
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.

Gated w/pool & hot tub near beaches!
Enjoy all the Forgotten Coast has to offer from this centrally-located beach house! Located in the tranquil Barefoot Cottages complex; this updated home is less than a 5-minute drive to miles of white sandy beaches along the Gulf of Mexico and a short drive to Cape San Blas! Your beach home is conveniently-located close to restaurants, shops, beaches and downtown Port St. Joe! The community amenities include two pools, a hot tub and grilling areas that are sure to make your stay an enjoyable one

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.

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.

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.

Dream Vacation
Escape to elevated coastal living in this beautifully appointed 3-bedroom, 2.5-bath townhome, ideally located just a short two-minute walk from the beach. Designed with comfort and style in mind, this spacious retreat is perfect for families, couples, or small groups looking to relax and unwind by the coast. Resort style community pools, and just a short distance from the townhome, three min drive. Making it easy to come and go throughout the day. Lounge poolside with a good book.

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!

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! :)

Beachside 4BR w/ Pool & Gulf Decks
Your Gulf-view beach retreat in Port St. Joe! - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (open year-round, 24hrs; heating Oct-Mar, fee applies) & outdoor shower - Gulf-view decks w/ gas BBQ grill & fire pit in fully fenced backyard - Beach access 300 steps away w/ beach essentials (chairs, towels, umbrella) provided - In-unit W/D, smart TVs, high-speed Wi-Fi & dedicated workspace - Pet-friendly (up to 2 pets, $150/pet non-refundable fee)
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

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

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

Family Beach Retreat with Golf Cart and Beach Gear

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

A Twist of Lime

Monterey Oceanfront Beach House

Salt Therapy | Modern 1BR Near State Park & Beach

Yaya's Dream
Condo rentals with a pool

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

Grand Balcony Views, Pool, Hot Tub

Beach, Breeze, Balcony Dreams

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

Wonderful 3/3 condo with 2 covered balconies

2/2 Waterfront Condo with pool and hot tub

Spacious Beachfront Condo | 3 Suites & Pool

180 Gulf Views 3/2 in Summerhouse
Other holiday rentals with a pool

Steps to beach - bikes & beach gear

Beach House-2 mins to beach w/ golf cart & 2 pools

The Chartroom

Oceanfront Gem | 2 Kings| Pool| Pup Friendly

Outdoor Oasis| Pool| Putt-Putt| Dog Friendly

Windmark beach house with MIL suite/ Golf cart

Bayfront | Heated Pool | 100% Private Beach | Dog

Gulf View Home with Private, Heated Pool
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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 Crest Condominiums
- Gulf World Marine Park
- MB Miller County Pier
- 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





