Holiday houses in West End

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Top-rated holiday rentals in West End

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Guest favourite

A wooden deck is featured overlooking a lush, tropical landscape with views of the distant island and shimmering blue waters. Sunlight casts shadows across the deck, while cushioned chairs provide a comfortable seating area for relaxation.

Apartment in Northside

4.86 out of 5 average rating, 35 reviews

Gated Lush Oasis - AC, w/d, VIEWS + optional car!

Take it easy at this unique and tranquil getaway. Located on the lush Northside of Saint Thomas, L’il Gypsea is the perfect place to call home during your vacation. The apartment is situated on a gated almost acre of quiet, tropical land with gorgeous views and walking paths. If you feel like exploring there is a moderate hike down to a private beach. We are conveniently: 10 min to airport 15 min to town 10 minutes to Hull Bay 15 minutes to Magen’s Bay 5 min to a gas station and grocery store.

Top Guest favourite

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, 101 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 favourite

A serene view of the turquoise ocean is presented, with clear water revealing colorful coral formations beneath the surface. An island is visible in the distance, surrounded by lush greenery, while the coastline is adorned with palm trees leading up to a charming cottage.

Cottage in Caret Bay

4.95 out of 5 average rating, 64 reviews

Secluded Beach Front Paradise: Castaway Cottage

A 2BR/2BA secluded cottage perched ~15-20yrds from the shoreline within a hop, skip & a jump to the beach, this fantastic spot offers solitude at the water's edge. The winding road home beckons the person seeking peace and quiet, where the stars shine brighter, the sea breeze seems fresher and is truly a retreat from the day-to-day rat race. Feel free to contact me if you have any questions. Possible 2door Jeep wrangler may be available depending on pick up/drop off times. 4 person maximum

Guest favourite

A dining area features a glass table with black wicker chairs, offering a view of the turquoise Caribbean waters. Bright natural light enters through open spaces, complemented by decorative plants and a stylish vase. The surrounding scenery includes lush green hills and a clear blue sky.

Villa in St. Thomas

4.91 out of 5 average rating, 32 reviews

Newly Renovated - Private Beach Views, Villa 2

This villa boasts luxury bed linens and towels, a keyless entry, A/C, WI-FI, fire stick, outdoor grill, a washer, dryer, a fully-equipped kitchen, free on-site parking. One glance out the window to the turquoise waters of the Caribbean and you'll find a private, remote beach. This beautifully furnished two-bedroom, one-bath villa can accommodate up to four. With a queen bed in the main bedroom and a full-sized bed in the guest bedroom. Beautifully decorated with clean, modern touches.

Superhost

The exterior of the castle features a unique design with four corner towers, white trim, and multiple shutters. A staircase leads to a balcony, which overlooks the surrounding greenery. The structure is set against a backdrop of lush trees, providing a serene atmosphere.

Home in Charlotte Amalie West

4.92 out of 5 average rating, 213 reviews

OMAJELAN CASTLE (B)

Welcome to the Omajelan Castle. Set amongst the lush mountain canopy of Santa Maria, on the North Western side of St. Thomas, with a view that is befitting of a king and queen. About 5 minutes from the beach and 15 minutes from downtown, Charlotte Amalie, The Omarjelan Castle's regal architecture is further enhanced by a breathtaking yet tranquil view of the Atlantic ocean. These small yet comfortable efficiencies afford you a unique experience you'll not soon forget

Guest favourite

A spacious white villa with multiple arched windows is situated on a hillside, providing impressive views of the sea and surrounding islands. A large outdoor area features a pool, patio furniture, and a beautifully manicured garden, enhancing the inviting atmosphere of the property.

Island in St. Thomas

4.8 out of 5 average rating, 298 reviews

Sleek & Sunny Island Studio | Kitchenette

This unit is very small and cozy with great views of the seaports, airport, and downtown. Escape to your own oasis on the beautiful island of St. Tomas! This beautiful home features the following: *Pool *Free WiFi *Fully stocked kitchen *5 minutes to St. Thomas Airport *Coffee station *5-10 minutes from restaurants This unit is great for active solo adventurers or business travelers that are capable of using stairs. *This unit requires the use of stairs.*

Guest favourite

An elevated view captures a private pool framed by a wooden deck, with sun loungers positioned for relaxation. The backdrop showcases the expansive ocean and lush greenery lining the coastline, creating a serene atmosphere for outdoor enjoyment.

Townhouse in Charlotte Amalie

4.9 out of 5 average rating, 10 reviews

Luxury Ocean View Retreat in St. Thomas

Escape to paradise at Whale Watch, a stunning retreat on the north shore of St. Thomas. - Two spacious bedrooms with king-sized beds and private balconies - Comfortable living room with a queen sleeper sofa - Fully appointed kitchen and elegant indoor dining for six - Covered outdoor dining area and BBQ grill - Private pool and outdoor shower - Full air conditioning and TVs in every room - Breathtaking ocean views - Automatic backup generator

Guest favourite

A spacious outdoor seating area features a circular arrangement of plush furniture with colorful accent pillows. A glass-top table is centered among the seating, providing an ideal spot for relaxation. The backdrop showcases a vibrant sunset over the horizon, enhancing the serene atmosphere.

Home in Northside

5 out of 5 average rating, 15 reviews

Northside Retreat • Luxury, Heated Pool, Generator

Discover the ultimate luxury retreat at The Villa Michelle. This exquisite property combines the charm of island living with modern comforts, offering an unparalleled vacation experience for up to seven guests. Need more room? The Poolside Villa is available (for an additional fee) that allows the property to accommodate up to thirteen guests. When not in use, it is blocked to ensure your full and exclusive use of the property.

Superhost

A modern living area is depicted, featuring a sleek black television on a minimalist stand, with floating shelves above displaying decorative candles. A blue sofa with a geometric throw pillow adds comfort to the space, while light walls enhance the room's brightness.

Apartment in West End

4.64 out of 5 average rating, 14 reviews

Cozy Ocean View

Relax with the whole family at this peaceful place, Surrounded by beautiful fruit trees, and breathtaking views of the Caribbean Sea. Our newly installed Air conditioner helps you stay cool, while enjoying a peaceful evening. You can also enjoy watching the lights of Puerto Rico, Vieques and Colabra from your balcony, while sipping on your favorite drink.

Guest favourite

Condo in West End

4.99 out of 5 average rating, 95 reviews

Relax on the Rocks-Breathtaking Tropical Views!

Relax on the Rocks is a two bedroom villa perched right above Caret Bay nestled into the hillside within the gates of Caret Bay Villas. Enjoy the soft Caribbean breeze from this waterfront location. Morning coffee or afternoon cocktails on your private pool deck, a tropical vacation can't get much better than this location.

Superhost

A glistening pool is framed by a vibrant palm tree and lounge chairs, inviting relaxation. The ocean stretches into the distance under a bright sky, while a shaded area provides comfort. A barbeque grill is visible nearby, enhancing the outdoor experience.

Home in West End

4.89 out of 5 average rating, 37 reviews

Secluded Paradise with Stunning Views & Pool

As your airplane descends towards St. Thomas, if you are seated on the left side of the plane you can peek out of the window and can catch a glimpse of your secluded slice of paradise, waiting patiently for you to arrive. Casa Buena Vista is a stunning, serene retreat that perfectly balances seclusion with modern luxury.

Guest favourite

A serene bedroom is featured, showcasing a wooden bedframe with neatly arranged white pillows and a light-filled quilt. A charming lamp illuminates a wooden nightstand beside the bed, while a mirror reflects the inviting ambiance. Rust-colored curtains frame a window, adding warmth to the space.

Home in Charlotte Amalie

4.91 out of 5 average rating, 22 reviews

Happy 2026 - 1 BR Studio - Breadfruit Unit

Lovely apartment in a quiet and relaxing area. A beautiful sea view escape awaits you just 20 driving minutes to downtown Charlotte Amalie (only 10 driving minutes from airport). Enjoy lovely sunsets and a luscious island garden with seasonal fruit trees. No living room is available, but unit is furnished and clean.