Title: 5 Windward - Cowpet Bay West - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=6140138&destination=St.+Thomas%2C+U.S.+Virgin+Islands&selected=102304246&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # 5 Windward - Cowpet Bay West ## Photo gallery for 5 Windward - Cowpet Bay West ![Beach nearby - 5 Windward - Cowpet Bay West (St. Thomas)](https://images.trvl-media.com/lodging/103000000/102310000/102304300/102304246/w1279h978x0y0-73ae6d9f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV - 5 Windward - Cowpet Bay West (St. Thomas)](https://images.trvl-media.com/lodging/103000000/102310000/102304300/102304246/6d0c273e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - 5 Windward - Cowpet Bay West (St. Thomas)](https://images.trvl-media.com/lodging/103000000/102310000/102304300/102304246/15d57142.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, desk, iron/ironing board, free WiFi - 5 Windward - Cowpet Bay West (St. Thomas)](https://images.trvl-media.com/lodging/103000000/102310000/102304300/102304246/73cc1638.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - 5 Windward - Cowpet Bay West (St. Thomas)](https://images.trvl-media.com/lodging/103000000/102310000/102304300/102304246/3e1c0751.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Windward, situated in prestigious Cowpet Bay West, offers a serene beachfront retreat with two bedrooms and en-suite bathrooms for ultimate comfort and privacy. Just steps away from the pristine sands of the beach, enjoy chaise lounges as well as access to the Elysian Pool and Hot Tub. Dine at on-site Caribbean Fish Market or Sangrias for delicious local cuisine. ## Reviews 10 Exceptional ### Entire condo 2 bedrooms2 bathroomsSleeps 4 ## Popular amenities - Ocean view - Pool - Hot tub - Kitchen - Washer - Dryer ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### 5 Windward - Cowpet Bay West Discover the true essence of beachfront living in this exquisite two-bedroom condo, ideally situated in the prestigious Cowpet Bay West, with Windward being the closest to the beach. Each bedroom is designed as a serene retreat, complete with its own en-suite bathroom, ensuring the ultimate comfort and privacy. Just a short, two-minute stroll takes you to the pristine sands of the beach, where complimentary chaise lounges await, inviting you to relax and bask in the Caribbean sun. As a guest at 5 Windward, you’ll have exclusive access to the Elysian Pool and Hot Tub, perfect for a refreshing swim or a soothing soak after a day of island exploration. Dining options are just steps away, with the on-site Caribbean Fish Market and Sangrias offering delicious local cuisine right on the beach. When you\`re ready to explore further, the vibrant town of Red Hook is just a five-minute drive away. Here, you’ll find a variety of shopping, dining, and nightlife options, as well as the ferry to St. John, opening up even more possibilities for adventure. Expand your beach adventures with five additional beaches, each within a mile of your doorstep, making 5 Windward your gateway to an unforgettable Caribbean experience. Whether you seek relaxation or excitement, this stunning condo offers the perfect blend of luxury, convenience, and island charm. Why book with Prestige Luxury Villas? 1- All of our properties undergo a 25-point inspection before arrival to ensure everything is in perfect order. 2- All of our properties are stocked with the basics, so you don’t have to sweat the small stuff! 3- The Prestige Luxury Villas team is comprised of long-time Virgin Island residents and well-seasoned travelers who provide you with personalized accommodations and trip planning services. We offer all our guests a full-service concierge, free of charge! Whether you’re seeking adventure or peaceful relaxation, our complimentary Concierge Service will help make your Caribbean vacation dreams come true. 4- We represent a large inventory of properties; If there is an emergency issue with your property, you will never be left high and dry. 5- We provide a 24/7 maintenance and emergency hotline. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool - Hot tub - Massage ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Car recommended - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Breakfast available for a fee - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Housekeeping (on request) - Iron/ironing board - Meal delivery service ### Location highlights - Near a health/beauty spa - Near a hospital - Near the bay - Near the marina - Near the ocean - On the waterfront ### Things to do - Birdwatching nearby - Ecotours nearby - Fishing nearby - Hiking/biking trails nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Surfing/bodyboarding nearby - Swimming nearby - Water skiing nearby - Whale watching nearby - Wildlife walks nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Garden - Housekeeping (on request) - Property located in a resort ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/123000000/122150000/122147400/122147352/cc7f77d1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bluebeard's Castle Resort Charlotte Amalie - Pool - Hot tub - Free WiFi - Restaurant 9.0 Wonderful 157 reviews CA $354 CA $477 total includes taxes & fees Apr 16 - Apr 17 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17&selected=122147352&PinnedHotelID=122147352&HadPinnedHotel=true®ionId=-1&adults=2) ![View from property](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/w4000h2663x0y0-e26ebcc3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Westin St. Thomas Beach Resort & Spa St. Thomas - Pool - Spa - Pet friendly - Free WiFi 8.4 Very good 1,131 reviews CA $1,129 CA $1,401 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06&selected=162117&PinnedHotelID=162117&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/e6bedaaa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bunker Hill Hotel St. Thomas - 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Parking included - Free WiFi 7.8 Good 178 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&selected=527816&PinnedHotelID=527816&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&selected=102304246&PinnedHotelID=102304246&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=102304246,122147352,162117,526796,88825223) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 35 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Rules Guests will be required to sign a rental agreement. 1\. No parties or events 2\. No smoking 3\. Respect your neighbors 4\. Enjoy! ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### We should mention A car is recommended for transportation to and from this property ### Property is also known as 239634 ## About the area Located in St. Thomas, this condo is on the waterfront. The area's natural beauty can be seen at Sapphire Beach and Virgin Islands National Park. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our St. Thomas travel guide](https://www.expedia.ca/St-Thomas.dx6140138) [View more Condo rentals in St. Thomas](https://www.expedia.ca/St-Thomas-Condos.d6140138-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C18.31657%2C-64.84581&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=OQ0U17bHiAhRupbKB01mnxZ0eE4=) St. Thomas, St. Thomas ### What's nearby - ![Decent snorkeling... #lifeatexpedia #beaches](https://images.trvl-media.com/place/6218029/d5725842-16db-4509-9e7f-bd0d5394cae8.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Beverhout Point 1 min walk \- 0.0 km - ![Decent snorkeling... #lifeatexpedia #beaches](https://images.trvl-media.com/place/6218029/d5725842-16db-4509-9e7f-bd0d5394cae8.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Secret Harbour Beach 11 min walk \- 0.9 km - Cowpet Bay 1 min walk \- 0.1 km - Secret Harbor 11 min walk \- 0.9 km - Turquoise Beach 11 min walk \- 1.0 km ### Getting around - Cyril E. King Airport (STT) 33 min drive ### Restaurants - Agave 3 min drive - Tarpon’s Table 4 min drive - Sapphire Beach Bar 6 min drive - An Hour Late 6 min drive - Kween Vee Smoothies 3 min drive ## Frequently asked questions ### Does 5 Windward - Cowpet Bay West have a pool? ### Is 5 Windward - Cowpet Bay West pet-friendly? ### How much is parking? ### What time is check-in at 5 Windward - Cowpet Bay West? ### What time is check-out at 5 Windward - Cowpet Bay West? ### Where is 5 Windward - Cowpet Bay West located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 5 Windward - Cowpet Bay West Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 6 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews Verified ### 10/10 Excellent #### John L. Jan 4, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome!! Clean, updated and everything you could possibly need for a great week. Super family friendly. Highly recommend. ##### John L. Stayed 7 nights in Dec 2024 Verified ### 10/10 Excellent #### Kaylee B. Jun 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location, updated rooms We had a great time here! The condo was updated and has all the things you could think of. They had board games, we enjoyed playing Mexican train in the evenings. The host was responsive with any issues. The beach was nice and not many people. There were 2 restaurants within walking distance - sangria's and Caribbean fish market. Both were good! Would stay here again ![View from the balcony of room](https://a.travel-assets.com/ugc/hotel-reviews/e51b0b69-51a3-4a53-9486-67c64b42661d-1748797293513.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![View from living room ](https://a.travel-assets.com/ugc/hotel-reviews/2201efd8-14b0-475c-8e04-8e2be6749e54-1748797293551.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Balcony view ](https://a.travel-assets.com/ugc/hotel-reviews/0bab356a-e6de-40d1-aea0-84a6e9e7cf97-1748797293486.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Kaylee B. Stayed 5 nights in May 2025 Verified ### 10/10 Excellent #### Patricia C. Feb 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing! We loved this place! It’s a front row condo to the bay with beautiful unobstructed views! Well stocked kitchen including dish soap, sponge, paper towels and a nice variety of spices. Very clean and recently remodeled with new furniture and comfortable beds. The gas BBQ worked great. The extras that were not listed made the trip even better, 6 new beach chairs, beach towels, beach toys, new snorkel gear, two drying racks, and two food coolers. We would definitely stay here again! ##### Patricia C. Stayed 6 nights in Jan 2025 Verified ### 10/10 Excellent #### Tina P. Jun 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy We had such an amazing time we booked our next trip before even leaving the island. The unit was in the perfect location, amazing view and had everything we needed for the week. We can’t want to come back. ##### Tina P. Stayed 6 nights in Jun 2025 Verified ### 10/10 Excellent #### norma c. Mar 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### norma c. 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