Holiday rentals in Point Washington

A serene outdoor space features four wooden Adirondack chairs arranged around a fire pit, set on lush green grass. A wooden dock extends into the water, leading to a calm bay with a floating inflatable. Clear blue skies stretch overhead.

4.95 out of 5 average rating, 39 reviews

Bayside Beauty - Private Dock - Kayak - Fishing

Bayside Beauty | Private Dock • Sunset Views • Coastal Luxury The perfect waterfront escape in Santa Rosa Beach, a rare bayfront retreat where laid-back luxury meets unforgettable views. Nestled along the tranquil shores of the Choctawhatchee Bay, this home offers front-row seats to breathtaking sunsets, calm waters, and the ultimate Florida lifestyle. Wide open, light-filled living space designed to bring the panoramic bay views, while coastal-inspired interiors create a relaxed, upscale vibe.

A private pickleball court is visible in the foreground, surrounded by lush greenery. The elevated retreat structure can be seen above, featuring outdoor stairs leading to a spacious balcony. Tall trees and open spaces compose the serene setting, providing a peaceful backdrop for outdoor activities.

4.9 out of 5 average rating, 30 reviews

Pickleball Playhouse | Private Pickleball Court

This family-friendly 5-bedroom, 3-bath retreat offers style, comfort, and a pickleball court! Newly renovated and private, it features standout outdoor amenities including private pickleball and volleyball courts. Unwind in the backyard between games or head out to explore the nearby beaches, shops, and dining along 30A. Book your stay and enjoy the perfect mix of recreation and coastal relaxation. Please note: Ideal for families. No high school or college spring break or beach week stays.

Two paddle boards and two kayaks are secured against a brick garage wall, showcased alongside simple outdoor lighting. A clear driveway framed by lush greenery leads to the entrance, creating a welcoming space for water activities.

5 out of 5 average rating, 40 reviews

Paddle Boards l Beach Gear l Tiki Bar l Game Room

Listing Summary We are centrally located to the Bay, 30A, restaurants & great shopping! 4 miles straight down Hwy 395 is the beautiful town of Seaside 3 blocks from the Choctawhatchee Bay. Launch your boat, paddle boards or kayaks into the Bay Beach gear includes Paddle Boards, Kayaks, beach chairs, umbrella, Turkish beach towels,& cooler Grab beach gear & cooler & cruise to the ocean to enjoy the white sugar sand beaches of Seaside, Seagrove, Grayton & Rosemary Beach to name a few!

Treehouse in Santa Rosa Beach

A bright and inviting living space features large windows overlooking the bayou. The room includes a spacious bed, a cozy seating area with a sofa, and a dining space. A statement chandelier adds a touch of elegance, while wooden accents enhance the warm ambiance.

4.93 out of 5 average rating, 167 reviews

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Apartment in Santa Rosa Beach

The Zoo Gallery is a two-story building featuring a welcoming porch with red chairs. Lush greenery surrounds the steps, and abundant windows allow natural light to fill the space. A clear blue sky complements the bright yellow exterior, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 319 reviews

89.HotzAvenue - Downtown Grayton Beach 1

Relax in old Florida's charming Grayton Beach, just steps from the powder white beaches of South Walton. Downtown Grayton #1 is centrally located on world-famous Scenic 30A - minutes from Seaside, Watercolor, Alys Beach, and Rosemary Beach. Your recently refurbished condo offers an eclectic, comfortable, convenient escape for couples, solo travelers and families. One story above a Grayton Beach staple, The Zoo Gallery & directly across the street from the legendary Red Bar!

The cottage's exterior features a welcoming front porch with wooden rocking chairs and a tasteful welcome mat. A light green facade is complemented by natural surroundings of tall trees and greenery, providing a serene atmosphere. Steps lead to the entrance of the home.

4.97 out of 5 average rating, 30 reviews

Palmetto Cottage: Coastal Retreat near Grayton

Welcome to Palmetto Cottage, a peaceful retreat. - Thoughtfully furnished and comfortably equipped interior - Cozy and inviting atmosphere - Extremely clean and well-kept property with comfortable rooms - Close proximity to beautiful beaches - Access to forest trails for biking and hiking - Explore nearby attractions: Point Washington State Forest, Western Lake, Santa Rosa Beach, Gulf Place Town Center

5 out of 5 average rating, 11 reviews

A two-story grey home is showcased under a clear blue sky, surrounded by lush greenery. The house features multiple windows and a staircase leading to the upper level. A concrete driveway is visible with dappled sunlight filtering through the trees.

Home in Vernon

The Lazy River

Take it easy at this unique and tranquil getaway. Located on the Choctawhatchee river, The Lazy River home is 1 mile up river from the bay and located just off of the big river. You are able to access the best of both worlds here including Crab Island, the fresh water springs and the big river. Stay in the river and catch bass, bream and catfish or venture into the bay and catch redfish, trout and mullet.

4.99 out of 5 average rating, 72 reviews

A spacious bedroom is furnished with a large upholstered bed featuring crisp white linens. Two lamps on nightstands provide soft lighting, while a comfortable armchair adds to the seating options. Natural light streams through multiple windows adorned with woven shades, illuminating the warm wood flooring.

Home in Grayton Beach

July Openings! Grayton 30A Beach House + 4 Bikes

The Miller House | A True Grayton Classic 3BR Retreat Just Steps from the Beach Step back in time at The Miller House—a charming one-story home in the heart of Grayton Beach. With its historic shiplap walls, vintage-inspired décor, and modern comforts, this 3-bedroom, 2-bathroom retreat is perfect for families or friends looking to unwind, explore, and enjoy the authentic 30A experience.

A light-filled bedroom showcases lake views through large windows. A spacious bed is adorned with soft linens and pillows. A wall-mounted TV is positioned across from the bed, while outdoor seating with an umbrella can be seen on the deck, enhancing the serene ambiance.

4.99 out of 5 average rating, 115 reviews

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.

Guest suite in Santa Rosa Beach

A wooden porch is presented, featuring a small, weathered table and two chairs. Surrounding greenery includes a leafy plant and tall, thin trees, creating a natural setting. The exterior of the structure is finished in light wood, harmoniously blending with the environment.

4.97 out of 5 average rating, 75 reviews

Blueberry Bungalow

Kick back and relax in this calm, stylish space perfect for a couple or a solo traveler who wants easy access to the beaches of South Walton but doesn't want to stay in the fray of 30A. This studio efficiency is located in historic Point Washington within walking distance to Choctawhatchee Bay and Point Washington State Forest.

Cottage in Santa Rosa Beach

A bright sitting area is furnished with two inviting armchairs featuring light upholstery and natural wood accents. A small round coffee table holds magazines, while a floor lamp provides additional light. Artistic wall decor and textured window coverings enhance the serene atmosphere.

4.87 out of 5 average rating, 245 reviews

Escape to Heart of Grayton Beach in Cozy Cottage

Escape to our charming and cozy 1 bedroom, 1 bathroom cottage located in the heart of Grayton Beach, Florida, just steps away from the world-famous 30A and Seaside. Our recently renovated cottage features all of the modern amenities you need for a comfortable and relaxing stay, while still retaining its old Florida charm.

A charming white house is featured, flanked by lush greenery and colorful flowers. A welcoming porch with railings extends across the front, leading to a pathway made of stone. Large windows allow natural light to brighten the space, surrounded by a serene woodland backdrop.