
Vacation rentals with a pool in Saint Joseph Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Saint Joseph Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Barefoot Getaway - your perfect poolside paradise!
Best location in Port St. Joe! - Gated community w/ 2 pools - 2 Mins to beach - Poolside! Large community pool & hot tub - Steps to parking for easy unloading - Fully equipped kitchen including drip & k-cup coffee makers - Linens, towels & initial supply of paper products - Beach towels & 4 beach chairs provided - Clean, cozy & relaxing cottage recently renovated - We follow Airbnb's enhanced cleaning protocol - 2 screened porches w/ ceiling fans - Florida's best beaches & food minutes away

Bay Breeze Cottage
Welcome to our charming coastal retreat in Barefoot Cottages. Close to Pool and Fitness Center, on-site grill and hot tub and equipped with private outdoor upstairs seating and fire pit perfect for enjoying your morning coffee or evening cocktails! Both bedrooms have queen beds and en-suite bathrooms. Beach chairs, towels, cooler, & bodyboard provided for your days at the beach. Located .5 mile from pristine beaches of Port St. Joe and convenient to local shops, restaurants and attractions.

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.

2 Br/2 Bath Condo at Waterside Village unit 204
NOW Pet friendly!! (Limit 2 pets) Additional fee applies. Be advised that Mexico Beach is NOT a pet friendly beach. Entire condominium at Waterside Village! Newly remodeled from hurricane Michael. Beautiful view of pool and canal from the balcony! 2 bedroom/2 bathroom. Perfect for a family or 2 couples. Very short walk to beach. Best pool in Mexico Beach! Must be 25 years old to book. Day dock is available for boats but per HOA rules you can't park boat and/or trailer in parking lot.

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!

Walk to beach, 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 available for purchase

Family Beach Retreat | 3 Pools & White Sands
Welcome to your Spring Break family getaway in Port St. Joe! This 2BR/2.5BA coastal cottage is near the calm waters of St Joseph Bay, Windmark, St Joe, and Mexico Beaches. The beautiful beaches of Cape San Blas are just minutes away. Enjoy a bright open layout, full kitchen, two porches, plus access to 3 community pools and a hot tub—perfect for relaxing after beach days, kayaking, and family adventures on Florida’s Forgotten Coast.

LUX Beach Retreat | Pool, Game Room, Dog Friendly
★ 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

Tree House - Private Pool! Steps to Beach!
Immerse yourself in comfort at Tree House, offering 2 bedrooms and 3 bathrooms. This inviting retreat comes with Nestled among age-old pines, this property is within walking distance of the beautiful sugar-white sand beaches; Reminiscent of old Florida. Situated in Cape San Blas, FL, this delightful property offers welcoming living spaces, contemporary amenities, and easy access to local hotspots.

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!

Twin Gables, Private Pool & Pet Friendly
Escape to Twin Gables, a luxurious bayfront retreat on 2.5 private acres in Cape San Blas. This single-level home offers panoramic bay views, a private pool with swim jets, and sleeps up to 4 adults and 2 children. Enjoy stunning sunrises from the screened porch, and relax in 'Old Florida' tranquility. Perfect for a serene family getaway, with charming towns just a short drive away.
Popular amenities for Saint Joseph Bay rentals with a pool
House rentals with a pool

Gulf-Front, Heated Pool, Elevator, Stocked Kitchen

Summer, Summer, Summertime 4BR/3BA | In-Law Ste. |

Family Beach Retreat with Golf Cart and Beach Gear

The Salty Scallop

How very Swank

North End Beauty-Gulf Side | Private Pool+Hot Tub

4bed/3bath l Golf Cart l MIL Suite l Bikes l 3 min

Chuck's Sandy Gulf Escape - Walk to the Beach!
Condo rentals with a pool

Wonderful 3/3 condo with 2 covered balconies

Grand Balcony Views, Pool, Hot Tub

Luxury Mexico Beach Condo Gulf views (First Catch)

2/2 Waterfront Condo with pool and hot tub

Unbeatable ocean view from enormous balcony!HUGE 2

Smokey's Sunset at Mexico Beach

Perfect Ocean Views-Pool-Sauna Free Breakfast

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

Book for Spring now! 3 BR/3.5 Bath, Pets welcome!

Entire house with In-Law Suite and Golf Cart

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

4BR Home With Waterview, Golf cart, 2 Min To Beach

HeatedPool/Mins2Beach/GolfCart/FirePit/Beach Equip

Prince Oswald’s Beach Retreat

Gulf View/Free Paddle board/Beach cart/Pickle Ball

Private Pool Gulf View Sleeps 10 Pet Friendly
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