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Vacation rentals in Cowpet Bay

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Top-rated vacation rentals in Cowpet Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Condo in East End
4.99 out of 5 average rating, 105 reviews

Killer View; Book w/a Local for the Inside Scoop!

Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE

Guest favorite
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!

Guest favorite
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 favorite
The spacious living area features high vaulted ceilings, with ample natural light from large windows. A long dining table accommodates multiple guests, while a cozy seating area is arranged for relaxation. A decorative bookshelf filled with various books extends along one wall, enhancing the inviting atmosphere.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 143 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.

Top guest favorite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 114 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Guest favorite
A balcony view reveals swaying palm trees and the vibrant blue water of the Caribbean Sea. Beach chairs and kayaks are visible on the sandy shore. The sky is clear, providing a bright and sunny backdrop to the tranquil scene.
Condo in East End
4.95 out of 5 average rating, 76 reviews

Stunning 2/2 Condo-Cowpet West #34-Steps to BEACH!

This condo has been newly renovated, with a Caribbean Flair. You can see the beautiful blue water of the Caribbean from the balcony. The condo is located on the East End of the Island. 5 minutes to Redhook where there is Moe’s Fresh Market, gift shops and great dining.. The ferry terminal is also right there The Elysian Beach Resort is right next door. There are two restaurants, snorkel gear, kayak and chair rentals there right on the beach. The beautiful pool is yours to use as you please.

Guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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.

Popular amenities for Cowpet Bay vacation rentals