Cottage holiday rentals in Santa Rosa Island

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Top-rated cottage rentals in Santa Rosa Island

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Top guest favourite
The exterior of the cottage is surrounded by lush greenery and colorful flowers, providing a welcoming atmosphere. A gravel pathway leads to the entrance, which features a screened porch and a vibrant blue facade. Trees offer shade and enhance the tranquil setting.
Cottage in Miramar Beach
4.96 out of 5 average rating, 156 reviews

PaPa Cantina Beach Cottage Old Florida style home

PaPa Cantina Beach Cottage is a 5 minute walk to the best Beach in the world. Located in Miramar Beach Historic Frangista Neighborhood. Private Beach access 🏖️A Quaint 2 Bedroom 1.5 bath home all yours for your stay . Queen Beds in each room,1 Bath plus a Great outdoor shower. Parking for 3 cars .Restaurants, Coffee shops, Beach stores, Great Pizza, Golf and of course the Beach within a 5 Minute walk. Grocery and Outlet stores 5minute drive .Plus water sports at Whales Tail. Fishing in Destin.

Top guest favourite
An open living and dining area is shown, featuring a wooden dining table surrounded by white chairs. The kitchen is equipped with modern appliances. A cozy seating arrangement includes a sofa and chair beside a fireplace, with a coffee table and decorative elements enhancing the space.
Cottage in Miramar Beach
5 out of 5 average rating, 59 reviews

Steps to Beach - Beach Chair Service - Pool

★ Steps to the Beach - 1 Minute Walk ★ Beach Chair Service (March - Oct) ★ Private Beach Access ★ Newly Remodeled ★ King Bed+Bunks+Sleeper Sofa ★ Pool - Seasonally Heated ★ Superhost with 5 Star Reviews ★ Fantastic Shops/Restaurants Nearby ★ Washer/Dryer ★ Free Parking ★ Fast WiFi ★ BBQ Grills Coral Cabana is located in the Sea Cabins community across the street from the beautiful beach and your very own private beach access. It's the perfect getaway to relax, recharge and reconnect!

Guest favourite
An aerial view of the cottage showcases its light blue exterior and a covered balcony. Two chairs are positioned on the balcony, overlooking a grassy yard framed by palm trees. The pathway leads to the entrance, providing a calming coastal ambiance.
Cottage in Destin
4.9 out of 5 average rating, 146 reviews

One Block to Crystal Beach + Pool + King Bed + Convenient Location

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - Comfortable King bed - This is the downstairs unit (upstairs rents separately through same host.) The Destin Doublemint, a bright and airy one-bedroom cottage, offers you the perfect location for your next family getaway. It's less than a minute to the beach, making it easy to pop back over for a dip in the pool or to watch a movie in the AC before walking back over for a Gulf sunset.

Top guest favourite
Cottage in Ferry Park
5 out of 5 average rating, 14 reviews

Gardner's Cottage - Fenced Yard, Bring Your Boat

Welcome to Gardner’s Coastal Cottage—a peaceful, family-friendly retreat in the heart of Fort Walton Beach. This beautifully restored 1950s cottage blends nostalgic charm with modern comfort and amenities. Just a short walk to the Bay, Downtown Fort Walton Beach, and a quick drive from the beach, this location cannot be beat! This 3 bedroom, 1 bath home has everything you need. Beach towels, a grill, a fire pit, and 2 spacious living areas, it’s perfect for laid-back living and memory making!

Guest favourite
A charming beach cottage is featured, showcasing a light-colored exterior with a metal roof and a welcoming front porch. Lush greenery and colorful plants surround the property, while palm trees add a tropical touch. The driveway leads to the entrance, enhancing the inviting atmosphere.
Cottage in Santa Rosa Beach
4.95 out of 5 average rating, 182 reviews

It’s Just Darling

Welcome to "Just Darling" beach cottage off HWY 30A in Blue Mountain Beach. Closest Beach access is a 10 minute walk via a short cut path or 2 minute drive. Enjoy restaurants, shops, bike trail etc... close to "Watercolor and Seaside” communities. Home is sun filled and cozy with everything you would need for your stay, including a community pool up the street. Best of all, relax on the charming wrap around front porch or barbeque off the private porch off main floor back bedroom. ENJOY!

Guest favourite
An aerial view captures the neighborhood's charming homes, with vibrant roofs and landscaping. The beach access is highlighted, positioned near the coastline's soft sands and turquoise waters, indicating the property's proximity to the beach.
Cottage in Destin
4.89 out of 5 average rating, 85 reviews

Best Value Cottage 3Bed steps to beach and pool

Welcome to La La Land! Relax with the whole family at this peaceful place to stay. A short five-minute walk to the beach and community pool is across the street. Restaurants, shopping, beach shops, and the Destin Common's outdoor mall with restaurants is a short walk or a five-minute drive. Our newly furnished house sleeps ten comfortably in three separate bedrooms—two bedrooms with king beds, and one bunk room with two full and twin bunk beds. Enjoy our cozy home...you deserve it!

Guest favourite
A cozy living area features sloped ceilings and abundant natural light from large windows. A plush sectional sofa is arranged around a circular coffee table, complemented by a patterned area rug. A single lamp provides additional lighting, enhancing the space's comfort.
Cottage in Fort Walton Beach
4.91 out of 5 average rating, 276 reviews

"Quirky Cottage"

Our "Quirky" Cottage is just that!! If you want to experience "old Florida" come and stay with us in our quirky cottage nestled in old oak trees! It was originally built in 1960 as a camping cabin, it came in a box as a do it yourself kit! There are a few left around town - really unique and private space! Located just 5-10 minutes from the Okaloosa Island beaches and everything downtown Fort Walton Beach has to offer and just 15 minutes to Destin. (all depending on traffic!)

Top guest favourite
A staircase with wooden railing leads to an upper level, complemented by a vibrant plant mural on the wall. The kitchen area features modern appliances, including a stove and refrigerator, with light cabinets and a tiled backsplash. Natural light brightens the open space.
Cottage in Destin
4.95 out of 5 average rating, 301 reviews

Two blocks to the beach! Bikes included!

Newly remodeled ⭐️Private beach bungalow in Crystal Beach! ⭐️This property is a private guest house two blocks from the beach! You will have your own entrance and parking for one car. Downstairs you will find living area, full kitchen, washer/dryer, and bathroom. The loft has 2 queen beds. Small courtyard for outdoor seating & outdoor shower. Wonderful neighborhood with sidewalks for biking or walking! I have a driver as well for airport pickup. Just send me a message!

Top guest favourite
A vibrant seating area features a red sectional sofa adorned with floral accent pillows. Colorful wingback chairs provide additional seating, set against a patterned rug. Natural light enters through sheer curtains, enhancing the lively atmosphere of the space.
Cottage in Fort Walton Beach
4.91 out of 5 average rating, 182 reviews

The Bishop House

The Bishop House.... Super clean... Hospitals within 2 miles and is located by both bases Eglin and Hurlburt base. WiFi only streaming only. pets allowed you will pay $125 special pet cleaning fee. Travel trailer in back of fenced area This is owners private unit which Completely fenced off. There are 4motion detection cameras only. 1 camera on carport looking @driveway. 1 camera on the north side of home facing driveway. No smoking inside the house. Outside smoking only

Guest favourite
A bright living space features a comfortable seating area, including a large sofa and striped chairs. Natural light streams in through large glass doors that open to a balcony, complemented by a round mirror and decorative accents. A dining table for six is also visible.
Cottage in Santa Rosa Beach
4.95 out of 5 average rating, 107 reviews

30A Cottage | Zero-entry Pool | 3 min to beach

Step into the powdery white sands and mesmerizing emerald waters of Florida's famed coast. Let the salty air kiss your skin as you sink your toes into the sand, feeling every ounce of stress just melt away-much like the fresh, local seafood that awaits you nearby. Whether you're sunbathing by our stunning zero-entry pool, grilling your catch of the day, or just vibing to live tunes, Cheeks on the Beach is your haven for that perfect blend of relaxation & revelry.

Guest favourite
A comfortable outdoor seating area features a blue sectional sofa and wicker chair. A small table provides space for drinks. A mounted TV displays a beach scene. Surrounding greenery is visible through the screens, offering a serene view of the natural landscape.
Cottage in Santa Rosa Beach
4.94 out of 5 average rating, 54 reviews

30A's Camp Coastal - 1/2 mile from the Beach!

30A's Camp Coastal was created to be a magical and unique getaway destination for guests to truly experience the scenic beauty of Point Washington State Forest that envelopes 30A, while being just a short walk from the Gulf of Mexico. Camp Coastal allows you the opportunity to step back in time and enjoy the Old Florida of days gone by, enjoy nature surrounded by wildlife - yet just a short bike path away from Dining, Shopping and Beach memories waiting to be made.

Top guest favourite
Cottage in Fort Walton Beach
4.98 out of 5 average rating, 58 reviews

Beachside Escape: Movie Room+Private Backyard+Fun

Have fun and relax with the whole family at our stylish recently remodeled cottage. This is a warm luminous open-space designed for our guests to share and spend quality time together. You can walk to the small local beach (7 minutes) that includes benches where you can read a book, picnic tables, a playground for the young ones, and a boat ramp should you have a jet ski, a boat, or a paddle board. The Gulf beaches are 9 minute drive and Destin is 16 min away.

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