1 Bedrooms / 1 Bathrooms / Sleeps 3
Cottage in Rosemary Beach

Property Details

***Please note: Rosemary Beach community pools are open. Occupancy is limited to 50%; first come first serve. Rosemary Beach has the right of refusal and the right to close the pools at any time if current CDC Guidelines regarding social distancing are not being met.***

Escape to Rosemary Beach luxury in this spectacular carriage house designed by architect Bobby McAlpine and the acclaimed interior designer Kay Douglass. Calypso is just steps down the boardwalk from the emerald beaches, shops, and restaurants of Rosemary. There are two floors in this home. The main floor, featuring unfinished antique oak wood floors, has a comfortable seating area with plush chairs and a sofa bed, as well as a full kitchen with all the necessary appliances and accessories for you to store your favorite coastal delicacies or whip up a delicious meal. French doors open up to the private balcony. It’s the perfect spot to enjoy your morning coffee or sip on a glass of wine to watch the sunset. Just up the spiral staircase inside is a master bedroom loft with a plush king bed. This area opens up to the living space below, making the space feel open and bright. Beautiful draperies can be pulled to create a cozy and serene atmosphere. Calypso may be rented along with its main house, Flying Dutchman, if available. It is the perfect space for a romantic getaway, grown children, or a nanny!

Book this vacation home now, or Contact us for more information or to book this beautiful property.

Sleeping Arrangements



  • Twin sofa bed
  • Full bathroom

  • Master bedroom – king bed

Home Highlights

  • Loated directly on boardwalk to the beach
  • Private 1 car garage
  • Outdoor shower
  • Wifi
  • Washer/dryer
  • Pets considered (Must receive approval, please include breed and age of dog in your inquiry e-mail notes)
    *** Beach Towels are NOT provided, please plan to bring ***

Rosemary Amenities

  • Private beach access
  • Access to 4 community pools
  • Beach chair and umbrella rental service available
  • Fitness center (additional fees apply)
  • Access to tennis courts
  • Walking trails
  • 24 hour security

Booking Calendar

Booking Policy

    • A 50% Advance Deposit is due at the time of booking.
    • Balance is due 30 days prior to arrival date.
    • With the exception of a cancellation fee, deposits are fully refundable if cancellations are given 90 days prior to arrival date.
    • We accept e-checks or credit cards (Additional fee applies for all credit card transactions).
    • Check-In begins at 4:00PM CST. If available, an early check-in may be requested for an additional fee.
    • Check-Out is by 10:00AM CST. If available, a late check-out may be requested for an additional fee.
    • Must Be 25 Or Older To Rent. We have a strict family only policy. No exceptions.


Air Conditioning
Central Heat
Fitness Room / Equipment
Hair Dryer
Internet – Hi Speed
Internet – Wireless
Iron and Board
Linens Provided
Towels Provided
Washing Machine


Charcoal Grill
Gas Grill
Health Beauty Spa

Coffee Maker

Satellite / Cable

Communal Pool




Carriage house stay

We visited Rosemary Beach over Christmas. It is a delightful place to visit. Our carriage house was great! I would advise people about the spiral staircase to get to the bedroom…some people could not do that.


5/5 Stayed Dec 2019

Perfect space and location

The Calypso was just the right size for my husband our two pups and myself and perfect location. A block away from beach access and all of the restaurants on Main Street. Will definitely book this property again.

Carroll R.

5/5 Stayed Oct 2019

Perfect for our family of 3

We loved our stay in Rosemary Beach. The carriage house was the perfect size for my husband and I, plus our 4 year-old son. It was only a quick walk to the beach and to all the restaurants and shopping. We can’t wait to come back!

Not Provided

5/5 Stayed Oct 2019

Perfect romantic beach getaway

Calypso was the perfect getaway for an October getaway. We especially enjoyed the proximity to the beach and the town center.

Lauren B.

5/5 Stayed Oct 2019

Very Impressed

We had a fabulous time staying at this carriage house! Amazing location, high-end finishes, and stocked with everything we needed and more. We will definitely be back!

Catherine R.

5/5 Stayed Sep 2019

Great cozy feel and short walking distance to beach!

We had an amazing stay at Calypso. Even though, our family doesn’t like crowds very much, we still managed to find neighboring beaches during the daytime that were less crowded with umbrellas/chairs rentals, it was still wonderful to experience the ocean at nighttime, mere steps away from the place.

Ryan D.

5/5 Stayed Aug 2019

Pet Policy

    The home is pet friendly for APPROVED pets only for a (non-refundable) Additional Fee:
  • Small or Medium sized dogs ONLY
  • Non-Shedding
  • House-Trained
  • Maximum of 2 Dogs



Phone: (850) 278-6357

Mailing Address:
4942 US Highway 98 W - Suite 24
Santa Rosa Beach, FL 32459

Or use the contact form below to send us a message.