramp • Dead Lakes Getaway

3BR/2BA Cottage w/PRV POOL Marina District

Walk to Beach/ Heated Pool/ Golf Cart/ 3 King Beds

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

Tipsy Turtle Oceanfront Beach House!

The Salty Scallop

North End Beauty-Gulf Side | Private Pool+Hot Tub

Golf Cart Included | Walk to Beach | Pool | Bikes
Apartment rentals with a pool

Condo with boat slip

Wonderful 3/3 condo with 2 covered balconies

Best Balcony: Sweeping Gulf View, Sunset! Pool & H

Luxury Mexico Beach Condo Gulf views (First Catch)

Beach Paradise-Perfect Ocean Views-Pool-Sauna Brkf

Smokey's Sunset at Mexico Beach

Unbeatable ocean view from enormous balcony!HUGE 2

Poolside Condo at Waterside
Other holiday rentals with a pool

Nash In The Sand

Spring Break Retreat | Pools • Beach • Bunks

Experience Paradise - Oceanview Villa w/ HotTub, Shuffleboard, Bikes, Beach Access, Heated Community Pool

Gated Beach Access - Pool - Pet Friendly

Beach 2 Blocks, Resort-Style Pool, 2 Golf Carts

Pet Friendly 2bed/2ba w/ pool & steps to beach

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

Shoreline Sanctuary w/ Private Pool + Ocean Views
Destinations to explore
- Flat rentals Gulf County
- Rentals with a fireplace Gulf County
- Rentals with a kayak Gulf County
- Beachfront rentals Gulf County
- Rentals with outdoor seating Gulf County
- Rentals with an accessible-height toilet Gulf County
- Rentals with a washing machine and dryer Gulf County
- Apartment rentals Gulf County
- Rentals with a patio Gulf County
- Family-friendly rentals Gulf County
- House rentals Gulf County
- Townhouse rentals Gulf County
- Rentals with lake access Gulf County
- Pet-friendly rentals Gulf County
- Rentals with a firepit Gulf County
- Cottage rentals Gulf County
- Rentals with beach access Gulf County
- Rentals with a hot tub Gulf County
- Rentals with pools Florida
- Rentals with pools United States
- Aqua Resort
- WonderWorks Panama City Beach
- Frank Brown Park
- St. Andrews State Park
- MB Miller County Pier
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Signal Hill Golf Course
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Panama City Beach Winery
- Coconut Creek Family Fun Park
- Gulf Crest Condominiums
- Pier Park
- Sugar Beach Condominiums
- SkyWheel Panama City Beach
- Fun-Land Arcade & Snack Bar
- Race City
- Cobra Adventure Park
- Capt. Anderson's Marina
- Sea Dragon Pirate Cruise
- ZooWorld Zoological Conservatory
- Sea Screamer




