Vacation rentals with a pool in Saint Joseph Bay

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Top-rated rentals with a pool in Saint Joseph Bay

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Top guest favorite

A charming beach house stands elevated on stilts, surrounded by landscaped grounds. The inviting pool area features a stone deck with lounge chairs and inflatable pool floats, while the sunset paints the sky in warm hues, enhancing the serene atmosphere.

Home in Port St. Joe

5 out of 5 average rating, 60 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

Top guest favorite

A three-story beach home is surrounded by palm trees and tropical landscaping. The exterior features horizontal slats and a covered balcony above the ground level. The ground level includes a paved area with garage doors, offering parking and access beneath the house.

Home in Port St. Joe

4.96 out of 5 average rating, 124 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 Snowbird Discounts Available 28 days or more message for price. 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 favorite

An inviting outdoor space features a sparkling pool surrounded by lounge chairs. A gazebo stands nearby, with the ocean visible in the background. The scene is complemented by a cloudy sky reflecting sunlight, creating a tranquil atmosphere for relaxation.

Townhouse in Port St. Joe

4.98 out of 5 average rating, 43 reviews

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

Experience Cape San Blas charm at our 2 bedroom, 2.5 bath townhome. You're just a short walk to the stunning emerald Gulf waters-perfect for lazy beach days or adventures. Take a dip in the gulf-front pool or the 2nd seasonally heated pool. Whether you're into beachcombing, bonfires, fishing, or catching those epic Cape sunsets, you'll create memories here. Indulge in the comfort of our home, boasting hard surface flooring, a well-appointed kitchen, and inviting spaces to unwind and relax.

Top guest favorite

An outdoor area is highlighted by a large swimming pool and a smaller hot tub, surrounded by brick pavers. Lounge chairs are arranged neatly around the pool, and palm trees provide a tropical ambiance. The nearby buildings feature screened porches that enhance the community feel.

Cottage in Port St. Joe

4.98 out of 5 average rating, 218 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! :)

Top guest favorite

The exterior of the home is displayed, featuring a light-colored facade under a bright sky. A yellow four-seat golf cart is parked on the concrete driveway, providing convenient transportation for guests. Green landscaping adds a touch of nature to the entrance.

Home in Port St. Joe

5 out of 5 average rating, 15 reviews

Entire house with In-Law Suite and Golf Cart

This home is the perfect vacation rental for families looking to enjoy the beautiful beaches of Port St. Joe. With four bedrooms, two kitchens, and two living rooms, there is plenty of space for everyone to relax and unwind. Just a quick 2 minute golf cart ride from the beach, guests can spend their days soaking up the sun and enjoying the sand and surf. For those looking to cool off without the sand, the pool is just as close, offering a resort-style experience for all guests.

Superhost

The exterior of a newly built cottage is shown, featuring a welcoming front porch with two chairs. The entrance is framed by large windows, and neat landscaping includes palm trees, offering a spacious concrete driveway and a sense of openness.

Home in Port St. Joe

4.92 out of 5 average rating, 37 reviews

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!

Top guest favorite

Home in Port St. Joe

5 out of 5 average rating, 105 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 favorite

Home in Port St. Joe

4.97 out of 5 average rating, 38 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 favorite

A spacious resort-style pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are positioned around the pool deck, inviting relaxation. The clear blue water reflects the bright sky, creating a serene atmosphere for guests.

Home in Port St. Joe

4.9 out of 5 average rating, 106 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 favorite

A clear pool, inviting for relaxation, is surrounded by a brick patio. Several lounge chairs are positioned nearby, along with tables under shaded pavilions. Lush palm trees and landscaped greenery enhance the serene atmosphere within the gated community.

Townhouse in Port Saint Joe

4.91 out of 5 average rating, 117 reviews

Paradise

Paradise - a beautiful, pleasant, or peaceful place that seems to be perfect. If you need the perfect get-a-way, Paradise at Barrier Dunes is waiting for you. This 2 bedroom/2.5 bath townhome is located in Barrier Dunes, a gated, beachfront community. Barrier Dunes offers two beautiful pools, tennis courts, a playground and fishing ponds. Best of all, this townhome is just minutes away from one of America's most gorgeous beaches.

Guest favorite

An open-concept living area features a light-colored sofa with patterned cushions, complemented by a dark coffee table and round ottomans. Modern artwork adorns the walls, while a fully equipped kitchen with a breakfast bar can be seen in the background, brightened by recessed lighting.

Home in Port St. Joe

5 out of 5 average rating, 12 reviews

Coastal Gem for 10 with Golf Cart Included!

Experience the ultimate Florida Gulf Coast getaway at our spacious 4-bedroom home, just a 10-minute stroll from Windmark Beach's pristine white sands and clear waters. Nestled in a vibrant golf cart community with stunning lake views, our property offers the perfect blend of relaxation and adventure. Available for monthly rentals from November to March - perfect for snowbirds and remote workers!

Top guest favorite

The exterior of a two-story blue beach cottage is surrounded by palm trees and lush greenery. A screened porch is visible on the upper level, providing an inviting outdoor space. A paved pathway leads to the entrance, enhancing accessibility to the home.

Home in Port St. Joe

4.95 out of 5 average rating, 41 reviews

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.