Holiday houses in Cowpet Bay

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Top-rated holiday rentals in Cowpet Bay

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

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Top Guest favourite
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 favourite
The spacious living area features a large sectional sofa and an adjacent ottoman. A flat-screen television is mounted on the wall. Floor-to-ceiling windows offer unobstructed views of the ocean, with a dining table visible in the background, set for several guests.
Villa in Southside
5 out of 5 average rating, 21 reviews

Oceanfront Villa-walk to resort-Generator & Solar

Frenchman’s Breeze: private oceanfront villa on St. Thomas’ Southside with panoramic Caribbean views + snorkeling steps from your door (stairway to the sea). Spacious 2BR/2BA—two king en-suite bedrooms w/ step-in showers. Fully equipped kitchen, open living/dining, and a large terrace with multiple lounge & dining areas. Secluded, serene vibe—no resort crowds—yet minutes to Red Hook dining, shopping nightlife & ferries, and walkable to Limetree Beach Resort. Steep driveway—4WD required. Book now

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!

Guest favourite
Condo in East End
4.93 out of 5 average rating, 110 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 private balcony offers a scenic view of the resort grounds, framed by palm trees and vibrant blue skies. A small glass-top table is accompanied by two chairs, positioned on a patterned rug that enhances the outdoor experience.
Apartment in East End
4.95 out of 5 average rating, 37 reviews

Studio Beach Bliss @ the Elysian

Tropical Studio at Elysian Beach Resort – Beachfront Bliss Awaits! This charming studio suite is the perfect retreat for couples or friends seeking sun, sand, and sea. Relax in comfort with two plush queen beds and a thoughtfully equipped kitchenette, (refrigerator, microwave, toaster, water kettle and coffee.) The studio features A/C, TV, and a private balcony. Walking distance to the Ritz Carlton and short drive to Red Hook. Privately owned so no security deposit, resort or energy fees.

Guest favourite
Condo in Cruz Bay
4.92 out of 5 average rating, 142 reviews

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

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, 25 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
Condo in East End
5 out of 5 average rating, 53 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.

Guest favourite
A charming house is positioned against a clear blue sky, surrounded by vibrant flowers in shades of pink and red. Lush vegetation enhances the exterior, while a breezy porch adds to the inviting atmosphere of the space.
Apartment in St Thomas
5 out of 5 average rating, 16 reviews

Renovated Studio with Views near Beach

Walk to the beach, near Red Hook town and ferry. It is newly renovated and tastefully designed. The views of the Carribean sea are mesmerizing, especially at Sunset. A short walk to the exclusive Secret Harbour Resort, you can enjoy an incredible white sand beach that has a protected calm turquoise bay. Ideal for snorkeling, paddling, and swimming. Relax and chill at the beach bar, Sunset Grille or dine at the Patio.

Top Guest favourite
Condo in East End
4.92 out of 5 average rating, 74 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, 14 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.

Superhost
Condo in East End
4.67 out of 5 average rating, 36 reviews

Co-Paw-Cabana

Welcome to your happy place, where the beach fixes everything. Nestled between serene Secret Harbor and Nazareth Bay is this stunning 3 bedroom, 3 bath condo with all the amenities of a modern home, just in the Caribbean. As you enter your relaxing retreat, you are taken away by the landscape and unobstructed view of the sandy beach a mere two minutes’ walk away.

Popular amenities for Cowpet Bay holiday rentals