Vacation rentals in Cowpet Bay

A scenic pathway leads from a stone staircase to a sandy beach, framed by swaying palm trees and lush greenery. The turquoise waters of Cowpet Bay are visible in the distance under a clear blue sky.

5 out of 5 average rating, 35 reviews

Tropical Sands | Elysian Beach Resort | St. Thomas

Welcome to Tropical Sands, a luxurious beachfront condo at the Elysian Beach Resort, only 5 minutes from Red Hook! Perfect for family vacations and romantic getaways, this condo has it all! Enjoy stunning views from private balconies overlooking Cowpet Bay's turquoise waters. Amenities include kitchen, two full baths, WiFi, and washer/dryer. Guests enjoy all resort perks like pool, hot tub, water sports, and dining at Caribbean Fish Market and Sangria's Beachside Bistro. Truly a paradise escape!

A modern condominium building stands prominently along Cowpet Bay, featuring a coral pink facade complemented by white roofing. Lush palm trees surround the area, while a small boat is anchored in the foreground. Calm waters reflect the bright blue sky, enhancing the serene tropical setting.

4.98 out of 5 average rating, 56 reviews

Stay in the Pink Paradise at Elysian Beach Resort

This modern & bright 2 bed, 3 bath condo is located on beautiful Cowpet Bay just steps away from a quiet beach, pool with a hot tub, tennis court, & 2 on site restaurants. Large enough to bring your whole family, this 1500 sf condo includes 2 private bedrooms & a queen size sleeper sofa. Cowpet Bay is home to St. Thomas Yacht Club, Caribbean Fish Market, & Sangrias for your dining pleasure. Sit back, relax & enjoy views of Christmas Cove from the beach. Welcome to your stay in the Pink Paradise!

Superhost

A serene beach view showcases soft white sand bordered by gentle waves. Palm trees sway lightly in the breeze, framing the scene. In the background, a low-rise building with warm lights reflects on the water, creating a calm, inviting atmosphere at sunset.

4.6 out of 5 average rating, 10 reviews

Bayside Retreat – Walk to Sandy Beach! Oceanview!

Escape to the tranquil paradise of Cowpet Bay in our 2-bedroom, 2-bath condo, located in the gated community of Cowpet Bay West. This comfortable condo offers a peaceful getaway for the family. Walk to the beach in just a few minutes, though please note it does involve going up and down a few steps along the way. Enjoy the serene surroundings and take advantage of amenities like the spacious swimming pool featuring a waterfall grotto, a relaxing hot tub and a beach bar for ultimate relaxation.

5 out of 5 average rating, 25 reviews

Beachfront 2-Bedroom Condo in St. Thomas

Experience the essence of beachfront living in this exquisite two-bedroom condo at Cowpet Bay West. - Each bedroom features a private en-suite bath for comfort and privacy. - Enjoy a serene atmosphere just a two-minute walk from the beach. - Access to the Elysian Pool and Hot Tub for relaxation. - On-site dining at Caribbean Fish Market and Sangrias. - Explore five additional beaches within a mile for adventure. - 5 Windward is your gateway to an unforgettable Caribbean experience.

A serene beachfront scene showcases soft sandy shores meeting calm turquoise waters, dotted with boats. Lush palm trees frame the view, while distant green hills rise against a bright blue sky filled with fluffy white clouds.

5 out of 5 average rating, 107 reviews

East End/Ocean Front/steps 2 beach/pool/restaurant

7+ Nights = 10% Off Stay! Stay at Océan Bleu, a recently renovated 2-bedroom, 2-bath oceanfront condo in Cowpet Bay, St. Thomas. Enjoy stunning views, a private balcony, and access to the beach, pool, and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Free WiFi, linens, beach towels, and laundry soap included. Located near Red Hook and the Ritz, with private parking and a gated community for peace and security. No smoking on the balcony or inside.

5 out of 5 average rating, 17 reviews

An aerial view of Cowpet Bay reveals a serene beach lined with palm trees and calm turquoise waters. Several boats are anchored in the bay, while luxury condominiums are set back from the shore. Sunbathers and beachgoers can be seen enjoying the sandy coastline.

Apartment in East End

Get Away at Strawberry Grouper

Enjoy the beautiful crystal blue waters of Cowpet Bay within 100 steps to the beach and pool at these luxury condominiums. This 2 bedroom/2 bathroom, unit has enough beds to accommodate up to 8 (4 adults/4 kids) with max of 6 adults. Quiet location at the east side of St. Thomas and just minutes to Red Hook. Walk out your door to the back patio to the gas grill. It's all here at this fully furnished condo including refurnished kitchen, onsite restaurants, bars, sunsets, washer, and dryer.

A view from a balcony showcases a semi-private beach with soft, white sands gently sloping into clear, blue waters. Palm trees and lush greenery line the shore, while distant buildings are visible along the coast under a clear blue sky.

5 out of 5 average rating, 52 reviews

Direct Ocean front , steps to the Sandy Beach

Enjoy UNOBSTRUCTED views of beautiful Cowpet Bay w/FULL BACK UP GENERATOR! All while savoring the trade-wind breeze on your private balcony at Cowpet Bay West! This spacious 2BR, 2BA condo with LARGE PRIVATE BALCONY sits DIRECTLY ON THE WATER & DIRECTLY ON THE BEACH, where the gentle sound of waves will give you a feel of peace and relaxation. This gated-community villa has all you need, just 60 STEPS to the semi-private beach and the crystal blue Caribbean water! Pool and hot tub access.

A balcony view presents lush palm trees and tranquil waters. A wooden table is set with four chairs, creating an inviting outdoor dining space. The scenic backdrop features a sandy beach and boats at anchor in the bay, bathed in natural sunlight.

5 out of 5 average rating, 22 reviews

SeaDazzle-BEACHFRONt, pool, tennis, gym, Jeep

Welcome to SeaDazzle beachfront property situated in an amazing Anchorage gated community, where Caribbean white sand is literally under your balcony. Whether you're here with family, a romantic escape, or a relaxing getaway with friends, this condo has everything you need to fulfill your memorable vacation. The amenities, like beach with lounging chairs, pool, tennis courts, 3 restaurants walking distance and Jeep rental option with free airport delivery. We just strive for convenience!

5 out of 5 average rating, 15 reviews

A view of Cowpet Bay shows clear blue waters lapping against a sandy beach, with several boats anchored nearby. The background features the Cowpet Bay East condominium complex set against a bright blue sky, complemented by scattered clouds.

Home in East End

One Bedroom Condo at Cowpet Bay East, St. Thomas

Perfect island getaway condo with on-site beach and restaurants. Close to downtown Red Hook with its shops, restaurants and marina. The condo has been recently remodeled and we include beach chairs, coolers and snorkel gear for guest use. It is very convenient for hanging on the beach, at the pool or in the hot tub. A nice balcony allows you see the water and sights as you sip coffee or drinks. The condo is set up as a one bedroom but does have a sofa bed in the living room.

5 out of 5 average rating, 15 reviews

Apartment in East End

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Welcome to your tropical paradise! Charming one bedroom, one bath Elysian condo with generators. The perfect getaway. Convenient to everything, including a beautiful onsite pool with grotto, waterfall, relaxing hot tub, and tennis court. Direct access to a palm lined beach. Soak up the sun, take a dip, or explore above and below the sea. Delicious meals at two on-site restaurants, or sip a cocktail at the pool bar while enjoying your breathtaking views.

A covered balcony is shown featuring a comfortable seating area with light-colored cushions. A small black table with a decorative item sits in front. Through the arched window, views of the tranquil turquoise waters and nearby boats are visible, framed by lush green hills.

5 out of 5 average rating, 35 reviews

Beachfront Community on Cowpet Bay 2 king bedrooms

Updated 2 bed/2 bath (with 2 king beds!) condo in beachfront gated community directly on Cowpet Bay Beach. Includes access to the Elysian Resort pool & hot tub. Quiet and peaceful with no beach/restaurant noise; one of just a few units located directly on the water yet right down the sidewalk to the beach. 2 restaurants and a beach bar on site; 5 min to Red Hook/St. John Ferry; walk to the Ritz Carlton which offers catamaran sailing tours.

A resort-style pool is surrounded by lush greenery and tall palm trees. A rock grotto waterfall adds visual interest, while sunny blue skies reflect on the water's surface. Lounge chairs and umbrellas are positioned nearby, creating inviting spaces for relaxation.