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

Barefoot Getaway - your perfect poolside paradise!

Best location in Port St. Joe! - Gated community w/ 2 pools - 2 Mins to beach - Poolside! Large community pool & hot tub - Steps to parking for easy unloading - Fully equipped kitchen including drip & k-cup coffee makers - Linens, towels & initial supply of paper products - Beach towels & 4 beach chairs provided - Clean, cozy & relaxing cottage recently renovated - We follow Airbnb's enhanced cleaning protocol - 2 screened porches w/ ceiling fans - Florida's best beaches & food minutes away

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.

Book your summer getaway now/ golfcart to beach!

Come indulge in the peaceful hidden treasure of Port Saint Joe! Enjoy our community pool 2 min. from the home. Shops and restaurants are within a two minute private golf cart ride. Two blocks from the beach with upfront golf cart parking! This spacious four bedroom home is perfect for multiple families to gather and make memories together! Our home is kid friendly with a sea turtle theme room and toys awaiting them! This spacious home has two queen bedrooms/kids bunk room/king master suite.

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.

Walk to Beach/ 2 Pools/ Golf Cart/3 King Beds

🔆 Brand New (2025) 6-seater golf cart with speaker Bluetooth Audio is included 🔆 Heated pool Oct 1- April 30 🔆 Minutes from multiple white sandy beaches. 🔆 Beautifully designed 4 bed/ 2 bath beach house 🔆 Fully Stocked Coffee Bar 🔆 Arcade Games 🔆 Shuffleboard w Bowling Game 🔆 Beach essentials included (chairs, umbrella, beach cart, beach towels, Cooler, bicycles) 🔆 Desk, Monitor, and keyboard 🔆 2nd Refrigerator, Chest Freezer, Charcoal Grill (Charcoal is not provided)

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.

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

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)

The Chartroom

Luxury 4BR/3BA bayfront home beside the St. Joe Marina. Sleeps 10 with a king suite, two queen rooms, and a twin room. Enjoy the community pool, small sandy beach, and stunning bay sunsets. Walk to downtown Port St. Joe, shops, restaurants, and the lighthouse. Short drive to St. Joe Beach, Cape San Blas, and Indian Pass.