
Holiday 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.

HeatedPool/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 ⭐️ Grocery Service ⭐️Pet Friendly You’ll be steps to the luxurious community pool where you can relax overlooking the Gulf of Mexico.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 yourday relaxing in the screened-in porches or fire pit outdoor living space.

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.

Escape to St Joe Beach at Villa Blanca-Heated Pool
✨ A Pink Door Vacay Signature Stay ✨ -Welcome to the Chic Beach Retreat Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Private Heated Pool-Gated Separately-Designed for Relaxation & Fun -Nestled along the tranquil shores of St. Joe Beach -Perfectly situated 1 block in from the gently lapping waves of the Emerald Coast -This charmer on 14' tall stilts is a one-of-a-kind escape for those seeking serenity & style with tons of outdoor living space -Pet friendly - 2 pups <30 lbs

2 mins to beach, Poolside + Hot Tub, Fully Stocked
Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - Beach towels and chairs - 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! :)

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!

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 Cape San Blas will not disappoint. Beach home only steps to the community boardwalk. A shared community pool pickle ball courts, and volleyball sit feet from the back door of the home. With just a 3 minute walk to the sand, it's truly a relaxing getaway!

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!

Walk to the Beach, Heated Pool, Golf Cart & Bikes
⭐️ Community HEATED pool ⭐️ Heated October thru April ⭐️ Sleeps 10 ⭐️ Bunk Room with 4 twin beds ⭐️ Screened In patio w/ seating ⭐️ Camp Chef Flat Top Grill ⭐️ Garage / Game Room ⭐️ Air Hockey Table ⭐️ Golf Cart ⭐️ 4 adult bikes ⭐️ 2 Paddleboards ⭐️ Beach Wagon ⭐️ Beach Chairs ⭐️ Beach Towels ⭐️ Sand Toys ⭐️ 5 Smart TV's ⭐️ Washer and dryer ⭐️ Keyless entry ⭐️ Wifi ⭐️ 2 parking spaces ⭐️ Community fitness center - day pass available for purchase

Spacious 4BD Beach Home w/ Private Fenced in Pool
Welcome to your coastal retreat in Port St. Joe Beach- a relaxing beach escape with gulf views & easy outdoor living. Enjoy space to unwind just steps from the sand. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct-Mar-fee applies) - Gulf-view decks w/ BBQ & outdoor seating - Fully fenced backyard w/ fire pit - Beach access nearby & beach essentials - Pet-friendly

Bebe’s Beach Cottage
Bebe’s Beach Cottage is a 3 bedroom/3.5 bath beach home and a beachgoers dream . Our beautiful beach cottage is perfectly nestled close to the pristine shoreline of Windmark Beach and about a mile from beautiful St. Joe Beach. This cozy retreat offers the ideal blend of comfort and seaside serenity, making it the perfect getaway for families, couples, or friends seeking a peaceful escape.
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Spring Break Retreat | Pools • Beach • Bunks

Beach Paradise| Stunning Ocean Views| Private Pool

Lakeside Pool & Boat Ramp • Dead Lakes Getaway

Beach 2 Blocks, Resort-Style Pool, 2 Golf Carts

Walk to Beach/ Heated Pool/ Golf Cart/ 3 King Beds

waterview|golf cart|2mins2pool|beach

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

Shellfish Cottage 3BD, pool, outdoor kitchen!
Apartment rentals with a pool

Condo with boat slip

Wonderful 3/3 condo with 2 covered balconies

Bay Front! Game Table+Resort Amenities

Best Balcony: Sweeping Gulf View, Sunset! Pool & H

Luxury Mexico Beach Condo Gulf views (First Catch)

Enormous 3/3! Panoramic ocean view! Infinity Game

Beach Paradise-Perfect Ocean Views-Pool-Sauna Brkf

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

Book your dream getaway with reduced rates now!

Spacious 4 BR/Sleeps 10. Great views of the gulf.

Snowbird Rates | Hot Tub | Foosball | Dog Friendly

5 Min To Beach, Golf Crt, In-Law Suite, Pool

Coastal Retreat+Walk to Beach+Pool+GolfCart+Arcade

Walk to resort pool & Beach!

Unwind in Windmark Beach - Sea Views!

Tipsy Turtle @ Windmark Beach, New Home/Rental
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- Rentals with pools United States
- Frank Brown Park
- St. Andrews State Park
- Windmark Public Beach access
- Wilson Beach
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- St. Joe Beach
- Bald Point State Park
- Lutz Beach
- Shipwreck Island Waterpark
- Money Beach
- Signal Hill Golf Course
- Gulf World Marine Park
- Panama City Beach Winery
- Coconut Creek Family Fun Park
- Sand Beach




