Just Steps from the pool, beach and Pier Park! VIP Beach Chairs provided and private Owners Parking included! For information on our two sister units - The Shoreline at Calypso (3 King Bed / 3 Full Bath) and - The Sunset at Calypso (3 King Bed / 3 Full Bath) please email the host.
The Sandcastle at Calypso is a luxury unit featuring 2 King Suites in the largest 2 bedroom footprint in Calypso. Instead of a separate bunk room, this floor plan puts the extra square footage in the living room and kitchen, thus providing the most spacious floor plan in the Calypso complex. Totally Renovated and professionally decorated in February of 2021, this unit is sure to please and includes two rocker recliners and Polywood patio furniture! The second floor unit adds the palm trees to your relaxed beach view.
This premium unit sleeps a maximum of 6 with two king beds and a queen sized sleeper sofa. Each bedroom features a king sized bed and each has a dedicated full bath. One bedroom has direct balcony access to gulf front while the other is located on the opposite end of the unit with a view of Pier Park. This second floor unit is located right next to the stairwell in the center of the complex, which puts you two floors above your private owners parking spot, one floor above the beach / pool and one floor below the walkway to the public garage. While there is a cluster of 24 hour elevators just down the hall, this unit has access to an elevator in the center of the building that only services the first 4 floors and is available during business hours.
CHECK-IN PROCESS
You will be able to park one vehicle beach-side, directly below your unit in the Calypso Owner's Garage. Entry to the garage is by private key code. You will then take the elevator to the second floor to our luxury unit. If you have a second vehicle, it will be parked across the street in the Calypso North garage. Entry to garage is by pre-printed pass with barcode. The crossover from the garage to the resort is on the third floor. You will proceed directly to our unit, by-passing all the lines for the elevators and condo offices. You will then enter a private key code to unlock the door and enter. You DO NOT have to go to a lobby to "check in" or to a different location to "get your keys".
Calypso Resort charges a $50 registration fee per party which includes access to all resort amenities and one parking spot in the Calypso North Garage across the street. You do not have to pay any additional fee for use of our private parking space in the Calypso Owners Garage (beach side). If your party has more than two vehicles, a third parking space can be purchased from Calypso for an additional $50. The fee covers the entire duration of your stay.
Check-in time: 15:00
Check-out time: 09:00
Credit Card Processing Fee: 3.00%
Snorkeling Diving
Swimming
Bird Watching
Nearby Activities:
Beach
Boating
Deep Sea Fishing
Fishing
Golf
Gym/Fitness Center
Jet Skiing
Ocean
Parasailing
Sailing
Shopping Area
Surfing
Water Park
Winery
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Dec 04 - Dec 20 2025 | $196 | 3 nights | |||
Dec 21 2025 - Jan 01 2026 | $243 | 3 nights | |||
Jan 02 - Jan 16 2026 | $250 | 3 nights | |||
Jan 17 - Feb 28 2026 | $149 | 3 nights | |||
Mar 01 - Mar 27 2026 | $249 | 3 nights |
Fees:
Last updated on December 04, 2025

Stacey H.The condo is topnotch.
My husband and I enjoyed our stay in The Sandcastle at the Calypso. The unit is beautifully decorated, and I thought I would not enjoy being on a lower floor however, that was not the case. My only regret is that we did not stay longer.
Stayed: April 2025 Submitted: May 21, 2025
Great winter vacation!
We stayed at Penny's condo January and February 2023. This was a spacious and beautiful modern condo with an amazing view from the balcony especially at sunset. The kitchen was also well equipped. We loved that it was within walking distance to Pier Park, shopping and restaurants. Would definitely stay there again.
Stayed: January 2023 Submitted: March 06, 2023
Tiffini H.My new favorite place!
Can't say enough good things about this unit! We've stayed at Calypso many times over the past 10 years and this by far is the BEST. Penny is a great communicator and always there to help. Everything you need is in the unit and location is SUPERB! Go here ASAP!
Stayed: April 2022 Submitted: April 07, 2022
Member since 2021