USA Florida Sterling Resorts Santa Rosa Beach Listing #32775

Calypso Cottage - Sunrise Beach Subdivision - Santa Rosa Beach, FL

Take a Virtual Tour
17 reviews
Max. occupancy: 16 2 King Bed, 2 Queen Bed, 2 Double Bed, 4 Twin Bed 4 bedrooms 4 bathrooms No pets 
Address provided after booking

Worry-free booking

Enjoy peace of mind with flexible cancellation options. Read our cancellation policy >

Expert cleaning

Pro housekeepers clean thoroughly and provide fresh linens before every stay.

Local support

Count on 24/7 guest care and local teams everywhere we operate.


Smart locks or lockboxes at many homes offer smooth, contactless check-in.

Three-story beach home with private pool, free WiFi, walk to private beach!

Calypso Cottage is a beautiful four-bedroom, four-bathroom, three-story home nestled in the gated community of Sunrise Beach in Santa Rosa Beach. This 2,360 square foot home is located within walking distance to Gulf Place, a town center with plenty of shopping and dining venues. Enjoy time with your family in your own private swimming pool or walk down to the private beach! The living area and the master bedroom both offer private balconies where you can sit back and enjoy gentle gulf breezes from the nearby emerald waters of the Gulf of Mexico. The upgraded kitchen is fully equipped, so you can prep and serve meals right at home.

The combined living and dining area offer gulf views and create an ideal place for family gatherings with its large flat-screen TV and dining that seats up to 10 people. There are two sets of king beds, two sets of queen beds, two full beds, and two bunk beds. All are equipped with flat screen TVs. There is also a full-sized washer and dryer for your convenience. Right outside the den area is where you relax in your own private pool, with plenty of outdoor seating and a grill for those who like to cook and dine alfresco.

Being in the community of Sunrise Beach means this home is a short bike ride away from all that the west end of 30A has to offer. When you visit Gulf Place, you can dine at Pizza by the Sea, La Playa, The Perfect Pig, or Shunk Gulley's – a great seafood place overlooking the gulf. If you head into Blue Mountain Beach, you can stop at Redfish Taco or The Creamery, and try to award-winning chocolate ice cream. A longer ride east will take you to Grayton State Park or the areas of Watercolor and Seaside, where The Truman Show was filmed. No matter what brings you to Calypso Cottage, this home, the scenery, the community, and an array of local attractions will make you realize you’ve truly been in paradise, and keep you coming back again.

What’s nearby:
Enjoy local restaurants like Blue Mabel (two miles from the condo) and local favorite Shunk Gulley Oyster Bar (less than half a mile away). Grayton Beach State Park (which features the Underwater Museum of Art) is just a nine-mile drive away. 16 miles from the condo lies Deer Lake State Park, where guests can observe nature and wildlife.

Things to know:
Free WiFi and cable
Full kitchen
Snowbird friendly
Free bicycle use for guests
Beach access is 50 steps away from this home
Outlet covers are available to protect younger guests
Beach access is across the street and is about 50 steps away
A beach setup (two chairs and an umbrella) is available March - October.
A car is necessary to best enjoy this home
Please note that the driveway parking can accommodate up to 4 mid-sized vehicles max. Rvs, boats, trailer, and street parking of any vehicle is prohibited. Boats and trailers are only allowed if they can be parked in the driveway.

Parking Notes: Parking: Driveway parking can accommodate up to 4 mid-sized vehicles. Four vehicles max. Rv's, boats, trailer, and street parking of any vehicle is prohibited. Boats and trailers are only allowed if they can be parked in the driveway.

Guest Entry Instructions: This rental utilizes an E-lock, a digital lock that requires an unique code to enter. This code is reset after each guest's stay.

Water Access: Beach access is located across the street from the home and is approx. 650 yards away.

You must be 25 years or older to rent this property.




Washer/dryer : Private

Heating & cooling

Central AC

Partial AC

Kitchen & dining









DVD player

Wireless router

Nearby activities & attractions

Golf Nearby

On-site activities

Pool : Private

Adult bikes




Beach chairs


Enclosed yard

17 reviews

David R. Jun 2021
Perfect location. Steps away from the beach. Enjoyed the nice quiet neighborhood and family friendly atmosphere. Would definitely stay here again.
Mark H. May 2021
We loved this house from the moment we pulled into the gate! The little subdivision is perfectly placed and very secure. It took us 2 mins to walk to the beach! HUGE PLUS!!! There was plenty of room for our group of 13! The owners even left some games and water toys for us as well as beach chairs. The pool was small but perfect for our small kids. They loved it. The house itself is outdated and could use some upgrades and just some minor changes but they didn’t hinder our trip at all...
one downfall is that the kitchen is on the 3rd level. That was tough... that was a lot of stairs and with little ones it was a bit hard to deal with.
The 3rd level balcony does have a little view of the ocean so that was aweome!
All in all we really liked this home and will probably be back!
Keith B. May 2021
Wonderful location! We loved being on a private beach with the two chairs and umbrellas set up. Walking distance to great restaurants.
John David G. Apr 2021
We had such a great week! The private pool was nice, the beach was just a few steps from the house, the house was very clean, and the kitchen had everything we needed!! The private beach was really nice and not crowded at all. We really appreciated having two chairs and an umbrella set up for us on the beach everyday. We also
enjoyed the beach bikes and bike trailer for our kids. We would definitely stay here again!
Abby H. Oct 2020
We loved how close we were to the beach!
Nicole R. Oct 2020
We had the best week at Calypso Cottage. This house was just like pictured. It had all the amenities we needed, and it was very clean. It is in the cutest gated neighborhood and is very quiet. The walk to the beach is very convenient! My kids loved the pool, boogie boards, and corn hole game they provided. We rode bikes every morning. We were very close to coffee, ice cream, and restaurants. We will definately stay there again!
Karen R. Sep 2020
This was the perfect house and just the right size for our big family. The home owners are super nice and went out of the way to make sure all was well. This house is in the perfect location and it has all the extras. I would highly recommend it!
Christa M. Sep 2020
pool was nice
David R. Sep 2020
Everything about this home was perfect! The location, size, beauty, cleanliness, layout, owner communication, EVERYTHING!!!!
We even loved that the kitchen was on the top floor because it was too much effort for the kids to bother us constantly for snacks, tattling, etc!!!!!
We will definitely be returning to this beach home for our future family trips, and I can’t wait to get my toes back in that white sand.
Martin G. Aug 2020
We had a wonderful beach vacation at Calypso Cottage. The house was perfect for us! The beach access is so close and the private pool was a hit with the kids. We loved that there was second living room area. The extra beach chairs and boogie boards came in handy. There were also 8 beach bikes at the house we were able to use. This house was perfect for young children.
We love staying in this small gated community. It is very close to the fun restaurants, coffee shops, and ice cream parlors.
We will definitely be back next year!
Mary H. Aug 2020
Comfortably housed 7 adults and 3 children. Easy walk to the beach for the children ages 8 thru 12. Gated community gave us a secure feeling. We cooked at home. The kitchen could have been bigger. Enjoyed the many porch, patio areas. Staff is great at Vacasa! Good location with easy access to golf courses for adults and walking distance for amenities. Like the all hard surface floors vs carpet. Beds are comfortable. AC worked great!
Joseph R. Jul 2020
This house was a great size, close to the beach and perfect for the pool too. Absolutely wonderful experience.
Lois K. Jul 2020
Close access to the beach. Being in a gated community
Shawn K. Jul 2020
We really enjoyed the neighborhood and how close we were to the beach. The bedroom setup was perfect for our group of 7 and we could have definitely had more people and had plenty of room. The pool was nice, but this property backs up to 3 other pools, so it is not very private. It was wonderful having 8 bikes and there were several beach chairs and floats for us to use. However, we did not like the that the kitchen and living room area were on the 3rd floor and you could not get to any bathroom without walking through a bedroom. It was a hike to get the groceries upstairs and get coolers ready, etc. It may have been a little easier if there was a larger refrigerator on the 1st floor and place to store coolers.
gaynel m s. Jul 2020
Great beach house. Plenty of room for large families. I am concerned about future beach access. Some owners are not allowing anyone on the beach in front of their house. The rest of the beach only allows canopies. I gave the house top rate but if stricter restrictions are in place next year I probably won't go back to same area.
Ann M. May 2020
I would 100% recommend this house! It is only seconds from the beach. The house was spotless with lots of perks and amenities. We loved having the pool and charcoal grill. It accommodated our large party well and the beds were very comfy. The third floor has a beautiful view of the ocean.
The owners also provided beach chairs, umbrellas, and beach bikes. It is in a central location close to several good restaurants. I can’t wait to come back!
Kizzy H. Dec 2019
We really enjoyed our stay