Condo

Calypso Condo at Gentle Winds

Photo gallery for Calypso Condo at Gentle Winds

Living room with beach beyond
Living room view showing the upper gallery/loft/office level above.
View from the screened veranda with your rum punches waiting.
View of pool, beach shack and palapas on the sand.
Here's a wall of paintings by local artists with the lawn and ocean just outside

Reviews

10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 8171.9 sq m

Popular amenities

  • Beach view
  • Dryer
  • Washer
  • Parking available
  • Kitchen

Explore the area

Map
Christiansted, St Croix
  • Sugar Beach
    ‪14 min drive‬
  • Cane Bay
    ‪16 min drive‬
  • Cane Bay Beach
    ‪16 min drive‬
  • Christiansted (SSB-St. Croix Seaplane Base)
    ‪16 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

Office 1

1 Double Sofa Bed

3 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Calypso Condo at Gentle Winds

Walk across the lawn and you are in the ocean with a salt water pool and snack shack serving delicious food at your disposal. As you may know, Gentle Winds Condominiums is consistently ranked #1 in Specialty Housing based on travelers’ reviews. It is located between Salt River Bay and the rain forest on forty landscaped acres and consequently is uncrowded and thanks to rocky outcroppings on either end of the beach it has the feel of a private tropical paradise.

Couples and families alike will enjoy Calypso Condo, a three
bedroom, three en-suite bath unit on two levels with two master suites, two open patios and one screened patio,
cathedral ceilings and central air conditioning.


The private development of 66 units is located on 40 acres of beautifully landscaped grounds amidst surrounding wild vegetation 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 four-hole pitch and put golf course, two tennis courts (lined for pickle-ball as well), a half-court basketball court, jungle gym, ping-pong, shuffle board court, corn-hole board and a recreation room with games and a
library. We are also the only destination with a machine to keep the sandneatly 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 gas BBQ as well as solid wood cabinets, granite counter tops, a mahogany bar and sliding glass doors in the tubs and walk-in shower.

For families with children, there is an extensive array of sports
equipment and sand toys in the attached storage room, a hand made three story doll house and family board games. The separate but attached storage room is suitable for storing scuba gear and contains a variety of sports equipment including snorkeling equipment, basket balls, noodles and kites

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. 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 (loft over the two story living room) has a pull-out queen sofa bed. The gorgeous plantation shutters set off the attached patio which contains the gas BBQ, table and chairs and a view of the surrounding forest.

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 black-out curtains as well as sheers. All rooms have overhead fans and all en-suite full baths are equipped with safety/grab bars.

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 as we face directly north.

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 twenty 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 that is listed in the hand-out magazine "This Week in St. Croix."

Property manager

Barbara Flanagan
Premier Host

Languages

English, French, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
A booster chair and Pack and Play are available.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Glass bottles should be thrown in the dumpster outside before leaving and the barcart and basic kitchen staples should be replenished before leaving.
All reservations must have phone or email communication with host within 48 hours after the time of booking.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses a grey water recycling system
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

About the area

Christiansted

Located in Christiansted, this condo is on the beach. Cane Bay and Carribbean Cinemas St Croix are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Salt River Bay National Historical Park and Little Princess Estate. Travelling with kids? Consider Cruzan Gardens and St. George Village Botanical Garden. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Christiansted, St Croix

What's nearby

  • Salt River Bay National Historical Park - 4 min walk - 0.4 km
  • Little Princess Estate - 13 min drive - 8.3 km
  • Sugar Beach - 14 min drive - 9.1 km
  • Cane Bay - 16 min drive - 6.8 km
  • Cane Bay Beach - 16 min drive - 10.8 km

Getting around

  • Christiansted (SSB-St. Croix Seaplane Base) - 16 min drive

Restaurants

  • ‪La Reine Chicken Shack - ‬11 min drive
  • ‪Blues Backyard BBQ - ‬11 min drive
  • ‪Wendy’s - ‬12 min drive
  • ‪Little Caesars - Kmart - ‬12 min drive
  • ‪Yum Yum Fast Food - ‬15 min drive

Frequently asked questions

Does Calypso Condo at Gentle Winds have a pool?

Yes, this property has an outdoor pool.

Is Calypso Condo at Gentle Winds pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Calypso Condo at Gentle Winds ?

Check-in begins at 4:00 PM.

What time is check-out at Calypso Condo at Gentle Winds ?

Checkout is at 10:00 AM.

Where is Calypso Condo at Gentle Winds located?

This Christiansted condo building is on the beach, 0.2 mi (0.4 km) from Salt River Bay National Historical Park, and within 6 mi (10 km) of Cane Bay and Little Princess Estate. Sugar Beach and Cruzan Gardens are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 143 out of 148 reviews
Rating 8 - Good. 5 out of 148 reviews
Rating 6 - Okay. 0 out of 148 reviews
Rating 4 - Poor. 0 out of 148 reviews
Rating 2 - Terrible. 0 out of 148 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Nadine H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great accommodation and beautiful location

We loved calypso cottage. Plenty of room, nice furnishings, well equipped kitchen. We lived being so close to beach and pool.
Stayed 7 nights in Dec 2024

10/10 Excellent

Suzy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gentle Winds

This was our 3rd time here. We had a great time and we love the property!!!
Stayed 7 nights in Apr 2024

10/10 Excellent

Brian L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and well stocked

We really enjoyed the location and the condo was very well stocked.
Stayed 7 nights in Mar 2021

10/10 Excellent

Donna A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gentle Winds Family and Friends Vacation

Had a great vacation at Gentle Winds. Great location for large group traveling together. Each had there own place to lay their head however, were able to all be together at beach, pool, and food shack.
Stayed 7 nights in Jul 2023

10/10 Excellent

Mary B.

Wonderful vacation on St. Croix

We really enjoyed our stay on the island. The condo was great and the views were terrific. The beach at the condo is great, as well as the pool on the property.
Stayed 5 nights in Jan 2019

10/10 Excellent

Amy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental

Property is very well equipped and comfortable. Beach and pool on site were great and we were able to easily travel around the island from this location. The owner and on site manager were both great during our stay. We would definitely stay here again.
Stayed 7 nights in Jun 2022

10/10 Excellent

Chantell B.

Wonderful stay!

We had a wonderful vacation. The pool and beach place at the resort is so relaxing. It was not crowded and everyone easily had their own space. The condo was extremely well stocked.
Stayed 7 nights in Jul 2018

10/10 Excellent

rob c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location

Our family loved our stay. The location was perfect, including the views, pool, activities, and the home itself. Very comfortable, with every detail thought of. Would love to go back again!!
Stayed 4 nights in Dec 2021

10/10 Excellent

Tom B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Gentle Winds condo

Had a great stay at the condo, very well appointed and comfortable, kitchen well stocked with accessories if you choose to cook. Pool is very nice and the Snack Shack never disappoints. Will be back!
Stayed 14 nights in Aug 2023

10/10 Excellent

LeAnne Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Break

We had a great stay. We found this location very nice situated between Christiansted & Frederiksted. We loved all the snorkeling equipment to use on our stay. Thank you
Stayed 7 nights in Apr 2023

10/10 Excellent

Steve K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Place to Stay in St Croix

I think Gentle Winds is the perfect place to stay on St Croix. Private pool, beach, snack bar. Also not a lot of units so the space per person is perfect. This condo was really great as well. Very nice and updated. Would stay nowhere else if we come back.
Stayed 7 nights in Jun 2019

10/10 Excellent

Brock F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect Condo in the ideal location!

This property is wonderful. It offers a family like mine, (4 kids) an ideal setup. The condo was comfortable and well appointed. the folks were nice and the location was perfect. 5 Stars!
Stayed 7 nights in Jun 2021

10/10 Excellent

Russell T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property and great time!

My wife and I stayed here for 6 days and loved every minute of it. Condo was very clean and had everything we needed including plenty of beach supplies. Nice pool, beach and convenient pool bar and grille that was open each afternoon. Condo is centrally located on the island with several good restaurants located nearby and Christiansted and Frederiksted not too far either way. I would recommend for families or couples and we will stay here again.
Stayed 5 nights in Jan 2021

10/10 Excellent

Gary K., Tampa, FL

Liked: Cleanliness, check-in, communication, location, listing accuracy

Really Nice Condo

Calypso Condo was nothing less than spectacular. Very well furnished, lots of towels, plenty of dishes and silverware, comfortable chairs and beds, really nice layout, great appliances. Pool was super as was the beach and snack bar. No hot water upon arrival but Angela got the fixed pronto. We will be back.
Stayed 8 nights in Dec 2023

10/10 Excellent

Rose W.

Liked: Check-in, communication, location, listing accuracy

Calypso condo

This place was everything that was seen on the listing. Nice , spacious & airy. Beach the right distance away.
Stayed 4 nights in Mar 2021

10/10 Excellent

Gwen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet, relaxing getaway!

Everything was great! The condo was clean and cozy with all the amenities that anyone should need. It was a nice relaxing environment. Our only problem was…..our stay wasn’t long enough 😊 We hope to visit again one day. Thank you Barbara for your hospitality!
Stayed 7 nights in Jul 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

Friends, This property has the home feel. Everything you need, they have. Steps from the beach and pool. If you're feeling lazy, there is a bar / grill within steps from the beach. Need to rest and relax, spend some time at Calypso Condo.
Stayed 6 nights in Mar 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Excellent!

Well-appointed, well-maintained condo on beautiful North Shore. Owner provides outstanding customer service. Feel like staying at a friend's house. Great family vacation. It just doesn't get better than this!!

10/10 Excellent

Courtney O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Escape from reality

This property was absolutely amazing. Property manager was awesome and went above and beyond when we had flight issues. She truly cares about her guests. House was perfect and property was so beautiful. The snack shack and Nick were awesome for food and drinks at the pool. She had everything you could need right there for you. We were all very happy with our stay here and out of all the places we saw on the island THIS was the best!!!!
Stayed 10 nights in May 2022
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Mike M.

Calypso Condo at Gentle Winds

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!!
Stayed 7 nights in Apr 2017

10/10 Excellent

sonal m., Michigan, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great!

We had a wonderful stay at this property. Communication was excellent. The on site Sunny shack for lunch was a great option. We enjoyed exploring the island and had everything that we needed in this unit. Highlights included: Horse back riding, zip lining, snorkeling at Buck Island and hike to Carambola tide pools. Some dining recommendations: Salt and AMA for more upscale Mill for pizza on the boardwalk Rowdy Joe’s for casual but tasty Rythyms at Rainbow beach for sunset
Stayed 7 nights in Mar 2021
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Dennis L.

Excellent Condo

My wife and I greatly enjoyed our 8 day stay at the Calypso Condo. The listing description and photos were very accurate. It was clean and well maintained. The view was excellent from both floors. Barbara was very prompt and accurate in her communications regarding the reservation. We enjoyed the snorkeling at Cane Bay, the Estate Whim Plantation, the St. George Botanical Garden, and eating at restaurants on the Christiansted boardwalk.
Stayed 8 nights in Jan 2016

10/10 Excellent

Barbara E.

Better than the pictures!

This is a gorgeous condo, so conveniently located and offering every amenity. The views are amazing, and it's just a short walk to the lovely pool and beachfront. The owner has provided everything you could think of or a comfortable and relaxing stay. We had plenty of room and thoroughly enjoyed everything about this condo and the complex itself. The beds are comfortable and the kitchen is well-stocked for those nights you want to eat in. The owner responds very promptly and is quite accomodating, and we wouldn't hesitate to rent this property again on subsequent trips to St. Croix.
Stayed 7 nights in Mar 2019

10/10 Excellent

George R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oceanfront R & R

Group of 6 adults on our annual "Winter Warmer" trip. Condo was just as advertised. It was spacious, clean, naturally cool with beachfront breeze, well stocked for cooking needs (pots, pans, condiments & spices), short walk to pool & beach & overall pretty quiet & relaxing Spent lots of time on beach with plenty of sun, swimming & snorkeling. Prepared & cooked most meals. Good conversation, libations & food at the pool Snack Shack. Great complex for a morning or evening walk/jog. Had a few minor issues that we were able to work around. Overall, a very enjoyable, non-tourist intensive stay. Will consider again in the future.
Stayed 15 nights in Dec 2023

10/10 Excellent

Erika I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!

This vacation was even better than imagined. The owner is very responsive. The unit is well stocked with everything needed for a great time. Plenty of pots, pans and cooking utensils. Noodles and beach towels, basketball, football, games, movies, books, tennis racquets, and there’s still more! The beach even has a snack shack for food and drinks made to order. We will definitely be back!!
Stayed 6 nights in Dec 2020

About the host

Hosted by Barbara Flanagan

Host profile image
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, five barn cats and two horses that I don't have time to ride.

Why they chose this property

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 property 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.

Languages:

English, French, Spanish

Premier Host

They consistently provide great experiences for their guests