Vacation rentals with a pool in Gulf County

5 out of 5 average rating, 55 reviews

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

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

Apartment in Port St. Joe

4.95 out of 5 average rating, 21 reviews

The Tide ‘n Town

Escape to this charming 3-bedroom condo in Port St. Joe’s historic district, blending small-town charm with coastal living. Enjoy a large (shared) pool or walk to local restaurants, bars, and beach shops. Minutes to the Piggly Wiggly. The pearly white beaches of St. Joe Beach are just 10 mins away. Explore nearby Apalachicola, or head to Panama City for nightlife. Whether you’re snorkeling, paddleboarding, fishing, golfing, or shopping, this condo is the perfect base for your coastal adventure!

4.98 out of 5 average rating, 212 reviews

Cottage in Port St. Joe

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! :)

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!

4.96 out of 5 average rating, 122 reviews

Charming 4BD Beach House-Private Pool-Great Views!

★ 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. Book Now for a memorable experience

5 out of 5 average rating, 5 reviews

Condo in Mexico Beach

SandyShells

Welcome to SandyShells, a charming condo in the heart of Waterside Village in Mexico Beach, FL. This relaxing retreat offers access to a sparkling pool, spa, boardwalk, and day dock. Just a short walk to the beach, it’s the perfect coastal escape. Whether you’re here to unwind, explore the Gulf, or enjoy local shops and dining, SandyShells puts it all within reach. Enjoy the laid-back lifestyle and create unforgettable memories at this beautiful beachside getaway.

4.97 out of 5 average rating, 35 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.

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!

4.98 out of 5 average rating, 49 reviews

Walk to Beach, Golf Cart, Pool, Bikes, Air Hockey

⭐️ 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

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.