Holiday rentals with a pool in Port St. Joe

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

WindMark Beach • Golf Cart • Sleeps 12 • Pet Frien

- 6-person golf cart included – explore WindMark and get to the beach with ease - Sleeps up to 12 comfortably – ideal for multi-family stays and group vacations - Pet-friendly (fee applies) – bring your furry family members - Two full kitchens – perfect for larger groups or separate living spaces - Private in-law suite – added privacy with its own bedroom, living area, kitchen & laundry - Two resort-style pools (one heated seasonally) - Quick walk or golf cart ride to the beach - Arcade, ping po

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

Family Beach Retreat with Golf Cart and Beach Gear

🌟🌟NEW OWNER - SPECIAL RATES!!🌟🌟 ⭐ Escape the crowds of 30A, PCB, & Destin ⭐ 0.3 miles to beach access ⭐ Perfect for families, couples, or groups ⭐ 0.7 miles to Windmark Village ⭐ 2 community pools (1 heated Oct–Apr) ⭐ Fully stocked kitchen ⭐ 6-Seat Golf Cart included ⭐ Beach equipment included ⭐ 3.6 miles to Reid Avenue/downtown PSJ ⭐ Bunk room perfect for kids!

Golf Cart | Heated Pool | Arcade Games

Enjoy our family-friendly beach retreat just steps from WindMark Beach’s boardwalk. This 4-bedroom, 2-bath home sleeps up to 10 and features a serene king suite, 2 inviting queen bedrooms, and a fun kids’ bunk room. Enjoy an open-concept living space, gourmet kitchen, and private patio with Weber grill overlooking peaceful lake views. With bikes, beach gear, games, heated community pool, and a walkable location near dining and beach access, this home offers the perfect Port St. Joe escape.

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.

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! :)

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.

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!

Captain's Quarters

Bayfront 4BR/3BA home beside the St. Joe Marina. Sleeps 8 with a king suite, two queen rooms, and a twin room. Enjoy bay views, a community pool, and easy walks to downtown Port St. Joe, restaurants, and the lighthouse. Watch sunsets over the bay, then relax in coastal comfort. Short drive to St. Joe Beach, Cape San Blas, and Indian Pass

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)