Vacation rentals with a pool in Port St. Joe

5 out of 5 average rating, 31 reviews

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

5 min from beach! Everything needed for fun & relaxation: Open floorplan, 4 bedroom (2 King) 3 bath, private in-law suite w/ it's own living area, bathroom, kitchenette & bedroom. Game room and GOLF CART! Pickleball equipment provided for the courts just 10 min drive away! Windmark Beach- cart to the Village & enjoy shops and restaurants or resort style community pool. Neighborhood pool at the end of our street. Take your pick between 2 gorgeous beaches both accessible by walking or golf cart

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

4.98 out of 5 average rating, 211 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, 20 reviews

Nash In The Sand

Welcome to Nash in the Sand. Your Luxury Beach Home Rental in Windmark Beach. This new construction luxury designed home has everything you need for an Amazing beach vacation. Located within walking distance or short golf cart ride to the BEACH. This single family home offers coastal luxury with 4 spacious bedrooms. 2 bathrooms, fully stocked kitchen, laundry room, front and back porches, Flooring consists of LVP, quartz countertops, stainless appliances, luxury linens and pillows.

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

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.

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.

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!

Apartment in Port St. Joe

4.93 out of 5 average rating, 14 reviews

One Bedroom by the beach duplex. Door on the left.

This distinctive 1 bed, 1 bath mother-in-law suite offers charm and walkable access to both the beach and beachfront pool. The unit is attached to the main home, making it ideal for easy coastal living. Due to modest insulation, occasional sounds from the main house may be audible. Perfect for relaxed travelers who value location and personality over polish—this space has its own laid-back vibe and plenty of character.

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

4.9 out of 5 average rating, 42 reviews

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

Enjoy luxury lodging at The Captain’s Quarters cottage located in the epicenter of the Marina District w/pool. Conveniently located next to Port St Joe’s Haughty Heron and adjacent to Point South Marina and only a 2 block walk to the shops and local eateries on Reid Avenue in Downtown Port St Joe’s Historic District. Whether traveling by land or sea, this cottage is the place to be!