
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.

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.

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

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

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, Steps from the Beach & Marina
Welcome to Gone Coastal managed by Vacation With Us! -COMPLIMENTARY 4 Seater LSV (Seasonal October - February, Reservation Required, Color-Make Vary) - COMPLIMENTARY Resort style beach chair & umbrella service (*May-Sept only, Reservation Required) - 3-minute walk down to the beach, beach towels - across the street from the Mexico Beach Marina store & Shell Shack - Community pool, steps from brand new back deck - Toy closet (4 beach chairs, 2 umbrellas, various kids' water & sand toys)

*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.

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!

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

Private {Heated} Pool| LUX Coastal Perfection|
★ HUGE {heated w/fee} Private Pool ★ 1 (easy) block to the beach ★ Loaded Game Room (Pac-Man, X-Men, NBA Jam) + Shuffleboard + 65in TV ★ Dog Friendly (up to 2 w/pet fee) ★ Screened Lanai overlooking pool w/NEW 65in TV ★ Private fenced backyard ★ Fully Stocked Coffee Bar ★ Tons of beach essentials included! (chairs, umbrella, beach cart, beach towels) ★ Boat + RV Parking onsite
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

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

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

Salty Beach Cottage ~GolfCart for6~Pool~Beach Gear

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

Tipsy Turtle Oceanfront Beach House!

North Cape Gem| Pool | Pet-Friendly| 3 Min Walk to

Heated Pool Southern Mermaid Cottage Pet Friendly

Monterey Oceanfront Beach House
Apartment rentals with a pool

Wonderful 3/3 condo with 2 covered balconies

Bay Front! Game Table+Resort Amenities

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

Luxury Mexico Beach Condo Gulf views (First Catch)

2/2 Waterfront Condo with pool and hot tub

Beach Paradise-Perfect Ocean Views-Pool-Sauna Brkf

Poolside Condo at Waterside

Beach, Breeze, Balcony Dreams
Other holiday rentals with a pool

Fall Rates! | Pool | Foosball | Dog Friendly

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

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

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

Shoreline Sanctuary w/ Private Pool + Ocean Views

That's What Sea Said

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

Beach home, golf carts & swim spa
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- Rentals with pools United States
- 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