Vacation rentals with a pool in Gulf County

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

Welcome to High Tides, your ultimate beach retreat in coveted Windmark Beach community ☀️ Sleep 16 in this 5 bedroom home offering a perfect mix of coastal luxury and family fun. Whether you are planning a relaxing beach getaway or group adventure, this home is made to create lifelong memories. Enjoy access to a golf cart for quick rides to the pool, beach or Village Center, and unwind in your private garage arcade, in the 3 indoor living spaces or in front of a fire pit with water views 🌊

Family · Location · Hospitality

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 · Location · Bathroom

Home w/ 2 Master Suites (golf cart included)

Spacious, modern and charming WindMark beach home with 2 master kings, 2 living rooms, 2 kitchens and 2 laundry rooms—great for large groups, multiple families (or if you want a quiet place to go while the rest of the family is making way too much noise)! 😂 Beach gear (umbrellas/towels/toys/chairs/cart), bbq grill, ping pong table, 4 golf cart and bicycles included! Heated zero entry pool, restaurants, shops, and beach are just 3mins away with the provided golf cart (7-8min walk). 🚴 🏖️

Family · Location · Kitchen

Coastal Beach Retreat w/PVT Pool/Views from Decks

Your gulf-view beach house in Port St. Joe Beach- steps from the Gulf with a private pool, fire pit, and everything your group needs. - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private pool (24hrs; heating Oct-Mar, fee applies) & outdoor shower - Gulf-view decks w/ gas BBQ grill, fire pit, sun loungers & fully fenced backyard - Beach access 300 steps away w/ beach essentials - Full kitchen, in-unit W/D, 75" HDTV, Wi-Fi & workspace - Pet-friendly (2 pets, $150/pet non-refundable fee)

Location · Value · Condition

Bay Views • Beach Access • Pool • State Park

Escape to Cape San Blas and relax in this beautiful bay-view home located in the gated Sunset pointe at Secluded Dunes community. This furnished 3BR/2BA retreat features deeded beach access, a community pool, screened porch, covered deck, and peaceful views backing up to St. Joseph Peninsula State Park. Enjoy kayaking, fishing, wildlife, and unforgettable sunsets in one of Florida’s most relaxing coastal destinations. One kayak, one paddle board, and 2 bikes included for guest enjoyment

Location · Family · Cleanliness

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.

Family · Location · Pool

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

Location · Family · Decor

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip

⭐️Luxury 4-bedroom Beach Home ⭐️ Sleeps 12 in Windmark Beach ⭐️ Heated Pool ⭐️ 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.

Location · Family · Cleanliness

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!

Location · Value · Condition

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! :)

Location · Value · Parking

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!

Location · Family · Hospitality

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens

New 2023 luxury beach retreat in Windmark—boardwalk 2 houses away + resort pool walkable. Includes a 2025 6-seater golf cart + Tesla Level 2 EV charger + bikes/beach gear. Perfect for a large family: 4BR/3BA with a private in-law/teen suite + TWO full kitchens. Walk or ride our bikes 700 feet to the beach. Located in North Windmark closest to Mexico beach. Beautiful peek a boo views of the ocean from your back porch. Walk to the boardwalk.

Family · Value · View