Rosemary Beach, FL

Calypso: Fabulous Carriage House - South of 30A - steps to the beach!

  • 1 Beds
  • 1.0 Baths
  • 3 Guests

Calypso: Fabulous Carriage House - South of 30A - steps to the beach!

Cottage in Rosemary Beach

Stay Information

  • From: $210 per night

Property Details

Calypso: Fabulous Carriage House - South of 30A - steps to the beach!

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!


- Twin sofa bed
- Full bathroom

- Master bedroom - king bed


- Located 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


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

• 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.
• 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.

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

Call, text or email for more information or to book this beautiful property.

Sleeping Arrangements

Common Spaces

1 Sofa Bed

Bedroom 1

1 King Bed



  • Health Beauty Spa


  • DVD
  • Satellite / Cable


  • Air Conditioning
  • Central Heat
  • Fitness Room / Equipment
  • Hair Dryer
  • Internet - Hi Speed
  • Internet - Wifi
  • Iron and Board
  • Linens Provided
  • Parking
  • Towels Provided
  • Washing Machine


  • Coffee Maker
  • Cookware
  • Dishwasher
  • Microwave
  • Oven


  • Shopping


  • Beach


  • Balcony
  • Charcoal Grill
  • Communal Pool
  • Gas Grill


  • Biking
  • Fishing
  • Golfing
  • Swimming
  • Tennis



Cancellation Policy

Reservations may be cancelled by either party “You” or “Barefoot 30A” by notifying either party in writing at least ninety (90) calendar days prior to your Check-In date. In such instances, the full amount of your advance payment will be refunded less 25% cancellation fee plus all administrative fees and charges. If you cancel a stay or a portion of a stay after the Cancellation Period, you will be responsible for the full amount of the total booking charges with no refund. No discount to the total booking charges or any refunds will be given for any adjustments or changes to your reservation after the Cancellation Period for any reason, including late arrivals, early departures, inclement weather, maintenance and/or housekeeping issues, failure, outages or noise. Barefoot 30A reserves the right to correct or adjust rates to the published rates on a reservation if the rates have been misquoted due to human and/or computer error. We cannot be responsible for weather related and or personal emergency issues affecting travel. All guests are strongly encouraged to obtain travel insurance. You may use any travel insurance company you like
but is an option.

Deposit Policy

A payment equal to 50% of the total rental amount is due immediately at time of booking and will be applied toward the total rental amount. Payment must be in the form of credit card. Credit cards are accepted, but require an additional processing fee.

Rate varies due to seasonality and holidays. Please select your dates on our online booking calendar for an exact quote.

9 Guest Reviews

5 star


4 star


3 star


2 star


1 star


"Great beach trip"

by Alison O


Great location walked or rode bikes everywhere. Water pressure in shower is reason enough to book again

"A little Slice of Heaven"

by Lori F


This little carriage house was absolutely perfect ! We had not been to 30A and what a great experience!!! Walking distance to great shops and restaurants as well....a 2 minute walk to beach and pools. I would highly recommend this property !

"Calypso was great"

by Mary B


So close to the beach. Great for a quick getaway.

"Our carriage house was great!"

by Judith


carriage house stay
5/5 Stayed Dec 2019
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.

"Perfect space and location"

by Carroll R


Perfect space and location
5/5 Stayed Oct 2019
Carroll R.
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.

"Perfect for our family of 3"

by Not Provided


Perfect for our family of 3
5/5 Stayed Oct 2019
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!

"Perfect romantic beach getaway"

by Lauren B


Perfect romantic beach getaway
5/5 Stayed Oct 2019
Lauren B.
Calypso was the perfect getaway for an October getaway. We especially enjoyed the proximity to the beach and the town center.

"Very Impressed"

by Catherine R


Very Impressed
5/5 Stayed Sep 2019
Catherine R.
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!

"Great cozy feel"

by Ryan D


Great cozy feel and short walking distance to beach!
5/5 Stayed Aug 2019
Ryan D.
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.

from $210 / night


Oct 9-14

Spectacular Carriage House South of 30a with Gulf Views

Spectacular Carriage House South of 30a with Gulf Views

View of Entrance to Lovely Carriage House

Gorgeous Carriage House features unfinished antique oak floors and a soothing color palette

The main room combines a comfortable entertainment/TV area and a full kitchen

Beautiful wood features throughout home - unfinished antique oak floors, pecky cypress doors and cabinetry

Beautiful and comfortable seating to relax after a day at the beach!

Flat-screened TV, DVD Player and WiFi Provided

Lovely Desk Area for Writing Post Cards to Family and Friends

View of Living Room Area from Kitchen

Spiral Staircase leads to Loft and King Bedroom

French Doors lead to Balcony affording Gulf Views

Console Table for Two to Enjoy Meals Together

Full Kitchen includes microwave, dishwasher, gas stove and subzero refrigerator ready to store your favorite coastal delicacies

Well Stocked Kitchen for Two

Carriage House provides lots of natural lighting and two sunny balconies

The exquisite bedroom opens to the living area below

Just up the spiral staircase, you will enter the master bedroom featuring a plush King Bed

This property is perfect for a couple looking for a romantic and memorable vacation experience

Large Bathroom with glass-enclosed shower

Large Bathroom located on Main Floor of Carriage House

Gulf View from Balcony

Home is only steps down a wooden boardwalk to the magnificent sugar white sands and emerald waters