Guests enjoy the stunning beach views at this property.
Games
A rare find - enjoy a variety of games available on-site.
Discover nearby landmarks
Near Cowpet Bay
3 bedrooms3 bathroomsSleeps 7
Popular amenities
On beach
Balcony
Swimming pool
Air-conditioning
Refrigerator
Internet
Explore the area
St. Thomas
Cowpet Bay
Place, Cowpet Bay
4 min walk
Secret Harbor
Place, Secret Harbor
16 min walk
Secret Harbour Beach
Place, Secret Harbour Beach
1 min drive
St. Thomas (STT-Cyril E. King)
Airport, St. Thomas (STT-Cyril E. King)
28 min drive
Where you'll sleep
3 bedrooms (sleeps 7)
Suite One- Oceanfront with ocean view
1 King Bed
Suite Three with Queen bed and twin
1 Single Bed and 1 Queen Bed
Suite two- oceanfront with ocean view
1 King Bed
3 bathrooms
Bath One En-suite
Bathtub · Toilet · Shower only
Bath three - en-suite
Bathtub · Toilet · Shower only
Bath Two - En-suite
Bathtub · Toilet · Shower only
Spaces
Porch or lanai
Kitchen
Balcony
Dining area
About this property
Oceanfront steps to beach & yacht club-generator
Tradewinds at Cowpet Bay | Oceanfront Condo in Cowpet Bay | East End St. Thomas Vacation Rental
NEW LISTING! Set sail for the ultimate Caribbean escape at Tradewinds at Cowpet Bay, a beautifully appointed 3 bedroom, 3 bathroom beachfront condo nestled within the prestigious Cowpet Bay West community on the stunning east end of St. Thomas, USVI. With direct beachfront access, a shared pool, and two on-site restaurants, this is not just a place to stay. It is a full island experience from the moment you arrive. Tradewinds at Cowpet Bay is designed for those who appreciate comfort, space, and the effortless rhythm of island living. The open-concept great room flows seamlessly between a fully equipped kitchen, dining area, and living space, all anchored by the kind of laid-back elegance that only the Caribbean can deliver. Each of the three bedrooms features its own private en-suite bathroom, giving every guest in your group their own retreat to come home to after a day on the water. Sleeping Arrangements Bedroom 1: King (en-suite) Bedroom 2: King (en-suite) Bedroom 3: Queen or Twin (en-suite)
Why Guests Love Tradewinds at Cowpet Bay:
* Oceanfront location in Cowpet Bay, East End St. Thomas
* Walking distance to beach, pool, and restaurants
* Stunning views of Christmas Cove and yacht moorings
* 3 spacious bedrooms and 3 full bathrooms
* Updated kitchen with modern appliances
* Private balcony with sunrise views
* Ideal for couples, families, or extended stays
Whether you're searching for a St. Thomas oceanfront condo, a Cowpet Bay vacation rental, or a luxury Caribbean getaway, Tradewinds delivers an unforgettable island experience in one of the best locations in the U.S. Virgin Islands.
Book your stay and discover why the East End of St. Thomas is one of the Caribbean’s most desirable destinations.
The well-equipped kitchen includes a coffee maker, blender, and more. Linens, beach towels, and laundry soap are provided, along with free WiFi. The gated community offers peace, with Cowpet Bay Beach and the Caribbean Fish Market just steps away. Located near Red Hook, the Ritz, and American Yacht Harbor for dining, shopping, and entertainment. A rental car is recommended, and private parking is complimentary.
No smoking on the balcony or inside the condo. A security deposit and photo ID are required. Stairs lead to the condo as shown in photos.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Renter must agree to sign separate rental agreement, send a copy of Govt issued ID and list of all occupants within 48 hours.
Important information
You need to know
Property # 5288499vb
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 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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
St. Thomas
Located in St. Thomas, this condo is on the beach. The area's natural beauty can be seen at Sapphire Beach and Lindquist Beach. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and mountain climbing nearby.
Does Oceanfront steps to beach & yacht club-generator have a pool?
Yes, this property has a pool.
How much does it cost to stay at Oceanfront steps to beach & yacht club-generator?
As of 18 Sept 2026, prices found for a 1-night stay for 2 adults at Oceanfront steps to beach & yacht club-generator on 13 Sept 2027 start from AU$2,481, 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.
Is Oceanfront steps to beach & yacht club-generator pet-friendly?
No, pets are not allowed at this property.
How much is parking at Oceanfront steps to beach & yacht club-generator?
On-site parking is available at the property.
What time is check-in at Oceanfront steps to beach & yacht club-generator?
Check-in begins at 4:00 PM.
What time is check-out at Oceanfront steps to beach & yacht club-generator?
Checkout is at 10:00 AM.
Where is Oceanfront steps to beach & yacht club-generator located?
Nestled on the beach, this St. Thomas condo building is steps from Cowpet Bay and 2.2 mi (3.6 km) from Sapphire Beach. Turquoise Beach and Secret Harbour Beach are also within 1 mile (2 km).
About the host
Hosted by Tressa
Tradwwinds at Cowpet Bay is managed by Bliss Properties VI, St. Thomas's premier vacation rental and management company. From pre-arrival provisioning to private charters and island experiences, our team is here to make your stay seamless, memorable, and uniquely Virgin Islands.
Why they chose this property
Tradewinds at Cowpet Bay is designed for those who appreciate comfort, space, and the effortless rhythm of island living. The open-concept great room flows seamlessly between a fully equipped kitchen, dining area, and living space, all anchored by the kind of laid-back elegance that only the Caribbean can deliver. Each of the three bedrooms features its own private en-suite bathroom, giving every guest in your group their own retreat to come home to after a day on the water. Sleeping Arrangements
Bedroom 1: King (en-suite) Oceanfront Bedroom 2: King (en-suite) Oceanfront Bedroom 3: Queen with Twin (en-suite) Garden view
What makes this property unique
🌊 Direct beachfront location 🏊 Shared pool ⚓ Steps to the St. Thomas Yacht Club 🍽️ Two on-site restaurants 🚣 On-site water activities amenity center ❄️ Full air conditioning throughout 🌀 In-unit washer and dryer 📶 WiFi 🅿️ Parking on site