Cottage vacation rentals in Santa Rosa Island

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Top-rated cottage rentals in Santa Rosa Island

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite
Cottage in Fort Walton Beach
4.91 out of 5 average rating, 188 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. Absolutely No parking on carport 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 in the house. No cats allowed

Top guest favorite
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, 78 reviews

Steps to Beach -Beach Chair Service -Pool -Updated

★ 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 favorite
An aerial view captures the vibrant coastal community near Crystal Beach, showcasing the proximity of the rental unit to the beach. The image features clusters of palm trees and the sparkling turquoise waters of the Gulf, creating a serene backdrop.
Cottage in Destin
4.91 out of 5 average rating, 161 reviews

One Block to Crystal Beach + Pool + King Bed

- 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.

Guest favorite
Cottage in Santa Rosa Beach
4.95 out of 5 average rating, 193 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!

Top guest favorite
Cottage in Santa Rosa Beach
4.97 out of 5 average rating, 150 reviews

30A Grayton Beach · Bikes + Pool + Free Tram Ocean

We can’t wait to host you at Sand Reef Cottage in Grayton Beach/ Santa Rosa Beach FL! Grayton is an unspoiled florida beach town with rare coastal dune lake for safe swimming for all ages and a bohemian, small town vibe! Florida’s iconic 30A! The cottage is an easy bike ride, or free tram ride to the white sandy beaches. ♥Comfortably sleeps 8 ♥Bikes & trailers provided ♥Free Daily Tram Short Ride to Beach ♥Community pool ☒ Booking Guest must be 25. NO PARTIES, SMOKING, PETS @GoodHostCo

Top guest favorite
An open kitchen featuring natural wood accents and recessed lighting. A spacious island with a quartz countertop invites gathering. Stainless steel appliances are positioned against light cabinetry, and a large window allows natural light to fill the area. A cozy seating space can be seen in the background.
Cottage in Fort Walton Beach
4.98 out of 5 average rating, 66 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 (Okaloosa Island) are 9 minute drive and Destin is 16 min away.

Guest favorite
Cottage in Fort Walton Beach
4.91 out of 5 average rating, 284 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 favorite
A charming exterior is presented, featuring a white picket fence and lush greenery. The house boasts a light-colored façade with a metal roof. Decorative elements include a trellis adorned with flowering vines and a small courtyard area. Palm trees provide a coastal touch.
Cottage in Destin
4.96 out of 5 average rating, 313 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!

Guest favorite
Cottage in Santa Rosa Beach
4.95 out of 5 average rating, 111 reviews

On 30A | King beds | 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.

Top guest favorite
A well-lit exterior reveals a charming cottage nestled among lush greenery. A wooden pathway leads to the entrance, accompanied by vibrant outdoor lighting and dense foliage, creating a serene and inviting atmosphere at dusk.
Cottage in Santa Rosa Beach
5 out of 5 average rating, 114 reviews

Historic Smith House, authentic cottage

Originally built in 1925, our renovation provides all the modern conveniences while maintaining its true southern “old Grayton” charm. Guests love the vaulted ceilings and exposed beams, wood floors, large screened porch, and the vintage Florida decor. We have a 7-night minimum during the Summer, with a Saturday check-in, and 3-night min during most of the year. The maximum number of guests is limited to four (4) persons, including infants and toddlers.

Superhost
The cottage features a grey metal roof and a welcoming front entrance. Lush green hedges and a white picket fence frame the property, while a palm tree adds a tropical touch. A clear blue sky provides a bright backdrop.
Cottage in Destin
4.81 out of 5 average rating, 121 reviews

Charming Beach Cottage- with beach service

The cottage is in Maravilla Resort, Miramar Beach, FL. The resort has a 2.5 acre private beach, which is a 5 minute walk from the cottage. The cottage sleeps 10 comfortably. It is located in a quiet street away from the main road to the resort. Maravilla is a low density development of 4- 4 story condo buildings, cottages and a dozen multi-story houses. There is a Smart -Roku TV in every bedroom and living room. The living room TV has HULU.

Guest favorite
A young plant is seen near a wooden deck, complementing the blue exterior of the cottage. The deck features a railing and steps, leading up to a screened-in porch visible on the side. Sunlight filters through the leaves, casting gentle shadows on the ground.
Cottage in Santa Rosa Beach
4.89 out of 5 average rating, 208 reviews

Palm House Cottage

Palm House is situated on a private residential road. Your private cottage is located on our secluded property in an quiet and quaint neighborhood. Our property is located close to Blue Mountain, Grayton, Seaside and Seagrove Beach. There are 50 public beach accesses along 30-A within 6 miles from our Home. Palm House includes: Queen bed Bunk Beds Full Size Kitchen All essentials Please see additional notes for more info

Popular amenities for Santa Rosa Island cottage rentals

Quick stats about cottage rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Santa Rosa Island rentals

  • Nearby attractions

    Santa Rosa Island's top spots, include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park, and Crab Island

Destinations to explore