
Vacation rentals with a pool in Gulf County
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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.

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

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

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.

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

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

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

Family Beach Retreat with Golf Cart and Beach Gear

Cape San Blas Cottage ~Pool Access ~Walk to Beach

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

The Chartroom

Private Pool & Beach Access w/ Balcony Fire Pit
Condo 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 vacation rentals with a pool

Salt & Scallop: Pet friendly-Community Pools-Bikes

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

Salt Therapy | Modern 1BR Near State Park & Beach

Twin Gables, Private Pool & Pet Friendly

Bebe’s Beach Cottage

Sunset | Golf Cart | Walk to Beach | Pool | Bikes

Monterey Oceanfront Beach House

Sea Ya Soon| 3 min Beach Walk | Swimming Pool
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
- Shell Island Beach
- Sugar Beach Condominiums
- Gulf World Marine Park
- Gulf Crest Condominiums
- 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
- SkyWheel Panama City Beach





