We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Calypso Condo, Luxury on the Water at Gentle Winds

Save
Want exclusive deal alerts, booking reminders, and quicker checkout?
Log in now
Permanent palapas and lounges await beyond the veranda
Newly up-dated salt water swimming pool with small waterfalls and beautiful colored lighting at night
Our new cushions blend beautifully with the lush green beyond.
Overview
Reviews
Amenities
Availability
Map
Policies
Overview
3 bedrooms
3 bathrooms
8 guests
5 nights minimum
Condo/Apartment
Calypso Condo is located at Gentle Winds which has been ranked #1 by TripAdvisor based on travelers' reviews in St. Croix and is located directly on the beach. We just learned that Burt Lancaster stayed in our unit the entire time he made The Island of Dr. Moreau. Honeymooners, couples, and families alike will enjoy the amenities at Calypso Condo, a three bedroom, three bath unit on two levels with two master suites and cathedral ceilings. It is located on the second floor allowing guests to open all the screened floor-to-ceiling windows to capture the Trade Winds blowing through and allowing the sound of the surf to lull you to sleep. It has been completely renovated with new appliances, solid wood cabinets, granite counter tops and fixtures. The private resort has its own white sa...Calypso Condo is located at Gentle Winds which has been ranked #1 by TripAdvisor based on travelers' reviews in St. Croix and is located directly on the beach. We just learned that Burt Lancaster stayed in our unit the entire time he made The Island of Dr. Moreau. Honeymooners, couples, and families alike will enjoy the amenities at Calypso Condo, a three bedroom, three bath unit on two levels with two master suites and cathedral ceilings. It is located on the second floor allowing guests to open all the screened floor-to-ceiling windows to capture the Trade Winds blowing through and allowing the sound of the surf to lull you to sleep. It has been completely renovated with new appliances, solid wood cabinets, granite counter tops and fixtures. The private resort has its own white sand beach surrounded by a protecting coral reef providing the perfect environment for snorkeling, swimming and just relaxing. It combines the amenities of an exclusive resort with the charm of a friendly neighborhood. Sixty-six units are located on 40 acres of beautifully landscaped grounds. There are permanent tikis and lounge chairs on the beach, a new salt water swimming pool, a snack shack with freshly prepared food and drinks, a four-hole pitch and put golf course, two tennis courts, a half-court basketball court, jungle gym and a recreation room with books, ping-pong, and a shuffle board court. Calypso Condo was designed to meet the needs of a wide clientele. For the adults, there is a sophisticated decor with multiple original works of art in every room, a 40” HDTV, MP3 compatible stereo system, WiFi for your computer, and gas BBQ. For families with children, there is an extensive array of sports equipment, games sand toys, a hand made three story doll house with furniture, and a comprehensive video library of children's movies with separate TV set. The separate but attached private storage room is suitable for storing sports equipment and contains sports equipment for the entire family including floats, snorkeling equipment, tennis rackets, basketball and golf clubs. The main floor master bedroom with its magnificent floor-to-ceiling hand carved mirror, king bed and luxurious bedding is perfect for a couple or honeymooners. It opens directly onto the screened veranda where vacation memories will be created watching the swaying palms and listening to the surf. The two adjacent bathrooms provide his and hers privacy with lots of room to spread out. The upstairs master bedroom with queen bed is perfect for adults that would like to set themselves off from the rest of the family. It has its own TV and DVD player, individual air conditioning (in addition to the central air conditioning), en suite bath and a very large outdoor patio where one can watch the waves roll in or sit under the stars sipping an evening cocktail or just listen to the soothing sounds of the surf. The upstairs loft has a pull-out sofa bed where two additional individuals can sleep and a combination VHS/TV for playing the children's movies. The gorgeous plantation shutters set off the attached balcony where the gas BBQ is located. The downstairs guest room on the land side has two twin beds, a view of the landscaped grounds with the jungle beyond and is decorated in a jungle motif with original Haitian art. All beds in the unit have foam toppers and all rooms have overhead fans. The great room is two stories high, has wall to wall windows and looks out on the screened veranda with the lush tropical landscaping and beach beyond. The living room and upstairs gallery fans are programmable and will adjust their speed according to the room temperature. Even the outdoors screened veranda has an overhead fan to assure that the tropical breezes never stop flowing. Just a short walk across the lawn and the warm waters of the Caribbean will be lapping at your feet. Gentle Winds is located on the exclusive north shore, half way between Christiansted and Cane Bay, home of the famous Wall at Cane Bay known throughout the world by diving enthusiasts. It is adjacent to Salt River Preserve where there are kayak tours at night to see the phosphorescence as well as day tours to see the wildlife and mangroves. It is just a ten minute drive to Christiansted where tours leave daily for Buck Island, a national underwater preserve where there is an underwater trail for snorkelers to follow. A glass bottom boat will take those who prefer not to go in the water. To the east is the Buccaneer Golf Course along the water and to the west is the Jack Trent Championship Carambola Golf Course as well as a casino to the south east. There is horse back riding to the west and deep sea fishing is available just next door at Salt River Marina. We even had twelve hatchings of baby turtles last year!More
House Rules
Pets Allowed: No
Smoking Allowed: No
Kid Friendly: Yes
Gentle Winds is a family oriented location and therefore there should not be any noise to disturb neighbors, especially after 10:00 p.m. either at the pool or on the patios.
Bathrooms
3 Attached (ensuite)
Show more
About the Owner
Barbara F
Languages spoken:English, Spanish, French
Response Rate:100%
Response Time:Within a few hours
Listed Since:October 2011
Interaction with guests
One month before arriving you will receive detailed instructions on most everything, followed up with a guest notebook in the unit.
Contribute
Reviews (59)
Missy1231
Missy1231
78 contributions
The Calypso Condo is beautiful, clean and well maintained. The master and upstairs bedrooms face a beautiful private beach where you never have to jockey for chairs or loungers. You can hear the ocean waves from the condo. There is plenty of space for your group to be together or have some privacy. In addition to the beach, we really enjoyed the screened in porch. No bugs. The condo has everything you need to cook meals, a ton of dishess, beach paraphernalia, and books. Everything about the condo is relaxing and homey. We loved staying there.
Visited December 2019
Written 5 January 2020. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
Thanks for the great review We look forward to having you back.
Written 1 March 2020. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Jenny T
Jenny T
Alexandria, VA21 contributions
Great location near Salt River and Cane bay. It had everything we needed (blender, cooler, floats, etc etc). The place is immaculate! We spent every morning on the screened porch having coffee, looking out over the water and listening to the waves. We spent the afternoons under the thatched umbrellas on the beach or in the hammocks. The snack shack was perfect for lunch with good food and drinks at reasonable prices. The owner was very responsive and thought of everything! We will definitively return to the calypso condo.
Visited December 2019
Written 12 December 2019. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
Thanks for the kind words. We are looking forward to having you back.
Written 1 March 2020. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

martho2018
martho2018
Zephyr Cove, NV2 contributions
Calypso Condo is beautifully appointed and has all the amenities one might need! It has a beautiful view of the waves breaking on the beach, just a short stroll away. The kitchen is extremely well-equipped. The condo also has a wide variety of sports equipment to use on land or sea. Good restaurants, bars, and shops are just minutes away. This condo is a perfect location to unwind in an island paradise!
Visited March 2018
Written 2 April 2018. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
Thanks so much for finding time to leave a review. Location and amenities are so important aren't they?
Written 3 April 2018. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

krishiggins
krishiggins
Columbus, OH1 contribution
We were wowed by this property/condo.It exceeded our expectations. We will be returning!!! I have visited St Croix many times and this by far is the best property that I have stayed at.
Visited August 2017
Written 5 September 2017. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
Being called the best property you have visited is quite the compliment. Thank you!
Written 2 April 2018. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Richard E
Richard E
1 contribution
Calypso Condo was paradise that felt like home. It had all the creature comforts of home with the look and feel of paradise. Between the 3 bed, 3 bath, washer/dryer, fully stocked kitchen (even a cappuccino maker), beach towels, board games, etc. my family of 4 never wanted for anything. The décor of local art in the condo and the gorgeous view of the pool/beach were pleasant reminders that we were in paradise. The condo is located between Christiansted & Frederiksted, which made it easy to go anywhere. In addition, our flights to St. Croix were cancelled without notice (not delayed or postponed). Barbara was so gracious to move our week from Thurs-Thurs to Fri-Fri so we didn't have to shorten our vacation. We definitely plan to return to Calypso Condo and highly recommend it to anyone.
Visited August 2017
Written 16 August 2017. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
We are so pleased to get such a lovely review. Thank you so much.
Written 16 August 2017. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Rebecca S
Rebecca S
Trevor, WI20 contributions
Great location, great amenities, pool and beach are awesome, snack bar at the pool (limited hours when we were here but still very convenient), grounds are well maintained and large enough for exercising (running or walking). Condo is well maintained, tastefully decorated, very well equipped kitchen. Most well equipped kitchen I have ever experienced at a rental. Loads of items to help make your stay more convenient (cooler, floaties, etc). This was a perfect spot for our family of 8. The only down side and it was a very small down side is that all 3 bathrooms are inside the bedrooms but not much of a negative for us. I was traveling with my adult children and they all loved it. Nice to be in a quiet area, you can walk to a local restaurant but other than that you need a car. All info provided by the owner was accurate and helpful.
Visited July 2017
Written 26 July 2017. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
Glad you could enjoy the floats and coolers. I try to keep the kitchen as fully stocked as we do here at home; for example, waffle maker, cappuccino maker, mixer, blender, etc.
Written 30 July 2017. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

rachelle2580
rachelle2580
Decatur, GA11 contributions
Our recent stay at Calypso Condo was perfect in every way. The Condo is located on the Island of St Croix where accessibly to many great adventures are easily had.I was amazed the Condo was so well equipped, even had a grater for veggies and cheese! The pool and beach area are well maintained and the snack shack serves up some great homemade delights. The condo is a short walk to the Marina (which serves great food) and also to the Bay where Columbus didn't discover America. We will most surely be returning as soon as possible.
Visited May 2017
Written 14 June 2017. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
We do try to maintain Calypso Condo (C-2) as a home away from home and encourage our guests to let us know if there is anything we could do or buy that would make their stay more comfortable. I, too, think the location is great. We look forward to having you back in the near future.
Written 16 June 2017. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Jenniferg8888
Jenniferg8888
Milton, WI1 contribution
Condo was great, right on the beach with a nice pool. Check-in and out was super easy, we didn't have any problems. If we went back to St. Croix we would book this exact condo again.
Visited April 2017
Written 16 April 2017. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
We are so pleased you found everything exactly as pictured. We look forward to having you back.
Written 17 April 2017. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Traveler683529
Traveler683529
1 contribution
I stayed at Calypso Condo February 5 - 19, 2017. Located on the water at Gentle Winds, Calypso Condo totally exceeds your expectations. It's location is superb with 40 acres of beautifully manicured grounds complete with Par 3 golf course, tennis courts, basket ball court, and play areas for children. The beautiful pool is very large with flowering pots and plants everywhere. It is located adjacent to a gorgeous private sandy beach. There is also a snack shack that offers a delightful array of food and drinks daily. Calypso Condo is furnished beautifully with views from all three spacious patios. From the minute you walk in the front door you feel like a guest in a lovely home. It is fully equipped with everything you may need for a fabulous get away. We enjoyed several meals on the screened in patio off the living room. With all the amenities, one doesn't need to venture out, but if you do the sites and sounds of the island are close at hand. The two weeks I spent at Calypso Condo were far to short. I look forward to returning to this vacation paradise.
Visited February 2017
Written 20 February 2017. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
We look forward to having you back and it's always nice to hear that the photos don't do it justice. Our goal is a lovely home away from home.
Written 21 February 2017. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

jbaustin55
jbaustin55
Lynnfield, MA1 contribution
My husband and I stayed at Calypso Condo for the month of January. The whole experience was ideal. This condo is completely renovated and furnished as a lovely home not just a rental unit. It's immaculate and has everything needed for cooking and playing: snorkel equipment, tennis rackets, noodles and much more. We had friends staying with us for a week and with two master bedrooms and baths there was great privacy. The third bedroom and bath would easily accommodate two more people. Morning coffee on the upstairs master bedroom deck, breakfast and lunch on the veranda, and barbecues on the second upstairs deck were favorites. The views from each location were lovely. With the doors open and ceiling fans on we never felt the need to use the air-conditioning. The sun, temperature, trade winds, great local restaurants, salt water pool, and the sounds of the waves breaking on the beach complete this piece of paradise. We look forward to returning to Calypso Condo.
Visited January 2017
Written 15 February 2017. This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Freedom620256
Freedom620256
So glad you had a wonderful time. We look forward to having you back.
Written 16 February 2017. This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Showing results 1-10 of 59
Amenities
Pets Allowed: No
Smoking Allowed: No
Kid Friendly: Yes
DVD Player
Air Conditioning
Balcony
Grill
Ceiling Fans
Deck
Dishwasher
Dryer
Freezer
Refrigerator
Game Room
Highchair
Internet Access
Business Travel
Kettle
Business Travel
Microwave
Ocean Views
Ping Pong Table
Playground
Cable/satellite TV
Secure Parking
Shared Outdoor Pool (Unheated)
Shared Tennis Court
Stereo System
Cooker
Swingset
Terrace
Toaster
Towels Provided
TV
Washer
Water Views
Waterfront
Wi-Fi
Beach Or Lakeside Relaxation
See more amenities
Availability
M
T
W
T
F
S
S

December 2022

M
T
W
T
F
S
S
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1

January 2023

M
T
W
T
F
S
S
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
Map
+
About the neighbourhood
Gentle Winds is located on the exclusive north shore, half way between Christiansted and Cane Bay in St. Croix, USVI. You will find lots more details and pictures at our web site htttp://www.CalypsoCondoatGentleWinds.com. We are surrounded by ocean and forest and are located beside Salt River Bay. We have our own parking right in front of the unit. You'll feel like you're truly on a tropical island not on 'hotel row.' Also, click on the map above, then the '+' which will zoom, then hit the map arrow and the satellite view will come up and you will see pictures of the resort, pool and beach from the sky.
Access
Car advised
More
Cancellation Policy
  • 100% refund within 24 hours after booking (provided the stay is at least 60 days away).
  • 50% refund* if you cancel at least 8 weeks before check-in
  • 25% refund* if you cancel at least 4 weeks before check-in
  • No refund available if you cancel thereafter

Enter your trip dates to see an exact cancellation policy.

*Booking fee is excluded from refund amount

About this property
How do I know if the property is available?
How can I contact the owner?
How will the owner contact me?
What if I don't hear back from the owner?
How do I pay?
Is my payment insured in any way?
Do you own a holiday rental? List it here.
Extra income
Earn money by renting out your home. With no up-front fees and no contract, you keep more for yourself.
Easy to manage
Confirm bookings in one click and track everything from enquiry to check-out – even while you're on the go.
Trusted by travellers
With millions of reviews and protected online payments, Tripadvisor helps travellers book your home with confidence.
Set up your free listing
#FKN2222289516
Frequently Asked Questions about Calypso Condo, Luxury on the Water at Gentle Winds

Calypso Condo, Luxury on the Water at Gentle Winds is able to accommodate up to 8 guests. See all property details.

Calypso Condo, Luxury on the Water at Gentle Winds has 3 bathrooms available. See all property details.

Calypso Condo, Luxury on the Water at Gentle Winds has 3 bedrooms available. See all property details.

Stays at Calypso Condo, Luxury on the Water at Gentle Winds must last at least 5 nights. See all property details.