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.

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Guest favourite

Home in Port St. Joe

4.93 out of 5 average rating, 15 reviews

Bayfront | NEW Pool | 100% Private Beach | + BONUS

SPECIAL NOTICE: Discounted rates are available for stays between September 6–13 due to scheduled pool deck construction. While we’ll make every effort to minimize noise and disruption, some construction activity may be noticeable during the day. Please keep this in mind when booking for these dates. NEW! Just added 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 Bea

Superhost

Guest suite in Port St. Joe

4.66 out of 5 average rating, 65 reviews

Paradise Found, at Windmark Beach

One bedroom, fully equipped apartment nestled creekside at coveted Windmark Beach. Private entrance, 24 hr security and high end materials. Easy access (walk or bike)to the on-site pool, miles of waterfront boardwalks, StJoseph beach, restaurants, bars, spas, and more resort- style living awaits you at this serene retreat. Minutes drive to downtown Port Saint Joe, or 10 min. to Mex Beach. wifi available in the unit and at the pool. Electric, adjustable desk for working. sleeps 4. pet friendly

Top Guest favourite

Home in Port St. Joe

4.97 out of 5 average rating, 34 reviews

2 Pools | Close to Beach and Shops | Golf Cart

FlipSide is in Windmark Beach! Six reasons we love our beach house and think you will too :-) • Close to Beach • Resort style community & 2 pools • Close to Downtown • Pet & Family Friendly • Preserve Views • Outdoor Shower and Beach Essentials The space offers outdoor areas (front and backyards), 2 Smart TVs 65" and 55", washer & dryer, stocked kitchen and knowledgeable hosts willing to assist with anything you need! And, yes, the golf cart is included!

Top Guest favourite

Cottage in Port St. Joe

4.98 out of 5 average rating, 211 reviews

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 :)

Superhost

Condo in Mexico Beach

4.67 out of 5 average rating, 6 reviews

Poolside Condo at Waterside

Waterside is a 2 bedroom, 2 bathroom poolside condo conveniently located between the waterway and beautiful Mexico beach. This unit is on the first floor with easy access from parking right into your front door. Once in your unit you will find a fully supplied, updated kitchen, living and dining areas as well as laundry. If you want to spend time at the beach it is just a short walk from the condo so this unit really gives you the best of both worlds. This location is an area favorite!

Top Guest favourite

Condo in Mexico Beach

4.98 out of 5 average rating, 111 reviews

*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. Tidelands has a sweeping 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.

Top Guest favourite

Home in Port St. Joe

5 out of 5 average rating, 103 reviews

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!

Top Guest favourite

Home in Port St. Joe

4.96 out of 5 average rating, 122 reviews

Charming 4BD Beach House-Private Pool-Great Views

Scallop Season Dates Available ★ Private Pool ★ 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.

Top Guest favourite

Home in Port St. Joe

4.97 out of 5 average rating, 34 reviews

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.

Guest favourite

Home in Port St. Joe

4.89 out of 5 average rating, 103 reviews

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!

Guest favourite

Home in Port St. Joe

5 out of 5 average rating, 5 reviews

Charming Coastal Cottage

This charming coastal cabin is in a gated community. It is a spacious 2 bedroom 2 1/2 bath with many amenities. There are 2 levels of screened in porches where you can relax and unwind. There are two pools for your pleasure and a club house with exercise equipment. It is 3 minutes from downtown Port St Joe and from multiple beaches. You are centrally located from Mexico Beach, Cape San Blas, Apalachicola and St George Island.

Top Guest favourite

Home in Port St. Joe

5 out of 5 average rating, 22 reviews

Seaside Luxury| Private Pool| King Beds| Game Room

★ 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