
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.

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.

Gulf-view decks, pool & beach access
Welcome to this gulf-view beach house in Port St. Joe - a relaxed coastal retreat with outdoor pool, fire pit, and the beach just steps away. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar, fee applies) - available all year, open 24 hours - Two gulf-view decks w/ gas BBQ & outdoor dining - Fully fenced backyard w/ fire pit & sun loungers - Beach access 300 steps away w/ beach essentials included - Pet-friendly (up to 2 pets, $150 non-refundable fee per pet)

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.

Coastal Retreat+Walk to Beach+Pool+GolfCart+Arcade
Welcome to High Tides, your ultimate beach retreat in coveted Windmark Beach community ☀️ Sleep 16 in this 5 bedroom home offering a perfect mix of coastal luxury and family fun. Whether you are planning a relaxing beach getaway or group adventure, this home is made to create lifelong memories. Enjoy access to a golf cart for quick rides to the pool, beach or Village Center, and unwind in your private garage arcade, in the 3 indoor living spaces or in front of a fire pit with water views 🌊

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.

Golf Cart | Heated Pool | Arcade Games
Enjoy our family-friendly beach retreat just steps from WindMark Beach’s boardwalk. This 4-bedroom, 2-bath home sleeps up to 10 and features a serene king suite, 2 inviting queen bedrooms, and a fun kids’ bunk room. Enjoy an open-concept living space, gourmet kitchen, and private patio with Weber grill overlooking peaceful lake views. With bikes, beach gear, games, heated community pool, and a walkable location near dining and beach access, this home offers the perfect Port St. Joe escape.

Bay Views • Beach Access • Pool • State Park
Escape to Cape San Blas and relax in this beautiful bay-view home located in the gated Sunset pointe at Secluded Dunes community. This furnished 3BR/2BA retreat features deeded beach access, a community pool, screened porch, covered deck, and peaceful views backing up to St. Joseph Peninsula State Park. Enjoy kayaking, fishing, wildlife, and unforgettable sunsets in one of Florida’s most relaxing coastal destinations. One kayak, one paddle board, and 2 bikes included for guest enjoyment

New 4BR|2 Two Kitchens|Golf Cart|Walk to Bay/Pools
Last-minute cancellation! Super discounted for this week! Luxury 4BR/3BA retreat in Windmark Beach, just steps from the white sands of St. Joe Bay. Includes private in-law suite with second kitchen, ideal for multigenerational or family travel. Enjoy the use of the 6 seater golf cart included with the reservation! Access to two resort-style pools (main pool is heated) and just a 2–3 min golf cart ride to the beach, bay, dining, ice cream, wine bar, shopping, live entertainment and more!

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.

Steps to beach - bikes & beach gear
• Bright coastal retreat just 300 steps from the beach • Bikes included for easy trail and boardwalk rides • Beach gear included: umbrellas, chairs, wagon, ice chest, toys • Fully equipped kitchen, 1 king and 3 queen beds, smart TVs in all rooms • Enjoy quiet mornings by the backyard pond • Explore sandbars, local shops, and great fishing spots • Unwind with board games, beach bonfires, and community-pool swimming • A peaceful stay with plenty to enjoy at your pace without the crowds

Cape San Blas private beach house Port St Joe
~EXTENDED STAYS & SNOWBIRD FRIENDLY~ {Beach Home in Villa del Sol Community} 🍑 Peaches to Beaches 🏖️ Vacation with us in the new community of Villa del Sol in Port St. Joe! The beautiful private beaches of the Cape will not disappoint. Our home is only steps to the community boardwalk. A shared community pool, pickle ball courts, volleyball sit just feet from the back deck of the home. We also just added a new beautiful trex deck! Our home is just steps to the white sand!

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

Barefoot Cottage - Hippies Nest - C57

Ocean Views w/private pool, hot tub + pool house

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

A Twist of Lime

Heated Pool | 4 full + 2 half BA | Steps to Beach

Hot Tub, Fenced Yard, Close to Beach Dining Pool

Captain's Quarters

WindMark Retreat | Golf Cart + 2 Pools
Condo rentals with a pool

Oceanview, Pool, Sauna & Jacuzzi! Steps to the Bea

Grand Balcony Views, Pool, Hot Tub

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

Wonderful 3/3 condo with 2 covered balconies

Beach, Breeze, Balcony Dreams

180 Gulf Views 3/2 in Summerhouse

Luxury Mexico Beach Condo Gulf views (First Catch)

Smokey's Sunset at Mexico Beach
Other vacation rentals with a pool

Bebe’s Beach Cottage

Cozy Home, Pool & Hot Tub, 200 Steps to Beach

Windmark beach house with MIL suite/ Golf cart

Family Friendly Windmark Beach | Golf Cart | More!

Designer 3BR• Walk to Beach• Bikes •2 Pools

Private, Heated Pool/2 Min Walk to Beach/Bunk Room

New Home, New Private pool and steps to the Beach

Oak Rest Barn, gulf front, pool, pet friendly!
Destinations to explore
- Rentals with an accessible height toilet Gulf County
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- Rentals with a hot tub Gulf County
- Family-friendly rentals Gulf County
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- 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
- Signal Hill Golf Course
- Crooked Island Beach
- Shell Island Beach
- Gulf World Marine Park
- Gulf Crest Condominiums
- Sugar Beach Condominiums
- Sea Screamer
- WonderWorks Panama City Beach
- Panama City Beach Winery
- S Rick Seltzer Park
- Coconut Creek Family Fun 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
- SkyWheel Panama City Beach





