
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.

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

Stunning Beach Front-Private Heated Pool & Beach
This 4000 sq-ft stunning, gulf front beach home is located in the quaint, coastal beach town of Port St Joe. Your own private beach, spectacular water views from all 3 floors and a private heated pool create the ultimate space for relaxation and enjoying family. This ultra spacious, stylish home sleeps 16. All bedrooms have king sized beds (2 have bunks for kiddos as well), en-suite bathrooms. It features a large open floor plan for kitchen/living/dining area. It is 1 mile to Mexico Beach

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.

Family beach house w/ private pool & decks
Welcome to your St. Joe Beach retreat - a Gulf Coast home steps from the water, made for families and groups who want outdoor living, and a slower pace. - 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 - Gulf-view decks, 75" HDTV, Wifi & workspace - Family-ready: crib, Pack 'n play, baby gates & kids' books - Pet-friendly ($150/pet) | Free parking (3 spaces) | Self check-in

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.

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

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!
Popular amenities for Gulf County rentals with a pool
House rentals with a pool

Dream Vacation

Cape San Blas | Pool, Hot Tub & Beach Access

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

Summer Ready! | Pool | Foosball | Dog Friendly

Twin Gables, Private Pool & Pet Friendly

A Twist of Lime

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

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

Smokey's Sunset at Mexico Beach

2bd/2bh condo directly across the st from beach.

Beach, Breeze, Balcony Dreams

Surfside 12
Other holiday rentals with a pool

Simple Pleasures w/private pool, pet friendly!

Gulf View Home with Private Pool

Entire house with In-Law Suite and Golf Cart

Ocean Views w/private pool, hot tub + pool house

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip

The Salty Scallop

Bebe’s Beach Cottage

Gulfside+North End+Private Pool-Heat Opt.+Hot Tub
Destinations to explore
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- 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
- Sea Dragon Pirate Cruise
- ZooWorld Zoological Conservatory





