Holiday houses in Cowpet Bay

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Top-rated holiday rentals in Cowpet Bay

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Top Guest favourite
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.
Condo in East End
4.99 out of 5 average rating, 67 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!

Guest favourite
A view of lush palm trees and vibrant greenery is presented, offering a glimpse of the sparkling Caribbean Sea in the distance. Soft sunlight filters through the fronds, creating a serene and inviting outdoor space.
Condo in East End
4.88 out of 5 average rating, 33 reviews

Beautiful 2BDRM Condo with Stunning Views

The East End of St. Thomas has it all: beaches, diving, restaurants, night life, shopping, and a quick ferry ride over to St. John! Whether you want relaxation or adventure, the family-friendly, two-bedroom "Brooksea" condo with new furnishings is in the middle of paradise, with stunning views of the hills of St. John and the Caribbean Sea from the breezy balcony. You can access the beachfront pool, workout gym, yoga room and tennis courts. All just minutes from Red Hook shopping and dining!

Top Guest favourite
Condo in East End
4.96 out of 5 average rating, 148 reviews

BEST REVIEWS on the East End - HANDS DOWN!

ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

Guest favourite
Condo in East End
4.93 out of 5 average rating, 109 reviews

Beautiful Updated Condo at Elysian Resort

Perfect beach escape for 1-2 couples or small family! This spacious condo at the Elysian Beach Resort is just steps from beautiful Cowpet Bay on the East End of St. Thomas. Resort amenities (with no added fees), prime beachfront location next to the Ritz-Carlton. Bedroom features a comfortable king bed + queen-size Murphy bed that folds down easily for extra sleeping space in the living room. Fully equipped kitchen, this condo offers everything you need for a relaxing short or long-term stay

Top Guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 146 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Guest favourite
A modern kitchen space features a large marble island with seating for six. Two woven pendant lights hang above, casting a warm glow. The kitchen is equipped with stainless steel appliances and light cabinetry, complemented by soft greenery in a decorative vase.
Apartment in East End
5 out of 5 average rating, 23 reviews

Windward Breeze – Walk to Beach!

Welcome to Windward Breeze – a brand-new 2025 remodel in stunning Cowpet Bay! This luxurious 3-bedroom, 3-bathroom condo offers incredible views of the surrounding islands, St. John, and a sandy beach. Relax in the resort-style pool and hot tub, or dine at two on-site restaurants with a lively bar. Swim, snorkel and soak up the Caribbean sun in paradise. Experience the ultimate island getaway in the most updated and stylish rental in Cowpet Bay! See our listings for many 5-star reviews!

Top Guest favourite
Lush greenery lines the shoreline, with vibrant red and orange flowers capturing attention. The clear turquoise water is visible, alongside a sandy beach in the distance. Features of the surrounding area include low-rise buildings and gentle waves lapping at the coast.
Apartment in East End
5 out of 5 average rating, 24 reviews

USVI St Thomas /Cowpet Bay East

Your family/friends will be close to everything when you stay at this centrally-located condo. Steps to the beach, beautifully kept landscaping, large pool and two great restaurants on site. The condo is the closest to the water and conveniently located by neighboring Ritz Carlton. Newly renovated and featuring high end king beds & linens. Snorkeling is right outside your veranda. Generator for continuous power. We have beach chairs, coolers and towels for the beach.

Top Guest favourite
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.
Condo in East End
5 out of 5 average rating, 52 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.

Top Guest favourite
A wide arched window frames a stunning view of the serene ocean. The turquoise waters reflect the sky, with a sailboat gently bobbing in the distance. Lush greenery is visible along the coastline, contributing to the coastal scenery.
Condo in East End
4.92 out of 5 average rating, 73 reviews

Seaview in St. Thomas

Newly Renovated! (Not all pics are of updated space) Relax with the whole family at this peaceful place to stay. End unit in a quiet condominium complex with beach and pool access. Poolside bar, restaurant, and beachside bistro steps from your door. Water sport rental on the property. Easy access to downtown Red Hook with great restaurants and a ferry to St. John. Truly a little piece of paradise!

Guest favourite
Condo in East End
5 out of 5 average rating, 12 reviews

6 Min Walk to Beach + Dining | Pool & Hot Tub

Enjoy your vacation in the comfort of a home away from home. You and your guest will enjoy Cloud Nine's newly decorated island decor and comfortable beds, towels and surroundings. Everyone will enjoy the breath taking views of the Caribbean on the balcony and feel the warm trade winds day and night. A short walk to the beach is where you'll find the soft sand and turquoise water to swim and relax in.

Guest favourite
A tranquil beach scene is presented, featuring soft sands lined with palm trees and colorful beach umbrellas. Calm turquoise waters gently lap at the shore, where various boats are anchored. The backdrop includes a scenic resort and lush greenery, reflecting a serene coastal atmosphere.
Condo in East End
4.98 out of 5 average rating, 43 reviews

Beachfront 2BR Condo with Pool Access

Welcome to a serene 2-bedroom beachfront condo at Cowpet Bay West. - Each bedroom has a private en-suite bath. - Enjoy free chaise lounges and access to Elysian Pool and Hot Tub. - Dine at Caribbean Fish Market and Sangrias nearby. - Just 2 minutes from the beach and 5 minutes from Red Hook's shops and ferry. - Explore five more beaches within a mile.

Guest favourite
Condo in East End
4.9 out of 5 average rating, 40 reviews

Beachfront 2brms, Pool, Ocean Views, Restaurants

You can’t get much closer to the beach than you are here at Surfside Villa. This 2 bedroom , 2 bathroom condo has gorgeous views from its balcony and easy access to a gorgeous beach! Cowpet Beach offers lots of space for sun and fun - lounge on the beach and soak up the sun or keep busy while enjoying the watersports.

Popular amenities for Cowpet Bay holiday rentals