Vacation 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.

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Guest favorite
Home in Port St. Joe
5 out of 5 average rating, 9 reviews

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.

Top guest favorite
An aerial view showcases a large community pool surrounded by palm trees, with the coast visible in the background. Below, a bright living area features a comfortable sectional sofa, a coffee table, and a vibrant green accent wall, providing a welcoming atmosphere.
Home in Port St. Joe
4.97 out of 5 average rating, 72 reviews

Golf Cart Included | 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!

Guest favorite
The exterior of a single-family coastal home is illustrated, featuring a light-colored façade and a driveway with a blue golf cart parked nearby. Two white chairs are positioned on the front porch, flanked by palm trees and landscaped greenery, creating an inviting entryway.
Home in Port St. Joe
5 out of 5 average rating, 22 reviews

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.

Top guest favorite
A three-story beach home is surrounded by palm trees and tropical landscaping. The exterior features horizontal slats and a covered balcony above the ground level. The ground level includes a paved area with garage doors, offering parking and access beneath the house.
Home in Port St. Joe
4.96 out of 5 average rating, 135 reviews

Beach Retreat w/Pool & Short Walk to the Sand

Welcome to your Gulf Coast beach house in the St. Joe Beach area - steps from the shore, with gulf-view decks, a private saltwater pool & a fire pit. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private saltwater pool (open 24/7, all year; heated Oct-Mar - fee applies) & fenced backyard w/ gas BBQ ~300 steps to the beach w/ beach essentials - 75" HDTV, Wifi & family extras: crib, Pack 'n play - Free carport parking (3 ) & self check-in via keypad - Pet-friendly ($150 per pet)

Top guest favorite
A screened porch entrance opens to a clear pathway leading to the pool area. Lush palm trees and well-maintained shrubs are visible, creating a welcoming view of the community's outdoor space.
Cottage in Port St. Joe
4.97 out of 5 average rating, 247 reviews

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! :)

Top guest favorite
Cottage in Port St. Joe
5 out of 5 average rating, 47 reviews

Your Independence Day Beach Weekend Starts Here

Welcome to your Independence Day family getaway in Port St. Joe! This 2BR/2.5BA coastal cottage is near the calm waters of St Joseph Bay, Windmark, St Joe, and Mexico Beaches. The beautiful beaches of Cape San Blas are just minutes away. Enjoy a bright open layout, full kitchen, two porches, plus access to 3 community pools and a hot tub—perfect for relaxing after beach days, kayaking, and family adventures on Florida’s Forgotten Coast.

Top guest favorite
The exterior of Villa Blanca is showcased against a vibrant sunset, highlighting the two-story structure elevated on stilts. Outdoor seating and a private pool are visible in the backyard, with palm trees adding a tropical touch to the overall inviting atmosphere.
Home in Port St. Joe
5 out of 5 average rating, 73 reviews

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

Guest favorite
A private pool is framed by a stone patio, featuring lounge chairs and umbrellas for shade. The pool area is bordered by palm trees, and a sliding door provides access to the indoor living space. The sky above displays a mix of blue and fluffy clouds.
Home in Port St. Joe
4.89 out of 5 average rating, 56 reviews

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!

Superhost
Home in Port St. Joe
4.89 out of 5 average rating, 19 reviews

Cottage at Surfside - Private Pool! Near Beach!

Savor an inviting escape at Cottage at Surfside, offering 3 bedrooms and 2 bathrooms. This modern retreat comes with Covered parking plus extra parking in driveway, Lanai providing a separate outdoor living space, and Private pool. Situated in Cape San Blas, FL, this comfortable property offers spacious living areas, modern comforts, and convenient access to nearby landmarks.

Top guest favorite
Townhouse in Port St. Joe
5 out of 5 average rating, 15 reviews

Oceanfront Gem | 2 Kings| Pool| Pup Friendly

★ Oceanfront Paradise (40 feet from door to sand) ★ Private Cowboy Pool + Fenced Backyard ★ Outdoor bed swing with Ocean Views + 65in TV ★ Dog Friendly (up to 2 w/pet fee) ★ LUX Primary Suite with Ocean Views ★ Fully Stocked Gourmet Kitchen ★ Coffee Bar ★ Tons of beach essentials included! (chairs, umbrella, beach cart, beach towels)

Top guest favorite
A charming cottage with a vibrant green exterior is elevated on stilts, surrounded by a spacious lawn. A private cowboy pool is visible alongside a seating area. Large windows reflect sunset hues, enhancing the inviting ambiance of this outdoor space.
Home in Port St. Joe
5 out of 5 average rating, 14 reviews

Stay Salty, Sleep Luxe | Pool | 3 Kings

★ 3 LUX KING Suites ★ Stunning Ocean Views ★ Private Cowboy Pool ★ Dog-Friendly Paradise (Up to 2 w/pet fee) ★ Sleeps 10 Comfortably (8 adult max) ★ Walk to the Beach – Chairs, Umbrella, Beach Towels & Cart Included ★ Spacious Fenced Yard w/ Ocean Views ★ Gourmet Coffee Bar ★ Premium beach amenities!

Guest favorite
A modern, multi-level home is prominently situated against a backdrop of fluffy clouds and blue skies. Tall grasses frame the foreground, and a group of birds is seen flying above the structure. The home features large windows and multiple balconies, enhancing its spacious appearance.
Home in Port St. Joe
5 out of 5 average rating, 5 reviews

Oak Rest Barn, gulf front, pool, pet friendly!

Oak Rest Barn is a stunning, Gulf-front retreat that blends modern luxury with heartfelt family charm. Named in honor of the owner's Georgia family farm, this unique home features reclaimed wood from their grandparents' farmhouse, adding a personal touch to its elegantly designed interiors.

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