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Book Online or call HomeAway Booking Assistance 888-640-7927
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Calypso Condo - Family Friendly Beachfront Elegance at Gentle Winds

Bedrooms 3
Space 1,850 sq. ft.
Property type condo
Minimum Stay 5 nights


About the property

Condo, 3 Bedrooms/3Baths + Loft with Queen Sofa Bed

Gentle Winds Condominiums is consistently ranked #1 in Specialty Housing based on travelers’ reviews and I just learned that Burt Lancaster lived in our unit while he was on the island making the movie "The Island of Dr. Moreau." If you book directly with the owner rather than on-line you will avoid a service charge.

Couples and families alike will enjoy Calypso Condo, a three bedroom, three en-suite bath unit on two levels with two master suites, cathedral ceilings and central air conditioning. Prices vary according to the number of persons staying making it attractive to couples as well as families.

Being located on the second floor allows you to safely open all the floor-to-ceiling screened windows at night to allow the Trade Winds to blow through and allows you to be lulled to sleep by the sound of the surf. The private development of 66 units is located on 40 acres of beautifully landscaped grounds and has its own white sand beach surrounded by a protecting coral reef. It combines the amenities of an exclusive resort with the charm of a friendly neighborhood. There are permanent tikis and lounge chairs on the beach, a beautiful new salt water swimming pool, a snack shack with freshly prepared food and drink, a four-hole pitch and put golf course, two tennis courts, a half-court basketball court, jungle gym, ping-pong, shuffle board court and a recreation room with game tables and a library. A Pirates Cove for children has been constructed nearby with a ship's bow, wheel, look-out and sand toys. We are also the only destination with a machine to keep the sand neatly raked which is also shallow and light enough not to disturb the turtle nests.

Completely renovated, 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, two master suites, a 40” HDTV with a large collection of DVDs, a MP3 compatible stereo system, WiFi and a gas BBQ. For families with children, there is an extensive array of sports equipment and sand toys, a hand made three story doll house, family board games and a comprehensive library of children’s movies with its separate TV set. Special furniture for infants and toddlers is available on request. The separate but attached storage room is suitable for storing scuba gear and contains a variety of sports equipment including snorkeling equipment, tennis rackets, basket balls and two sets of golf clubs.

The main floor master bedroom with its magnificent floor-to-ceiling hand carved mirror and luxurious king size bed with silk skirt and pillows 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. All rooms have overhead fans so you can choose between tropical breezes or a completely air conditioned house.

The upstairs master bedroom with queen bed is perfect for adults that would like to set themselves off from the rest of the family or for children that would like to be on their own. It has its own TV and DVD player, individual air conditioning (in addition to the central air conditioning) in case the downstairs wants breezes but the upstairs wants A/C, an en suite bath and a very large outdoor deck 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 gallery has a pull-out queen sofa bed and has a combination VHS/TV for playing the children’s movies. The gorgeous plantation shutters set off the attached patio which contains the gas BBQ, table and chairs.

The downstairs guest room on the land side has two twin beds which can be pushed together to make a king,and a view of the landscaped grounds with the tropical vegetation beyond. All bedrooms in the unit have beds with foam toppers and blackout curtains as well as sheers. All rooms have overhead fans and all en-suite full baths are equipped with safety/grab bars The living room and gallery fans are programmable and will adjust their speed according to the room temperature.

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. Even the veranda has an overhead fan to assure that the tropical breezes never stop flowing. It’s just a short walk across the lawn to feel the warm waters of the Caribbean lapping at your feet. It's the only building that looks directly out on the water where can see lawn, sand and waves rolling in without worrying about the afternoon sun pouring in.

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 dive boats by day and kayak tours at night to see the bio-luminescence 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 a trail for snorkelers to follow.

To the east is the Buccaneer Hotel Golf Course located along the water with magnificent vistas and to the west is the Championship Robert Trent Jones Carambola Golf Course. The Divi Carina Casino is located 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. There is a special event or activity almost every night of the week throughout the island.

Keywords: family friendly,on the water, condominium, resort, villa, vacation rental, home, honeymoon, tropical getaway, exclusive, luxury beachfront, beautifully decorated, green, gated community, snorkeling supplies furnished,

More Details

Barbara Flanagan
Member since: 2008
Speaks: english, french, spanish
Response time:
Within an hour
Response rate:
Calendar last updated:
July 22, 2017

About Barbara Flanagan

I am a retired school teacher who has a horse boarding facility in Gardnerville, Nevada. I like to travel, garden and remodel houses. I have two dogs, one cat and three horses that I don't have time to ride.

Barbara Flanagan purchased this condo in 2011

Why Barbara Flanagan chose St. Croix

I was looking for a location that was warm and sunny in the winter. I have relatives who have been happy with their condo here at Gentle Winds for the last 30 years and it seemed a natural. I have always enjoyed snorkeling and never get tired of watching fish in their natural habitat. In addition, the Gentle Winds location is private and never feels over crowded.

What makes this condo unique

Being able to walk out on the beach whenever I feel like it is the height of luxury to me. Even in the summer, when you are in the shade at the beach with the trade winds blowing, the weather is perfect for reading and catching up on novels. With two master suites on two levels it's great for having family and friends visit.

Guestbook comments from the owner

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 of 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.
Jan 2014
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Estate Salt River Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
Building Type:
  • building
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1850 sq. ft.
House Rules:
  • Max. occupancy: 8
  • children welcome ...
  • pets not allowed
  • non smoking only
Location Type:
  • Beach ...
  • Beach View ...
  • Beachfront ...
  • Ocean View ...
  • Oceanfront ...
  • Resort ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Broadband Access
  • Clothes Dryer ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 16 people
  • 3 Bathrooms
  • Bathroom 2 - toilet , combination tub/shower
    Bathroom 1 - toilet , combination tub/shower
    Bathroom 3 - toilet , combination tub/shower
  • All bathrooms are newly renovated with gorgeous solid wood cabinets and granite counter tops as well as having new grab/safety bars.
  • 3 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 king , Ground floor facing water,windows open to sound of the surf.
    Bedroom 2 - 2 twin/ single , Ground floor facing tropical landscaping.
    Bedroom 3 - 1 queen , Second floor w/open air deck opening to ocean
    Convertible bed(s) - 1 sleep sofa /futon , Queen sofa bed on lanai level overlooking great room
  • All rooms including the bedrooms have overhead fans in addition to central air conditioning to make sure that the tropical breezes never stop blowing. All beds have memory foam toppers and all bedrooms have two sets of curtains, both sheer and blackout. All bedrooms have chests with six or more drawers plus closets. The gallery level with the sofa bed has a three drawer chest and plantation shutters rather than curtains.
  • Books ...
  • CD Player
  • DVD Player ...
  • Game Room ...
  • Games ...
  • Music Library ...
  • Ping Pong Table
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • VCR
  • Video Library ...
  • Balcony ...
  • Deck / Patio ...
  • Golf ...
  • Lanai / Gazebo ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Porch / Veranda ...
  • Tennis ...
  • Water Sports Gear ...
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • arboretum
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • rain forests
  • recreation center
  • reefs
  • restaurants
  • ruins
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • gambling casinos
  • horseback riding
  • photography
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • paragliding
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Half court basketball, 4 hole pitch and putt golf and shuffle board are available. There is an attached private storage room for sports equipment. Golf clubs and sports equipment such as face masks, fins, basketball, tennis rackets and balls, ping pong, sand toys, doll house and furniture, etc. are included. With three bedrooms, three baths and three decks and an entry with seating and stocked bar (replenished by guests), you'll never feel crowded. There are overhead fans in every room including the veranda to maintain the tropical breezes. The gallery and great room even have 'smart fans' that adjust their speed according to the temperature. We can stock your unit with food before arrival for an extra charge. The sound of the surf can be heard throughout the unit and the views are fantastic from every room.


Wonderful! 4.9/5 -
(72 traveler reviews)

94% Complete
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Calypso Condo - Family Friendly Beachfront Elegance at Gentle Winds
average rating of 4.9444447 based on 83 reviews

Repeat visitor

  • 5 of 5

I have stayed at Calypso Condo during two family vacations. Barbara was an attentive owner during both trips. Each time she sent a follow up email to see if we needed anything. The Condo provides proper space for families with three full bathrooms, multiple balconies, and the upstairs loft area. In addition to the functional space, I also feel comfortable and safe while I am there. My husband and I really enjoy snorkeling, but my children are not quite ready so the pool was a fun spot for them. Barbara is a kind, professional owner to work with and I would choose to stay at her Condo again.

  • Submitted: Jun 22, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
Owner's Response: It's wonderful to have repeat guests. I'm so glad you can enjoy our home away from home also.
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  • 5 of 5

We just returned from visiting Calypso Condo with our family of six, including my 84 year old mother. The condo was very comfortable for all. The screened in porch was my mother's favorite place to relax. We felt like we had the pristine pool and beautiful beach to ourselves. We did several snorkel trips, ate at wonderful restaurants and brought groceries to prepare meals in the well-stocked kitchen. The condo lacked for nothing including nice beach towels, water toys and snorkel gear. The washer and dryer were so helpful and used by everyone. We would love to go back.

  • Submitted: Jun 20, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
Owner's Response: We're looking forward to having you back soon.
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Decatur, GA

An Amazing vacation at the Perfect Condo

  • 5 of 5

Calypso Condo was wonderful ! Beautifully maintained pool and beach area, located on the Island perfectly to enjoy the many experiences the Island has to offer. Walking distance to the Marina that has great food and a short brisk walk to the Bay where Columbus "didn't" discover America. The condo was very well equipped. Book your visit with the Owner Barbara, she was quick with responses and provides you with first hand info. I recommend a trip to Buck Island, Point Uddell , Sugar plantations, The Fort and everywhere inbetween! Your options for snorkeling are endless, so keep the gear in the car. We will for sure Be Back

  • Submitted: Jun 14, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: We're looking forward to having you back soon.
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1 0

50th Birthday Celebration

  • 5 of 5

We had an excellent time at Calypso Cindo. We wanted for nothing. Everything was right at our fingertips.

I would recommend staying there to everyone I know.

  • Submitted: Jun 12, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Recommendations are the greatest compliment. Thank you.
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Calypso Condo at Gentle Winds

  • 5 of 5

Calypso Condo is a wonderful place to stay! Barbara(the condo owner) has thought of everything to make your stay relaxing and memorable. Our group was 5 adults and there was plenty of room for everyone. The condo has been very tastefully decorated and is close enough to the ocean you can hear the waves breaking onto the beach. Barbara is a very attentive owner and we even received an email during our stay making sure everything was going ok. Calypso Condo was better than advertised!!

  • Submitted: May 5, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
Owner's Response: What a lovely review. Thank you so much.
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Condo has everything

  • 5 of 5

Wonderful condo, beautiful beach and pool. Would recommend this condo to all my friends if they were coming to St. Croix

  • Submitted: Apr 14, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the recommendation!
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Cane Bay
Fort Christiansvaern
Fort Christian Brew Pub
The Terrace Restaurant at the Buccaneer
Salt River Bay National Historical Park and Ecological Preserve
Angry Nate's
Rum Runners Steaks & Seafood
Off the Wall
"Outdoor pizza right beside the splashing waves. Bingo night can be a worthwhile investment."
Cruzan Rum Distillery -- CLOSED
"Fun to watch the rum bubbling and gurgling away."
Car: recommended

St Croix is world famous for Scuba diving and snorkeling. There are many tours including, horse back, jeep and mini bus. There are many museums and ecological sites and museums including beaches where the sea turtles come to lay their eggs. I would consider a day-trip to Buck Island to snorkle along an underwater trail in the national preserve a must-do activity . Boats leave twice a day from Christiansted for a full or half day trip. I would also recommend taking a kayak tour at night to see the phosphorescence in the water when it is disturbed.


Rates & Availability

Estate Salt River Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Peak Season
Dec 15 2017 - Apr 15 2018
5 night minimum stay
Notes: Rates are based on 2 guests; add $20 per night, per additional guest
Nightly Rate
Apr 17 2018 - May 1 2018
5 night minimum stay
Notes: Rates are based on 2 guests; add $15 per night, per additional guest
Peak Season
Dec 15 2018 - Apr 15 2019
5 night minimum stay
Notes: Rates are based on 2 guests; add $15 per night, per additional guest
My Standard Rate
5 night minimum stay
Notes: Rates are based on 2 guests; add $15 per night, per additional guest

Additional information about rental rates

Refundable damage deposit $500
Tax Rate 12.5%

Five day minimum stay. Minimal cleaning fee added for stays of less than a week ($44 or $22). 5% discount for a two week stay and must mention at time of booking. Mid-stay cleaning included with a two week booking, otherwise mid-week cleaning and concierge service to pre-stock unit is available at extra charge. Snack Shack closed Sept/Oct, reduced days and hours during the low season. Refundable damage deposit or credit card information required as well as a signed contract for all rentals.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Contact Owner

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