
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.

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

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.

Book your summer getaway now/ golfcart to beach!
Come indulge in the peaceful hidden treasure of Port Saint Joe! Enjoy our community pool 2 min. from the home. Shops and restaurants are within a two minute private golf cart ride. Two blocks from the beach with upfront golf cart parking! This spacious four bedroom home is perfect for multiple families to gather and make memories together! Our home is kid friendly with a sea turtle theme room and toys awaiting them! This spacious home has two queen bedrooms/kids bunk room/king master suite.

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.

Windmark Beach vacation for 10!
Enjoy your vacation in our Kennedy model home with MIL suite providing 2 fully stocked kitchens and two living areas. 4 bedrooms 3 bathrooms, sleeps 10! Walk, bike or take the golf carts (no extra charge)to the beautiful white sands of St. Joseph Bay beach! Our home is equipped with an outdoor shower, propane grill, beach chairs, toys, tent, blankets, towels, water boards, 7 bicycles, and 2 scooters (one motorized). Please no smoking on premises and we are not able to allow pets.

4BD Coastal Retreat w/ PVT Pool & Decks w/ Views!
Welcome to your St. Joe Beach retreat - a Gulf Coast home steps from the water, built for families and groups. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private pool (open 24/7, year-round) w/ fire pit, gas BBQ & sun loungers - ~300 steps to the beach w/ beach essentials included - Gulf-view decks, 75" HDTV, Wifi & dedicated workspace - Family-ready: Pack 'n play, baby gates & kids' books - Pet-friendly ($150/pet) | Free carport parking (3 spaces) | Self check-in

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! :)

Golf Cart! E-bikes! Heated Pool! Arcade! FirePit!
Welcome to "Gone Coastal" Enjoy all that Windmark Beach has to offer with a relaxing stay in this newer home is a 4 bedroom, 2 bath home that is one of the closest homes to the town center and main pool. It is 2 blocks from the beach, a easy 5 min walk or short bike ride to the beautiful white sand of the Gulf coast. This home features all the amenities such as bikes (including two ELECTRIC bikes), 2 paddle boards, and a 6-seater golf cart all included!

Cape San Blas | Pool, Hot Tub & Beach Access
Step into a beachfront retreat where the Gulf of Mexico is your backdrop. Wander Cape San Blas offers sweeping ocean views from multiple balconies, an inviting outdoor pool and hot tub for relaxation, and plenty of entertainment with a ping pong table and a poker table. Whether you’re enjoying the sunset by the water, gathering for games, or watching the waves roll in, this home is designed for both comfort and connection.
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Gulf View Home with Private Pool

Entire house with In-Law Suite and Golf Cart

Twin Gables, Private Pool & Pet Friendly

The Salty Scallop

Rocco's Retreat - Upscale Beach Front Home w/Eleva

NEW! Coastal Oasis w/Private Pool + Putt-Putt

Gulfside+North End+Private Pool-Heat Opt.+Hot Tub

Arcade, Golf Cart, Bikes, 2 Kitchens plus more
Condo rentals with a pool

Condo with boat slip

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

Smokey's Sunset at Mexico Beach

Unbeatable ocean view from enormous balcony!HUGE 2

Poolside Condo at Waterside
Other holiday rentals with a pool

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

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

Villa Blanca-Private Pool - Walk to St. Joe Beach

Salt Therapy – Stylish New 4BR Home, 5 stars

Salty Beach Cottage|Pool|Golf Cart for 6| Bikes

Beach Gear, Floats & Family Fun | Sleeps 10

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

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





