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

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A wooden deck with white railings and two white chairs, overlooking a coastal landscape with hills and a view of the sea.
A cozy living room with a sofa, dining table, and chairs, wooden ceiling beams, and a stone fireplace.
A dining area with a round glass table, six wicker chairs, a floor lamp, and a window with blinds.
A bedroom with a bed, a ceiling fan, wooden shutters, a nightstand, and a vase with flowers.
A bird feeder with several birds perched on it, overlooking a coastal landscape with houses and vegetation.

Reviews

9.6 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Great Cruz Bay

Popular amenities

  • Balcony
  • Gas barbecue
  • Air-conditioning
  • Refrigerator
  • Internet
  • Washing machine

Explore the area

View in a map
Cruz Bay, St John
  • Place, Great Cruz Bay
    ‪15 min walk‬
  • Place, Chocolate Hole
    ‪20 min walk‬
  • Place, Chocolate Hole Beach
    ‪20 min walk‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪54 min drive‬

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

Add dates for prices

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About the area

St. John

Located in St. John, this holiday home is in the city centre and near the beach. Blackbeard's Castle is a notable landmark, and the area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
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Map
Cruz Bay, St John

What's nearby

  • Great Cruz Bay - 15 min walk - 1.3 km
  • Chocolate Hole - 20 min walk - 1.7 km
  • Chocolate Hole Beach - 20 min walk - 1.7 km
  • Rendezvous Bay - 1 min drive - 1.0 km
  • Boatman Point - 2 min drive - 1.3 km

Getting around

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

Restaurants

  • ‪Trunk Bay Beach Bar - ‬19 min drive
  • ‪Maho Crossroads - ‬27 min drive
  • ‪Cruz Bay Landing - ‬7 min drive
  • ‪Shambles - ‬9 min drive
  • ‪The Longboard - ‬7 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.

How much does it cost to stay at Private home with water views: Cruz Bay, beaches close by?

As of 30 Oct, 2026, prices found for a 1-night stay for 2 adults at Private home with water views: Cruz Bay, beaches close by on 7 Nov, 2026 start from S$2,936, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Private home with water views: Cruz Bay, beaches close by?

On-site parking is available at the 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. 43 out of 51 reviews
Rating 8 - Good. 5 out of 51 reviews
Rating 6 - Okay. 2 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 1 out of 51 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing home and location. So easy to get to and close to the ferry. Amazing communication! Masks, snorkels and beach chairs were such an added bonus. Thank you!
Stayed 8 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent host, comfortable place, great view and privacy. Would certainly come back!
Stayed 8 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our host Patti was very welcoming and great communication. The property is in a lovely setting with the most fantastic views and very private. The house is a little tired and would benefit from some small updates and general maintenance.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Christmas Winds was everything the listing says it is. There are lovely views, amazing breezes and comfortable furniture and bedding. The location is also excellent. It’s close to Cruz Bay and town yet quite private. We utilized the beach chairs, towels and snorkel gear and had amazing days at many of the beautiful beaches.The communication with the property manager was excellent. This property would be great for a family or two couples since there is a completely separate bed/bath on the lower level offering privacy.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was excellent in communicating, as well as the local host Patti.Clean accommodation. Kiitchen well stocked.Great view from deck overlooking Chocolate Pond and Ocean! Outdoor gas grill was appreciated. Property has retro 60's feel. Secluded property, Iguanas in the treetops,saw a local deer on property!
Sunrise
Sunset
Iguana on property
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a nice 6-day visit. The house manager, Patti, was very welcoming and helpful throughout our stay. Location was very convenient to Cruz Bay with shopping, restaurants, and the Starfish Market for groceries. House had basic necessities and was clean; however, it could definitely use some remodeling/updates (especially in the bathrooms and kitchen). If you plan to cook, you’ll need to provide your own oils and spices. We appreciated the use of the washer/dryer and beach equipment.
Stayed 6 nights in Jan 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Christmas Winds was perfect for our recent family vacation in St John. Of note, this rental is probably best suited for families with older children as the second bedroom is on the lower level and accessed from an entrance separate from the main living quarters. The location of the house is relatively private overlooking the water, but not far from Cruz Bay making it easy to enjoy many of the great restaurants and access to the National park and beautiful beaches. The house is well equipped with essentials, linens, beach towels and beach chairs and equipment. The owner and island host provided outstanding hospitality. There was good communication before our arrival and they promptly responded to questions we had during our stay. All this contributed to a wonderful vacation in St John!
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

6/10 Okay

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
Response from VrboOwner on 21 Feb, 2025
There are several misleading errors in this guest’s review. First, the house was built in the 1980s, not the 1940s. Second, there are blinds on EVERY window in the two-bedrooms. Upstairs are dark brown woven blinds appropriate for the island. Downstairs are slat-type blinds. Third, there are two luxurious Trex decks: the upper one for sunbathing, the lower one covered for shade. Guests have their choice. Most guests come from northern climates to soak in the sun, not hide from it. Finally, this is a much-loved home which has received Exceptional 10/10 ratings for many years. The owners spare no expense to keep it in pristine condition. If future guests have any questions regarding the house or amenities before (or after) booking, we are happy to assist.
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