
Holiday rentals with a pool in Saint Joseph Bay
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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.

Gated w/pool & hot tub near beaches!
Enjoy all the Forgotten Coast has to offer from this centrally-located beach house! Located in the tranquil Barefoot Cottages complex; this updated home is less than a 5-minute drive to miles of white sandy beaches along the Gulf of Mexico and a short drive to Cape San Blas! Your beach home is conveniently-located close to restaurants, shops, beaches and downtown Port St. Joe! The community amenities include two pools, a hot tub and grilling areas that are sure to make your stay an enjoyable one

Bayfront | Heated Pool | 100% Private Beach | Dog
NEW! Just added HEATED 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 Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes - a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers mus

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.

Family Beach Retreat with Golf Cart and Beach Gear
🌟🌟NEW OWNER - SPECIAL RATES!!🌟🌟 ⭐ Escape the crowds of 30A, PCB, & Destin ⭐ 0.3 miles to beach access ⭐ Perfect for families, couples, or groups ⭐ 0.7 miles to Windmark Village ⭐ 2 community pools (1 heated Oct–Apr) ⭐ Fully stocked kitchen ⭐ 6-Seat Golf Cart included ⭐ Beach equipment included ⭐ 3.6 miles to Reid Avenue/downtown PSJ ⭐ Bunk room perfect for kids!

A Twist of Lime
Clean & colorfully styled coastal retreat features 3 bedrooms & 2.5 baths, with bedrooms located upstairs for privacy & quiet separation from the main living space. The home sleeps up to 9 guests, making it a perfect getaway for anyone looking to enjoy Florida’s Forgotten Coast. Outside, enjoy the desirable WindMark Community & access to 2 separate pools, bike trail & private golf cart path. The home is located less than 2 mins from the beach & includes use of a 4-seater golf cart if desired.

The Salty Scallop
The Salty Scallop- a new bay-front home in Windmark Beach! Sunrises off the back decks Sunsets off the front decks 4 bedrooms (1 king, 3 queens) 4 bed bunk area with full sleeper couch (comfortable for 5 adults/up to 7 children) Water & marsh views Community beach & fishing pier Resort style community pool 3 separate dining areas- indoor and out Stocked beach closet Fire-pit overlooking the marsh Golf cart & bike friendly community *Price includes 5% Gulf County Tourism Tax

The Bay Shack 4BR + MIL Suite, Port St. Joe
Welcome to The Bay Shack in Windmark Beach— your coastal retreat in Port St. Joe, Florida, situated on the St. Joseph Bay and minutes to Mexico Beach and Cape San Blas. This spacious 4-bed, 3-bath home includes a 3BR/2BA main house plus a private 1BR/1BA mother-in-law suite with its own entrance, ideal for multi-generation families or couples traveling together. Unwind after a beach day on the covered porch, cook fresh local seafood in the fully equipped kitchen, and catch stunning sunsets.

Lindy Lu’s Beach Retreat
The whole group will enjoy easy access to everything from this centrally located place. From the moment you walk through the door, you’ll feel the relaxed beach vibe. Discover historic Port St Joe which boasts great restaurants with live music, and enjoy pristine uncrowded beaches, perfect for shell collecting and spotting coastal wildlife. The location is unbeatable - near walking/biking trail, just steps away from pool and Pickleball court, and a short drive to our beautiful beaches.

K&K’s Coastal Getaway/Beach Access/Pools
Welcome to K&K’s Coastal Cove Getaway! BEACH ACCESS DIRECTLY ACROSS THE STREET! Pet friendly beach & home!😍 Escape to our 3BR/2.5BA coastal getaway, beach access, two pools (one heated), playground, a complimentary golf cart, close to downtown Windmark & downtown Port St. Joe! Our home has beach chairs, cooler, beach towels, & umbrella included! Board games and TVs inside for the perfect mix of fun and relaxation! Fully stocked kitchen and an outdoor grill for you to stay in and cook!

Cute House on Cape - Walk to Beach - Dog Friendly!
-Cape San Blas -Brand new construction in gulf-side Villa Del Sol -Community boardwalk to the beach (5 minute walk to the sand) -Community pool -Two community pickleball courts -Patio with partial views of gulf & bay -Open floor plan -Beautifully decorated -Stocked kitchen -High speed internet with WIFI -Roku TVs (BYO passwords) -Wagon with beach chairs, umbrella & towels -Weber charcoal grill NOTE: As Villa Del Sol is a new community, there is some construction in the neighborhood.

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.

2 mins to beach, Poolside + Hot Tub, Fully Stocked
Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - 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! :)
Popular amenities for Saint Joseph Bay rentals with a pool
House rentals with a pool

Dream Vacation

Still Waters on the Cape -LSV! Hot Tub! Comm Pool!

Cape San Blas | Pool, Hot Tub & Beach Access

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

Villa Blanca-Private Pool - Walk to St. Joe Beach

Private pool/2 min walk/bunk room/lg living area

Salty Beach Cottage|Pool|Golf Cart for 6| Bikes

Shimmering Tides~Golf Cart~Secluded
Apartment rentals with a pool

Condo with boat slip

Wonderful 3/3 condo with 2 covered balconies

Grand Balcony Views, Pool, Hot Tub

Enormous 3/3! Panoramic ocean view! Infinity Game

2/2 Waterfront Condo with pool and hot tub

Smokey's Sunset at Mexico Beach

2bd/2bh condo directly across the st from beach.

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

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

Turtle Inn - sleeps 6 - dog friendly - 3 pools

Bebe’s Beach Cottage

Footprints in the Sand - 4 Bdrm Gulf Front Home w/

Outdoor Oasis| Pool| Putt-Putt| Dog Friendly

Dune Fine-Steps to the beach/Pool/Dog Friendly

5-min Walk to Beach*Steps to Pool & Fun Amenities*

Private LUX Oasis | Pool, Game Room, Dog Friendly
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- St. Andrews State Park
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- MB Miller County Pier
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