Entire condo

Oceanfront steps to beach & yacht club-generator

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A coastal hotel with a beach, boats, and palm trees. - Oceanfront steps to beach & yacht club-generator (St. Thomas)
A bedroom with a bed, a chair, a dresser, a ceiling fan, and a wardrobe. - Oceanfront steps to beach & yacht club-generator (St. Thomas)
A coastal hotel with multiple-story buildings, a dock with boats, and clear turquoise water. - Oceanfront steps to beach & yacht club-generator (St. Thomas)
A modern kitchen with wooden cabinets, stainless steel appliances, and a view of the sea. - Oceanfront steps to beach & yacht club-generator (St. Thomas)
A spacious living area with a dining table set for two, a sofa, and a view of the sea through large windows. - Oceanfront steps to beach & yacht club-generator (St. Thomas)
Oceanfront steps to beach & yacht club-generator provides a hot tub and more. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms3 bathrooms149 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

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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.

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Coin laundry
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board
  • Safe

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain climbing nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing 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

  • Property located in a resort
  • Unit size: 1,600 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 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

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Take out the rubbish
Turn off the lights and lock the doors
Start dishwasher, Return parking pass.
Failure to complete these may result in a negative review from the host.

Rules

Renter must agree to sign separate rental agreement, send a copy of Govt issued ID and list of all occupants within 48 hours.

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
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
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 transport to and from this property

About the area

Located in St. Thomas, this condo is on the waterfront. Blackbeard's Castle is a notable landmark, and 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 ecotours and hiking nearby. Visit our St. Thomas travel guide
View more Condo rentals in St. Thomas
Map
St. Thomas

What's nearby

  • A beach with clear turquoise water, white sand, and a few boats. There are buildings with red roofs on a cliff in the background.
    Secret Harbour Beach
    1 min drive - 1.0 km
  • A marina with numerous sailboats docked, surrounded by lush greenery and a mountainous backdrop.
    American Yacht Harbor
    2 min drive - 2.5 km
  • Cowpet Bay
    4 min walk - 0.4 km
  • Secret Harbor
    16 min walk - 1.4 km
  • Nazareth Bay
    17 min walk - 1.5 km

Getting around

  • St. Thomas (STT-Cyril E. King)
    41 min drive

Restaurants

  • Jimmy Buffett’s Margaritaville
    10 min drive
  • Duffy's Love Shack
    3 min drive
  • The Ritz-Carlton, St. Thomas
    5 min walk
  • Sunset Grille @ Secret Harbour Beach Resort
    2 min drive
  • Vinny’s Food Cart And Catering
    8 min drive

Frequently asked questions

Does Oceanfront steps to beach & yacht club-generator have a pool?

Yes, this property has a pool.

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?

Situated on the waterfront, this condo building is steps from Cowpet Bay and 2.2 mi (3.6 km) from Sapphire Beach. Turquoise Beach and Cabrita Point are also within 1 mile (2 km).

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Reviews

Oceanfront steps to beach & yacht club-generator Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an excellent stay
Stayed 4 nights in Jul 2026
From a partner site

10/10 Excellent

Perfect location and condo

Tradewinds at Cowpet Bay was a great stay. The three-bedroom condo was spacious, comfortable, and right on the water with beautiful views. We loved the location and would definitely stay here again.
From a partner site

10/10 Excellent

Great Stay

We had a wonderful stay at Tradewinds at Cowpet Bay. This beautiful three-bedroom oceanfront condo was spacious, comfortable, and perfect for our group. The views of the Caribbean were incredible, and we loved being able to relax and enjoy the sound of the water right from the condo. The location at Cowpet Bay was excellent, with easy access to the beach, nearby restaurants, and everything we wanted to enjoy on St. Thomas. The condo was clean, well equipped, and had plenty of room for everyone to settle in comfortably. Tradewinds is a fantastic choice for anyone looking for a relaxing oceanfront stay in St. Thomas. We would absolutely stay here again and highly recommend it!