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1 / 38 Two story great room with veranda and beach beyond

From $236 / night help
Total guests, approx:

Description from owner

Description from owner

Bedrooms 3 / Bathrooms 3 / Sleeps 8 / Apartment
Bedrooms: 3  Bathrooms: 3   Sleeps: 8  Type: Apartment

3 Attached (ensuites)

Calypso Condo, Luxury on the Water at Gentle Winds
TripAdvisor property ID 2289516

More Property Details

Book this 3 bedroom apartment in Christiansted today! A total of 8 people can sleep here comfortably.

Travelers are sharing their opinions on this property. It has an overall rating of 5/5 thanks to an average of 56 reviews.

Costs vary, with the average weekly rate as low as $1650 to as high as $3290, depending on travel dates.

The owner responds to 100% of inquiries and last updated the property’s calendar Feb 23, 2018.

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About the owner

About the owner

Barbara F.
Response rate:
Calendar last updated:
23 Feb 2018
Overall rating:

Languages spoken: English, French, Spanish



Check in time:16:00, Check out time:10:00
To get covered by Payment Protection this rental needs to be paid for online through FlipKey using your credit/debit card or PayPal. Never pay for your vacation rental by wire transfer (such as Western Union or Moneygram) as this type of payment is untraceable.

Damage deposit: $500.00
No smoking at this property
Cancellation policy
View Policy



Proximity to TripAdvisor's Top Christiansted Attractions




  • Air conditioning
  • Ceiling Fans
  • Clothes dryer
  • Hair dryer
  • Iron
  • Linen provided
  • Towels provided
  • Washing machine

Phone / Internet

  • Fax machine
  • Internet access
  • Telephone
  • Wireless Internet

Pool / Spa

  • Shared outdoor pool (unheated)

Property Features

  • High chair
  • Parking
  • Sea view
  • Secure parking
  • Waterfront


  • Dishwasher
  • Freezer
  • Fridge
  • Kettle
  • Microwave
  • Stove
  • Toaster


  • CD player
  • DVD player
  • Games room
  • Satellite TV
  • TV
  • Table tennis
  • Video player


  • Balcony or terrace
  • Climbing frame
  • Deck
  • Grill
  • Shared garden
  • Swing set or jungle gym


  • Children
  • Pets
  • Smoking allowed


  • 3 Attached (ensuites)


Reviews (56)

Excellent – based on 56 reviews Excellent
56 reviews

Very Good

“Calypso condo stay was paradise!!!”

Reviewed 1 Jul 2014

We recently returned from a weeks vacation to St. Croix where we stayed at Calypso Condo C-2 in the gated community of Gentle Winds and had a fabulous time!!! The condo was immaculate upon arrival and Angela, the unit manager, stocked us with some groceries I requested so we didn't have to go out at night when we first arrived. There were six of us and with the three bedrooms, three bathrooms, three balconies and the loft area we did not feel crowded. Barbara, the owner, thought of everything to make our stay enjoyable and a home away from home. The book Life in the Left Lane, the bottle of champagne in the fridge, the starfish necklaces and the gift certificate to the Snack shack were complimentary gifts to us for staying there. It was a vey nice finishing touch by Barbara and very much appreciated. The kitchen was very well-equipped. There were so many books, Wii games, VHS movies, DVDs, and board games for all ages to choose from. It was nice having a grill to cookout on since we don't always like to eat out and as we found out food in St. Croix is expensive. I would definitely come back to St. Croix and stay at Calypso Condo again in a heartbeat !!!! The view was breathtaking, the beach gorgeous and the pool refreshing. The grounds at Gentle Winds were beautifully kept and the people there including the guard, the groundskeepers, and the woman who ran the Snack Shack were very polite. Staying there in early June had its benefits. I truly felt we had the whole place to ourselves. Besides us there were maybe 6 units out of 65 that were occupied at the time. No fighting for chaise lounges at the beach or pool.. A nice perk of the off season. Before leaving for St. Croix Barbara made sure we had directions from the airport to the condo and how to access the lockbox should the unit be locked. She also stressed checking out her website which had extremely helpful tips and suggestions one should know before arriving. I was also impressed that early on in our stay Barbara called and sent me an email checking in with us to see that everything was going well. We did so many fun activities while in St. Croix- stand up paddle boarding , snorkeling, kayaking, relaxing on the beach, shopping in Christiansted, touring the Cruzan Rum Factory, watching the sunset at Off the Wall restaurant while playing bingo and watching the sunrise at Point Udall. Needless to say we were all very sad to leave but have so many fond memories and beautiful pictures.

Response from the owner Having your unit pre-stocked with groceries is very convenient isn't it? I'll let Angela, our housekeeper, know that her exceptional cleaning efforts were noticed. Thanks for the review.

“Beautiful Condo”

Reviewed 5 May 2014

We stayed at the Calypso Condo recently and found the accommodations to be excellent. The condo is beautifully appointed and everything that one would need is available. The attention to detail, including the cleanliness of the condo, was far better than most rentals that we stayed at in the past. The resort provides a very nice opportunity to relax on a nice beach or at a resort-style pool. Very good restaurants are nearby. Overall, a great property on a nice location on this island. We would stay here again in a heartbeat if we ever visit St. Croix again.

Response from the owner So glad we exceeded expectations based on previous rentals. Angela, our housekeeper, will be especially pleased to hear that you made a point of commenting on cleanliness. Keeping an almost 2000 square foot unit right next to the beach clean and bright is a real challenge. Angela even washes the salt off of the screens each time she is there.

“We had a glorious time.”

Reviewed 22 Apr 2014

Just got back from a vacation in STX where we stayed at Calypso Condo in the Gentle Winds resort. The resort was conveniently located for all our excursions. The condo was beautifully appointed and the owner provided us with everything we needed, and then some. We took great advantage of the resort beach, pool and snack shack. We also spent hours relaxing on the screened porch in the evenings. If we make it back to STX, we hope to stay at Calypso Condo again.

Response from the owner I think I spend most of my indoor time on the screened porch also, just looking at the gorgeous colors of the ocean and watching those palm fronds sway to and fro.

“Exactly what we wanted and needed.”

Reviewed 4 Apr 2014

Having never done a vacation rental before, I was a little nervous but knew for sure that I didn't want the big "resort hotel" experience for this trip. After reading the many wonderful reviews for Calypso Condo, we booked our trip hoping our experience was even half as good as those described. We couldn't have been more pleased with the entire experience. Barbara was so incredibly helpful (helpful suggestions, soliciting questions, recommendations, etc.) and has thought of absolutely everything that you could possibly need or want on your vacation. We are a family of 4, with a 12 year old daughter and a 15 year old son. We had way more than enough room. Having a full kitchen and washer/dryer was so convenient and made for long, relaxing days with no rushing around. There are ample towels, linens, dishes, kitchen necessities, really don't need to worry about anything. The storage room next to the condo has everything you might want for any island activity from flying a kite to snorkeling to golf to floating in the pool. The entire complex is beautiful. The beach is beautiful, the pool divine and the Snack Shack so wonderfully convenient. We couldn't have been more pleased with our stay in Calypso Condo.

Response from the owner I've always felt that a "home away from home" is the way to go for a family. So glad you agree. We hope to see you back again soon.

“Tranquility by the Sea”

Reviewed 28 Mar 2014

Peace and quiet in a in a breathtaking setting, Calypso Condo is filled with luxurious comfort for our family of two senior adults with two teenage grands.No problems with the Satellite T.V. and an endless supply of CDs. Salt water pool and beach with snack bar are just across the grass, within a short walk. Beach towels and sun hats are provided, even sun lotion. Kitchen is well equipped.Just be sure to find grocery or have housekeeper buy groceries, The best part is the cleanliness of the whole condo.The staff at the condo are friendly and helpful as are all the natives we met on the island. They want to please the tourists, We were surprised with beautiful gifts at the condo. Lovely place!!!

Response from the owner Many thanks for the lovely review. I'll be sure and tell Angela, our housekeeper, what you said about the cleanliness of the unit. She will be so pleased that it was noticed! We,too, find the locals to be polite and well mannered. And what could be nicer than just walking across your lawn to an expansive white sand beach. Thanks again for the review.

“Calypso Condo Gentle Winds”

Reviewed 20 Mar 2014

This was my fourth trip to the island which has become one of my favorite spots to vacation, and my second stay at Gentle Winds, first time at Calypso Condo. The unit is very nicely done with a real island flair and has everything that you could possibly want from kitchen equipment to snorkel gear to tools to husk and crack a fresh coconut. The listing for the unit was extremely accurate and the pride of ownership is very evident. Very comforting to know any question we had was promptly answered via email by the owner and pertinent information and arrival instructions were sent to us in advance. The beach at Gentle Winds rivals any other beach I have been on in the Caribbean. Clean, private and awesome! And it doesn't get any better than a burger from the beach bar (on site) eaten under a swaying palm tree with your toes buried in the sand. The grounds and facilities are so nice and well kept that you may not want to see the rest of St. Croix. I almost hate to give a review, I don't want people to discover my paradise.

Response from the owner I too think the white sand beach at Gentle Winds rivals any other in the Caribbean. Your kind review is greatly appreciated.

“Quiet Relaxing Paradise”

Reviewed 19 Feb 2014

The condo was perfect for a family of six. The unit is updated, clean and tasteful. The only odd part I found was that you had to leave from the front if the unit and walk around to back to get to the beach. Views are great. Beach is magnificent. Beach bar was fun. My sons and I snorkeled right off the beach at the complex and saw brain coral, barracuda, and a stingray. Sunny every day. About 30 mins. to airport about 20 mins. to Christiansted. Be aware the major activity is sunning on the beach or pool. We thought it was perfect - first time in six month we had all our young adult children with us at the same time. Family really reconnected.

Response from the owner We chose a three bedroom unit because they were the only ones with cathedral ceilings not realizing that three bedrooms would make it the perfect family rental! Glad you could enjoy it.


Reviewed 15 Jan 2014

The condo was clean, spacious, and perfectly located. The owner was very accessible and I never worried about anything being other than described. The beach was beautiful with plenty of lounge chairs and room for everyone. We ate at several restaurants that I would recommend. Kendrick's and Savant were more expensive but worth the money. Rowdy Joe's and Eat at Cane Bay were great as well. Enjoyed the bar atmosphere at Tavern 1844. The husband did a dive with Sweet Bottom Dive Shop located at the Carambola Resort and said it was one of his best dive experiences. I highly recommend renting a car to explore this great island. Centerline Car rental was cheap and professional. Overall, the condo and the island were perfect!

Response from the owner Thanks for including restaurant and dive referrals. Glad you though the island and condo were perfect.

“Perfect location in a comfortable and beautifully decorated cond”

Reviewed 10 Jan 2014

Barbara did everything right from the start to ensure a perfect experience until the day we left. We enjoyed 9 wonderful days and despite a few glitches and a a power outage nothing diminished our experience. Barbara stayed in contact although wifi was spotty. There were 7 of us snd we never felt cramped. We loved calypso condo and not only would recommend it but hope to return. Thank you Barbara!

Response from the owner Thanks a million for finding time to do a review. It is greatly appreciated. Many others have commented that even with 7 or 8 persons you never feel crowded with two stories, three balconies and three bedrooms.


Reviewed 28 Oct 2013

This is a wonderful place, it's like being at home. The photos are true, beds are comfortable, it's updated and clean. It was easy to contact owners or manager. The beach and pool are great and it was quiet when we were there. I would recommend it to anyone and would stay again.

Response from the owner Feeling like a home away from home is one of our goals. We hope to have you back again soon to your Caribbean "home."

Review 1-10 of 56

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