
Vacation rentals with a pool in Gulf County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gulf County
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
Private HEATED POOL available at the property last year! 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

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.

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.

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip
⭐️Luxury 4-bedroom Beach Home ⭐️ Sleeps 12 in Windmark Beach ⭐️ Heated Pool Oct 1-Apr 30 ⭐️ 6 Seat Golf Cart ⭐️ Steps to Beach Access ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf. You can walk to the beach in mins from the home to swim in the warm waters of the gulf or relax in the sun.Take a golf cart cruise to the nearby Village Center to grab a bite to eat.End your day relaxing in the screened-in porches or fire pit outdoor space.

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.

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.

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!

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! :)

Yaya's Dream
Located only steps to the white sand and emerald waters of the gulf, this unit boasts 3 bedrooms,3 and a half bathrooms and an open living floor plan. Guests will enjoy a fully stocked kitchen,large gulf side deck equipped with grill and table for outside dining,a private balcony off of each bedroom with beach views,an outdoor shower and a fully stocked closet with beach chairs,umbrellas and toys for the whole family.

Tipsy Turtle Oceanfront Beach House!
Escape with the family to Tipsy Turtle - a 3500 sq ft haven for casual living and entertaining. Revel in a well-equipped home, stunning sunsets, dolphin and seasonal turtle sightings, and a tranquil beach. Explore nearby Cape San Blas, Port St. Joe, Indian Pass, and Apalachicola for fantastic dining and shopping. Make Tipsy Turtle your retreat for unforgettable getaways!
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

4BR Beach Retreat w/ PVT Pool & Views

Barefoot Cottage - Hippies Nest - C57

Bebe’s Beach Cottage

New 4BR|2 Two Kitchens|Golf Cart|Walk to Bay/Pools

Cute House on Cape - Walk to Beach - Dog Friendly!

Cape San Blas private beach house Port St Joe

K&K’s Coastal Getaway/Beach Access/Pools

Villa Blanca-Private Pool - Walk to St. Joe Beach
Condo rentals with a pool

September Reduced! Oceanview, Pool, Sauna & Jacuzz

Grand Balcony Views, Pool, Hot Tub

Beach, Breeze, Balcony Dreams

SeaScape: 4BR 1st-Floor Condo, Beachfront,Pool/Spa

180 Gulf Views 3/2 in Summerhouse

Wonderful 3/3 condo with 2 covered balconies

Balcony beach view condo, just steps to the sand

Spacious Beachfront Condo | 3 Suites & Pool
Other vacation rentals with a pool

Gulf-front home w/ beach access & stunning views

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

Monterey Oceanfront Beach House

Family Beach Retreat with Golf Cart and Beach Gear

Dream Vacation

New Home, New Private pool and steps to the Beach

WindMark Retreat | Golf Cart + 2 Pools

3BR/2BA Cottage w/PRV POOL Marina District
Destinations to explore
- Rentals with an accessible height toilet Gulf County
- Rentals with a kayak Gulf County
- Rentals with a hot tub Gulf County
- Family-friendly rentals Gulf County
- Rentals with beach access Gulf County
- Apartment rentals Gulf County
- Cottage rentals Gulf County
- Townhouse rentals Gulf County
- Condo rentals Gulf County
- Beachfront rentals Gulf County
- Waterfront rentals Gulf County
- Rentals with lake access Gulf County
- Pet-friendly rentals Gulf County
- House rentals Gulf County
- Rentals with pools Florida
- Rentals with pools United States
- Pier Park
- St. Andrews State Park
- Frank Brown Park
- Aqua Resort
- St. Andrew State Park Pier
- Shipwreck Island Waterpark
- Crooked Island Beach
- Signal Hill Golf Course
- Shell Island Beach
- Sugar Beach Condominiums
- Gulf Crest Condominiums
- Gulf World Marine Park
- MB Miller County Pier
- Sea Screamer
- WonderWorks Panama City Beach
- Panama City Beach Winery
- Coconut Creek Family Fun Park
- S Rick Seltzer Park
- Race City
- Dr Julian G Bruce Saint George Island State Park
- Capt. Anderson's Marina
- Sea Dragon Pirate Cruise
- Cobra Adventure Park
- ZooWorld Zoological Conservatory





