
Holiday 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.

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 wagon, beach towels & umbrella included. Board games and TVs inside for the perfect mix of fun & relaxation! Fully stocked kitchen and an outdoor grill for you to stay in and cook!

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!

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.

Hot Tub, Fenced Yard, Close to Beach Dining Pool
Unwind in this spacious 4-BR, 2-BA WindMark Beach home tucked away on a quiet cul-de-sac with ample, spacious parking. The home features a private hot tub, fenced yard, and beach gear, and comfortably sleeps up to 11 guests with a king suite and a family-friendly layout. Just 0.5 miles to the beach and a quick golf cart ride to WindMark Town Center with dining, pool, and live entertainment. Enjoy a fully equipped kitchen, outdoor grill, and easy access to Port St. Joe and Cape San Blas.

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.

4BR beach stay w/ pool & fire pit
our coastal retreat in Port St. Joe - gulf views, a private pool, fire pit, and beach just 300 steps away. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heating available Oct-Mar, fee applies) + outdoor shower - Gulf-view decks w/ gas BBQ & fire pit in fenced backyard - Beach access 300 steps away w/ beach essentials provided - Fully equipped kitchen, in-unit W/D, smart TVs & high-speed Wi-Fi - Pet-friendly (up to 2 pets, $150/pet non-refundable fee)

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! :)
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Simple Pleasures w/private pool, pet friendly!

Dream Vacation

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

A Twist of Lime

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

The Chartroom
Apartment rentals with a pool

Condo with boat slip

Wonderful 3/3 condo with 2 covered balconies

Grand Balcony Views, Pool, Hot Tub

2/2 Waterfront Condo with pool and hot tub

Spacious Beachfront Condo | 3 Suites & Pool

Beach, Breeze, Balcony Dreams

Surfside 12

180 Gulf Views 3/2 in Summerhouse
Other holiday rentals with a pool

Dog-Friendly End Unit· Gulf Views· 1 Min to Beach

Gulf View Home with Private Pool

*New* Family Friendly Build w/Pool Access!

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

Salt Therapy | Modern 1BR Near State Park & Beach

New Heated Pool-Gulf AND Bay Views-2 Min to Beach!

3BR Beach House with Pool, Sunset Views, Pet OK

Private Pool & Beach Access w/ Balcony Fire Pit
Destinations to explore
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- 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
- Sugar Beach Condominiums
- Shell Island Beach
- Gulf Crest Condominiums
- Gulf World Marine Park
- MB Miller County Pier
- Sea Screamer
- WonderWorks Panama City Beach
- Coconut Creek Family Fun Park
- Panama City Beach Winery
- S Rick Seltzer Park
- Race City
- Dr Julian G Bruce Saint George Island State Park
- Capt. Anderson's Marina
- Sea Dragon Pirate Cruise
- ZooWorld Zoological Conservatory
- Cobra Adventure Park





