
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.

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

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.

Sunset | Golf Cart | Walk to Beach | Pool | Bikes
Indulge in the ultimate coastal getaway near the sandy beaches and clear waters. This peaceful retreat has the modern amenities of a resort with the privacy of a luxury home. Enjoy stylish living areas, a modern kitchen, and a patio overlooking tranquil water. Drive the golf cart to the Village Center to swim in the heated pool or grab a bite. Windmark Beach – 4 min drive Lighthouse – 10 min drive Convention Museum – 12 min drive Book For Lasting Memories In St. Joe—See Details Below!

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.

Entire house with In-Law Suite and Golf Cart
This home is the perfect vacation rental for families looking to enjoy the beautiful beaches of Port St. Joe. With four bedrooms, two kitchens, and two living rooms, there is plenty of space for everyone to relax and unwind. Just a quick 2 minute golf cart ride from the beach, guests can spend their days soaking up the sun and enjoying the sand and surf. For those looking to cool off without the sand, the pool is just as close, offering a resort-style experience for all guests.

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! :)

Villa Blanca-Private Pool - Walk to St. Joe Beach
✨ A Pink Door Vacay Signature Stay ✨ -Welcome to Villa Blanca, a chic beach retreat with soaring 26’ ceilings and breezy coastal design. -Enjoy a private, separately gated pool made for relaxation and fun. -Nestled along the tranquil shores of St. Joe Beach, just 1 block from the Emerald Coast. -This one-of-a-kind home sits on 14’ stilts with expansive outdoor living. -Pup friendly - 2 pups <30 lbs

3BR/2BA Cottage w/PRV POOL Marina District
Enjoy luxury lodging at The Captain’s Quarters cottage located in the epicenter of the Marina District w/pool. Conveniently located next to Port St Joe’s Haughty Heron and adjacent to Point South Marina and only a 2 block walk to the shops and local eateries on Reid Avenue in Downtown Port St Joe’s Historic District. Whether traveling by land or sea, this cottage is the place to be!
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Barefoot Cottage - Hippies Nest - C57

Flirty Flamingo - Gulf Views! Private Pool!

Heated Pool, HotTub, Sauna, Game Room, Cart, Beach

A Thoughtfully Designed Family Retreat in PSJ

Tipsy Turtle Oceanfront Beach House!

How very Swank

Salty Beach Bungalow

Rocco's Retreat - Upscale Beach Front Home w/Eleva
Condo rentals with a pool

Wonderful 3/3 condo with 2 covered balconies

Grand Balcony Views, Pool, Hot Tub

Luxury Mexico Beach Condo Gulf views (First Catch)

2/2 Waterfront Condo with pool and hot tub

Unbeatable ocean view from enormous balcony!HUGE 2

Smokey's Sunset at Mexico Beach

Beach, Breeze, Balcony Dreams

Condo | Sleeps 8 w/ Pool, Hot Tub & Boat Lift
Other vacation rentals with a pool

Experience Paradise - Oceanview Villa w/ HotTub, Shuffleboard, Bikes, Beach Access, Heated Community Pool

Beach 3 Blocks, Oasis-Like Heated Pool, Golf Cart

Stay Salty, Sleep Luxe | Pool | 3 Kings

Unwind in Windmark Beach - Sea Views!

Walk2Beach&Pools|Family Friendly|4BR|Golf Cart

Gulf View/Free Paddle board/Beach cart/Pickle Ball

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

Private Pool & Beach Access w/ Balcony Fire Pit
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- Aqua Resort
- St. Andrews State Park
- Frank Brown Park
- St. Andrew State Park Pier
- Crooked Island Beach
- Shell Island Beach
- Shipwreck Island Waterpark
- Signal Hill Golf Course
- Gulf World Marine Park
- Coconut Creek Family Fun Park
- Panama City Beach Winery
- Pier Park
- Gulf Crest Condominiums
- MB Miller County Pier
- S Rick Seltzer Park
- Sugar Beach Condominiums
- Dr Julian G Bruce Saint George Island State Park
- WonderWorks Panama City Beach
- Sea Dragon Pirate Cruise
- Capt. Anderson's Marina
- Sea Screamer
- Race City
- ZooWorld Zoological Conservatory
- Cobra Adventure Park




