Holiday rentals with a pool in Saint Joseph Bay

A two-story coastal cottage is presented with a covered porch featuring outdoor seating. Lush greenery surrounds the exterior, enhancing the relaxing ambiance. The pale blue façade and white railings contribute to the inviting atmosphere of this retreat.

5 out of 5 average rating, 16 reviews

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.

4.98 out of 5 average rating, 57 reviews

The exterior of a two-story home features light green siding, palm trees, and a welcoming front porch. A large driveway allows access to the property. A bright sky enhances the inviting atmosphere of this coastal retreat, while the decorative text encourages travel and booking.

Home in Gulf County

Walk to the Beach, Brand New Luxe Beach House with

Thank you for visiting No Worry Vacations! Welcome to Seaside Serenity in Port St. Joe, Florida. Seaside Serenity: Your Luxury Beach Home Rental in the Windmark North Beach Community. This new, clean luxury designed home with everything you need for a great beach vacation is a short walk to the BEACH(3-5 minutes). The Windmark North community is a quiet place to enjoy the Forgotten Coast. Your stay will include access to the Windmark community town center which is 2miles down the be

Superhost

An outdoor space is illuminated by warm string lights, featuring a circular pool surrounded by wooden decking. Comfortable seating is arranged nearby, and the sky is filled with soft clouds, creating a serene evening ambiance.

4.76 out of 5 average rating, 42 reviews

New! Cozy Home, Pool & Hot Tub, 200 Steps to Beach

Just 200 steps from the beach, this charming home offers the perfect coastal getaway. Whether your looking to relax by the pool, unwind in the hot tub, or enjoy sand and surf, this is the ideal spot for a memorable stay. Inside, you'll find two cozy bedrooms, each with it own adjoining bathroom for privacy and comfort. The main bedroom features a king bed and a spacious jet tub, perfect for relaxing. The second bedroom offers a twin over queen bunk bed, making it great for families or groups.

Superhost

The image captures a view from a balcony overlooking a sparkling community pool surrounded by palm trees. Nearby buildings feature balconies and outdoor patios, creating a welcoming atmosphere for relaxation. The sky reflects a blend of soft blues and grays, hinting at twilight.

Apartment in Port St. Joe

4.75 out of 5 average rating, 16 reviews

Bay Front! Game Table+Resort Amenities

Welcome to Emerald Surf, your bay front retreat within The Overlook community in Port St. Joe. As Port St. Joe's newest waterfront townhome and condo community, The Overlook is a picturesque haven along Florida's Forgotten Coast. Emerald Surf is a testament to luxury and coastal charm, offering a seamless blend of modern comforts and natural beauty. As you step into this 2-bedroom condo, you are greeted by a sense of tranquility and sophistication. Your small, well behaved dog is welcome!

A well-maintained property is showcased, featuring a modern exterior with palm trees lining the entrance. A six-seater golf cart is parked in the driveway, equipped with two paddleboards secured on top. The evening sky radiates with purple and orange hues.

5 out of 5 average rating, 37 reviews

4bed/3bath l In-Law Ste l Golf Cart l Resort Pool

Welcome to Boardwalk Bungalow in Windmark! Everything you need for a fun, relaxing stay: a screened in back porch, an open main living/dining room, four luxurious bedrooms, three fully stocked bathrooms, a private in-law suite featuring a king size bedroom, bathroom, separate living room and full sized kitchen and 6 seater golf cart! Boardwalk Bungalow is a 5 minute golf cart ride to the resort-style pool or any of the 10 beach access boardwalks which feature convenient golf cart parking.

4.71 out of 5 average rating, 7 reviews

Barefoot Bungalow

Barefoot Bungalow at Barefoot Cottages is ideally located near great restaurants, charming shops, and pristine Gulf beaches—perfect for your next coastal escape. This inviting, well-stocked home ensures a relaxing stay, while cozy beds promise restful nights. The open layout comfortably suits couples or families, with delightful beach-inspired decor adding warmth and charm. Thoughtful amenities and a laid-back atmosphere ensure guests love their visit and eagerly look forward to returning.

4.98 out of 5 average rating, 227 reviews

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

2 mins to beach, Poolside + Hot Tub, Fully Stocked

Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - Beach towels and chairs - 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! :)

4.9 out of 5 average rating, 113 reviews

Golf Cart! E-bikes! Heated Pool! Arcade! Fire Pit!

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!

4.98 out of 5 average rating, 61 reviews

Walk to the Beach, Heated Pool, Golf Cart & Bikes

⭐️ Community HEATED pool ⭐️ Heated October thru April ⭐️ Sleeps 10 ⭐️ Bunk Room with 4 twin beds ⭐️ Screened In patio w/ seating ⭐️ Camp Chef Flat Top Grill ⭐️ Garage / Game Room ⭐️ Air Hockey Table ⭐️ Golf Cart ⭐️ 4 adult bikes ⭐️ 2 Paddleboards ⭐️ Beach Wagon ⭐️ Beach Chairs ⭐️ Beach Towels ⭐️ Sand Toys ⭐️ 5 Smart TV's ⭐️ Washer and dryer ⭐️ Keyless entry ⭐️ Wifi ⭐️ 2 parking spaces ⭐️ Community fitness center - day pass available for purchase

A modern beach house is illuminated at dusk, featuring a spacious deck with multiple levels. A luxurious pool reflects vibrant blue lights, while lounge chairs are placed nearby. An umbrella offers shade, and palm trees are visible in the background, enhancing the coastal setting.

5 out of 5 average rating, 15 reviews

North End Beauty-Gulf Side | Private Pool+Hot Tub

Ready to giddy up and make some fantastic beach memories? Saddle up and ride on over to your dream vacation home on the stunning north end of Cape San Blas! The Beach Cowboy is a brand new, beautifully designed beach house is ready to be your perfect getaway. With 4 spacious bedrooms and 4 luxurious baths, it comfortably accommodates families and groups-comfort, style, and fun. Check out our brand new luxurious pool with tanning ledge and hot tub!

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.

4.95 out of 5 average rating, 127 reviews

Cozy 4BD Beach Home-Fenced in PVT Pool & Fire Pit

Welcome to your Port St. Joe Beach escape, where coastal views, easy beach days, and relaxed outdoor living come together. * Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths * Private pool available all year long(Heat available-for an additional fee) * Gulf-view decks w/ BBQ & outdoor seating * Fully fenced backyard w/ fire pit * Beach access just 300 steps away * Pet-friendly ($150 per pet) * Kitchen, beach essentials, family-ready setup

An aerial view showcases a private pool surrounded by a spacious sun deck and lounge chairs, with an unobstructed ocean view visible in the background. Multiple outdoor areas, including a large deck, enhance the beachside setting.