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Private home with water views: Cruz Bay, beaches close by

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Beautiful sea views at all times of day
Living room, looking out to deck
Upstairs bedroom with queen bed (sea views from bedroom)
Our expansive upstairs deck is great for sunning and meals
Showers are rare and usually brief, but when it does rain -- rainbows!

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Air conditioning
  • Kitchen

Explore the area

Map
Cruz Bay, St John
  • Virgin Islands National Park
    ‪7 min drive‬
  • Cruz Bay Beach
    ‪11 min drive‬
  • Trunk Bay
    ‪19 min drive‬
  • West End (TOV-West End Seaplane Base)

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Private home with water views: Cruz Bay, beaches close by

This air conditioned house has 2 bedrooms and 2 full bathrooms, each on a different level, giving maximum privacy for couples or a family of four. Enjoy a peaceful, private and perfect vacation at our home in Chocolate Hole, a tropical paradise escape at an affordable price point. Staying close to Cruz Bay makes the home an ideal location to enjoy all that St. John has to offer, while also feeling at home in your own, exclusive setting.

The bedroom on the air conditioned main level has a queen size bed, TV, and a full bath with shower, as well as ceiling fans. The bedroom on the air conditioned lower level has twin beds or a converted king size bed, TV, a full bath with shower, sitting area, a deck and A/C -- though the relaxing trade winds and Christmas breezes, for which the home is named, make it comfortable without. This lower level has its own entrance and is approached by an outside staircase.

The house is a quick 10 minute drive (a little over a mile) to the center of Cruz Bay, 8 minutes to grocery stores, and 15 minutes to the pristine, white sand beaches of the North Shore.

Guests especially enjoy kicking back after a day at the beach to experience St. John’s magnificent sunsets -- perhaps even glimpse the elusive green flash as the sun sinks into the Caribbean Sea -- from the lounge chairs or table on our expansive double deck, which faces southwest toward Chocolate Hole, Rendezvous Bay and the island of St. Croix. The water views are breathtaking!

After taking it all in, easily prepare and eat your own meal in our fully equipped kitchen and dining area (or outdoor gas grill), then relax further in the living room -- which has a flat-screen smart Netflix enabled television, cable, Wi-Fi wireless internet and DVD player -- or simply unplug and unwind to the natural symphony of the forest, as cooling breezes rustle the surrounding canopy outside. We even have a small library of beach reads for your enjoyment. Ahhh... blissful!

Christmas Winds as a whole is a well-maintained wood home with ceramic tile floors, native stonework and high ceilings. The atmosphere in the house is informal, and the home is ideal for one or two couples, or a relaxing honeymoon. The home is also good for a family with older children who can sleep on a separate level from parents. There is no maid service, but it is thoroughly prepared for guests and cleaned upon departure, and our house manager is happily on call for any questions. There are linens, beach and bath towels and a full laundry with washer and dryer, as well as beach chairs and some beach accessories and pool toys for guest use (snorkel fins and masks, boogie board, etc.).

Do feel free to email with any questions. We hope to see you soon on St. John!

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Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 13–17
Suitable above age 12 due to outside stair to BR 2
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking allowed: in designated areas
Outside only
Remove own garbage daily

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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

We should mention

A car is recommended for transport to and from this property

About the area

St. John

Located in St. John, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cruz Bay, St John

What's nearby

  • Great Cruz Bay - 17 min walk - 1.5 km
  • Virgin Islands National Park - 7 min drive - 3.2 km
  • Cruz Bay Beach - 11 min drive - 2.8 km
  • Honeymoon Beach - 13 min drive - 3.8 km
  • Trunk Bay - 19 min drive - 7.6 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 60 min drive

Restaurants

  • ‪High Tide Bar & Seafood Grill - ‬7 min drive
  • ‪Cruz Bay Landing - ‬7 min drive
  • ‪Beach Bar - ‬7 min drive
  • ‪Lovango Rum Bar - ‬7 min drive
  • ‪The Windmill Bar - ‬9 min drive

Frequently asked questions

Is Private home with water views: Cruz Bay, beaches close by pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Private home with water views: Cruz Bay, beaches close by?

Check-in begins at 4:00 PM.

What time is check-out at Private home with water views: Cruz Bay, beaches close by?

Checkout is at 10:00 AM.

Where is Private home with water views: Cruz Bay, beaches close by located?

Located in the heart of St. John, this holiday home is 0.9 mi (1.4 km) from Chocolate Hole Beach and 1.7 mi (2.7 km) from Virgin Islands National Park. Chocolate Hole and Great Cruz Bay are also within 1 mile (2 km).

Reviews

9.6

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. 37 out of 43 reviews
Rating 8 - Good. 3 out of 43 reviews
Rating 6 - Okay. 2 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 1 out of 43 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Sarah G.

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

St. John getaway

This house was perfect for two couples or friends. Very clean, older place but had everything we needed! Would stay here again!
Stayed 5 nights in Mar 2025

10/10 Excellent

Constance W.

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

Exceptional view and value

Christmas Winds was a great home for our family of four on our first trip to St. John. Our teens enjoyed their downstairs apartment and we all enjoyed the upstairs living area with the spectacular view. The home is very clean and organized. The complimentary use of snorkel gear, beach towels, and beach chairs was such a nice bonus. We would definitely stay at Christmas Winds again.
Stayed 7 nights in Mar 2025

10/10 Excellent

Mitzi S.

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

Great Stay

The house was so comfortable with a beautiful view. We enjoyed the decks, views of the ocean, and the iguanas. The bed was comfortable and we felt safe. We drove to the beaches each day and spent time in the lower deck with shade when UV rays were high. A lovely home and wonderful stay. There was snorkeling gear that was also a nice perk.
Stayed 6 nights in Mar 2025

10/10 Excellent

John R.

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

Escape from Life's Pressures

The quiet dead end street with trees and ocean view from the house and deck removes one from the busy pace of much of the town, and yet it is easy to connect to anywhere on the island. Groceries are easy to get without entering downtown and with parking, which allows you to use the well equipped kitchen. Recent upgrading to house made it nice. For us it was the perfect mix of pleasant surroundings and lodging, functionality, and value, without unnecessary luxury that one doesn't need on a place like St. John. Truly a home away from home.
Stayed 7 nights in Feb 2025

8/10 Good

Shawna R.

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

Great property

Really quaint little place, great location to everything we needed in Cruz Bay, amazing views, and very private area. The property manager was really great and easy to get a hold of. The only negative was the bed…it was horrible….extremely uncomfortable. We were up every hour of the night because the mattress was so hard. Other than that it was great!
Stayed 6 nights in Feb 2025

6/10 Okay

Mark C.

Liked: Cleanliness, check-in, communication, location

Some Comments About Christmas Winds, St John V.I.

I value VRBO comments greatly in my choice of vacation properties, so I want to carefully convey some thoughts after a recent 9 day stay at Christmas Winds in St. John VI.Communications with Ashley Winchester, the owner's daughter were prompt and detailed. The onsite check-in and -out with Patti went perfectly.This is an older home,1940's age The kitchen is well supplied with implements, the stove is good and the microwave adequate. The Wifi, TVs, and ACs are good. Of note is that the 1st fl BR is framed out from the 1st fl interior. The walls do not reach the ceiling and the doors separating it from the LR are half clear glass. Thus, privacy might be compromised for some renters.Car parking is on the street level above the house. There are 18 steep steps down to the first floor entrance and 14 more steps down to the lower level entrance.A very difficult item for my wife and myself was the lack of light blocking window shades in both bedrooms. The very bright morning light made sleeping past 6:30 impossible, even with eye shades.Neither deck, both of which are excellent, had any sun umbrellas. For those of us that are conscious of the adverse effects of intense UV light on our skin, not having any shade made the use of the upper deck impossible to enjoy until late afternoon. Even the lower deck received strong direct sunlight for much of the day.St John is a wonderful vacation location! We hope you enjoy your visit as much as we did.
Stayed 9 nights in Feb 2025

10/10 Excellent

Kevin L.

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

Great location . Perfect for 2 couples

Had a great time. Good loction beautiful views from large deck. Very comfortable home for teo couples.
Stayed 7 nights in Jan 2025

10/10 Excellent

Kari P.

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

Perfect way to start the year

Christmas Winds was perfect for our family of four. Great location, perfect space for hanging out, cooking, playing games. The deck outside is a wonderful place to overlook the island and to watch the cutest little bananaquits eat sugar from their feeder. Would visit St John and Christmas Winds again.
Stayed 7 nights in Jan 2025

10/10 Excellent

Sara A.

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

Everything we needed

We were comfortable and had everything we needed at Christmas Winds. The view, the kitchen, washer and dryer - even comfortable chairs. All good - even hangers and a closet. The Century Plant flowered while we were there and as birdwatchers that was perfect. Thank you for sharing your home with us.
Stayed 10 nights in Apr 2024

10/10 Excellent

Guy H.

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

Christmas Winds Home

Beautiful spot. Great view of ocean and sunrise/sunset. Two great decks with chairs and table. Convenient location and floorplan. Supplied with helpful guide books, all cooking needs plus assorted snorkeling equipment, beach towels, folding chair and outside hose to clean off.
Stayed 7 nights in Mar 2024

10/10 Excellent

Ellen H.

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

Perfect place to stay after days exploring the many beaches of St John

Christmas Winds was a great place to relax after full days of snorkeling! The 2 floors worked well for 2 couples- we had privacy yet were able to share fun times cooking, dining and enjoying the decks together! We felt fortunate to have stayed there!
Stayed 7 nights in Feb 2024

10/10 Excellent

Melanie W.

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

Quiet, private and lovely views.

We enjoyed our stay at Christmas Winds. The house is located on a quiet street and private to the neighbors. Only a few minutes drive to the grocery store and downtown Cruz Bay. We used the new appearing washer and dryer multiple times to wash sweaty hiking clothes. It was also nice to have beach towels, coolers and beach chairs available to use. Room for parking on the road. A flight of stairs is required to walk down to the house from the road. We usually cooked breakfast and the kitchen had everything we needed. You do need to drink bottled water though. I also liked the many books and maps that were available as references, as well as the suggestions from owner Ashley and manager Patti. The upstairs bedroom is directly off the living room area. It has glass paned doors and I think that could be sort of awkward for two couples sharing the house. But for just the two of us, it was fine. Christmas Winds suited our needs. Not fancy but clean, comfortable and convenient. .
Stayed 7 nights in Feb 2024

10/10 Excellent

Mitzie H., Sarasota

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

Thanksgiving Week in St. John

Christmas Winds is an amazing property. The neighborhood is lovely and the views are amazing. The house has everything you need for a very comfortable stay.
Stayed 7 nights in Nov 2023

10/10 Excellent

Melanie L.

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

Great home close to town

The check in process was smooth. The home was clean and has everything we needed. The back deck overlooking the ocean and mountains was my favorite part. Very private with one suite upstairs and one downstairs (separate entrances) less than 10 mins to everything in town and close to the beaches and restaurants. Very safe area and would revisit again!
Stayed 6 nights in Feb 2023

8/10 Good

Patty I.

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

Week w Bananaquits

Pretty darn good. It met our needs and the separate quarters served each couple well. There was a concern about the descending stairs to the front door (street parking where the stairs start), but fortunately that was not an issue. Overall, a very pleasant week and the bananaquits & iguanas were a bonus. Patti, the manager, and Ashley, the main contact, were both exemplary in providing necessary info & guidance. Thank you for a memorable time w special friends!
Stayed 7 nights in Feb 2023

10/10 Excellent

Susan P.

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

Christmas Winds

Christmas Winds in Chocolate Hole ,St John USVI was wonderful and met every hope and expectation ,and then some...The property , location , management All made my stay Excellent 👍
Stayed 5 nights in Feb 2023

10/10 Excellent

Terri M.

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

Great Birthday Stay

Christmas Winds was a perfect place to stay for my birthday with my husband, his brother and wife. It was extremely easy to get to, has everything you'll need for your stay. We loved the two living spaces and the washer/dryer!! Patty was absolutely wonderful to work with. We were coming from the DFW area that was going to get hit with an ice storm the day we were to leave so I contacted Patty to see if by chance an extra night was available to come in early. Luckily it was and the entire transaction was done in minutes and flawless. We all agreed that we will hopefully be able to stay at Christmas Winds next year! The home was perfect for us!
Stayed 6 nights in Jan 2023

10/10 Excellent

Chris P.

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

Family Vaca St Johns

We stayed at Christmas Winds for our St Johns family vacation in early May 2022. The house worked well for us, with my young adult kids staying in the downstairs area and the parents in the upstairs bedroom. The location and deck view are really sweet! The house has all the amenities you need to have a great stay in St John and is a short drive to a nearby market for food and supplies. We rented a jeep and explored much of the island from this location. Taxis might work in lieu of a rented vehicle depending on what you like to do. Patti our host was informative about local information and available when we needed her. She explained everything about the house. Would stay here again.
Stayed 6 nights in May 2022

10/10 Excellent

Kathryn L.

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

Wonderful Stay!

Our stay was wonderful and much too short! The rental had everything we could possibly need and it was in the perfect spot - private but not too far from restaurants and stores. We will definitely be back!
Stayed 8 nights in Apr 2022

10/10 Excellent

Annie K., Boston

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

Panoramic Ocean Views

from the expansive deck of this very comfortable cottage in a lovely quiet neighborhood dotted with bougainvillea. The cottage was clean and very well equipped. (even had snorkeling equipment!) It was very useful to have a good washer and dryer too. Our bed on the upper level was very comfortable although my adult boys noted that the beds on the lower level were a bit hard. The set up with the bedrooms/bathrooms on two different levels is ideal for a family with older children or adults and gives everyone their privacy (might not work for little kids?) I noticed some other reviews mentioned a problem with insects but we certainly did not have this issue at all - not even one spider!!! It was a pleasure meeting Patti who manages the cottage and gave us a tour of the property on our arrival and made sure we had everything we needed. Thank you Patti for recommending Shambles for dinner. It has a fun vibe with live music and the food was delicious! Ashley (owner’s daughter) was also very helpful in suggesting hikes (we did several) and Arawak for our kayaking/ snorkeling trip which was awesome! We had a wonderful vacation made even better by the excellent management at this beautiful cottage. We would love to return!
Stayed 6 nights in Mar 2022

10/10 Excellent

Venta N.

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

Exceptional property on St. John!

Christmas Winds was the perfect vacation home for our family! The location is very convenient to town and all the beaches. The house was very clean and well maintained with lots of extras. We appreciated the beach chairs, coolers, sand toys and snorkeling googles we found. The kitchen was well stocked and I was even able to find a band-aid for my son without feeling like I had to rush out to the store to buy a whole box. Our pre-teens loved having their own space in the basement bedroom suite. The views from the deck and iguana hunting in the the trees were some of our favorite things to do in the mornings and evenings. We loved our stay on St. John!
Stayed 8 nights in Mar 2022

10/10 Excellent

Don E.

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

A perfect small house in a great location

We love everything about Christmas Winds — including, literally, the refreshing breezes that the house is perfectly situated to catch — also the iguanas in the nearby trees, the bananaquits that visit regularly for the sugar we put out, the commanding view of the sea to the south, the closeness of funky Cruz Bay with its great restaurants (5 minutes), the brilliant night sky, the great beaches that St John offers, and so much else. We have rented this house a number of times and always look forward to returning.
Stayed 10 nights in Feb 2022

10/10 Excellent

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

beautiful

wonderful host, beautiful location, views, well-appointed kitchen, living spaces, deck
Stayed 6 nights in Mar 2022

10/10 Excellent

gary g.

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

Despite being older property, I found it comforable and well located. Loved the experience!

Excellent experience.
Stayed 14 nights in Dec 2021

10/10 Excellent

Wendy S., minneapolis

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

Relaxing Private Cottage with great views

The Cottage was as advertised. We were impressed at the level of communication with the owner and on-site property manager who met us at the ferry and walked us through the property. This cottage has a very personal and cozy feel. So easy to relax on the completely private deck or inside. There are other houses nearby but we could not see the neighbors at all. The bed on the main floor was very comfortable. The beds on the lower level are quite soft and less supportive. We absolutely loved the location close to Cruz Bay and the Northern Beaches. We would rent again.
Stayed 10 nights in Apr 2021

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