Villa holiday rentals in East End

A private pool is showcased against a backdrop of the Caribbean Sea, framed by palm trees and distant islands. Lounge chairs are positioned around the pool area, with an inviting terrace that features comfortable outdoor seating. A flag flutters gently in the breeze.

4.96 out of 5 average rating, 53 reviews

Tropical Palm Villa- Ocean Views From All Rooms!

Solar power with Tesla battery backup. 5 min. from the beach! Relax & enjoy what many people believe is the BEST view in the entire Caribbean! Tropical Palm Villa is a one-of-A-kind freestanding house on top of a mountain in the famous East End. Though you are just a short drive from restaurants, shopping, & activities, the private location makes you feel that you have the entire island to yourself. Private pool overlooking paradise, fully loaded kitchen and grill, the only thing missing is YOU!

A cozy living area features a dark blue sofa, accented by decorative pillows. A large flat-screen TV is mounted above, displaying a tropical scene. Floor-to-ceiling curtains in a matching blue frame the sliding glass doors, which lead to a serene outdoor view.

4.89 out of 5 average rating, 85 reviews

Private Pool Getaway in Smith Bay (Beach Nextdoor)

Escape to our elegant villa, nestled in a tranquil community. Enjoy private access to sparkling pool, modern amenities like washer/dryer and dishwasher, and reliable AC & generator. Famous Sapphire Beach is just a 5-minute stroll away! Unwind at Pangea's onsite restaurant or practice yoga on private patio. Ideal for couples, families, or solo travelers, our villa sleeps 6 comfortably. Take a short taxi ride to the St. John ferry or Redhook's vibrant nightlife. Book your Rock City retreat today!

4.97 out of 5 average rating, 30 reviews

A covered terrace features a dining table surrounded by several outdoor chairs, overlooking serene turquoise waters. Light shadows cast from the slatted structure enhance the scene. The distant horizon reveals a combination of land and sky, creating a scenic backdrop for relaxation.

Villa in St Thomas

IRIE Paradise Sapphire Beach

IRIE Paradise sits on the beach giving you easy access to the beautiful turquoise water. It sits directly behind the 2 level pool & is only steps from the marina! This unit is a 2 story villa with a balcony on each floor. Downstairs is the living/kitchen area with a queen sleeper sofa, full bath and amazing views! Upstairs you’ll find the master suite with the same beautiful views! There’s a King bed and queen sleeper sofa upstairs as well as another full bathroom. There’s no better place to be

4.88 out of 5 average rating, 34 reviews

Villa in Nazareth

Luxury Villa with Pool, steps from the Beach

Villa Grande is one of the island’s few properties offering a HEATED PRIVATE POOL, plus WALKING ACCESS TO TWO BEACHES and nearby restaurants. This 3-bed/3-bath villa sits in St. Thomas’ East End near RED HOOK, one of the most recomended area for tourists. Its Caribbean-Mediterranean design, prime location, and stunning views make it ideal for an unforgettable stay. A new 24/7 battery backup protects you from frequent island outages. Up to 6 bedrooms available. Weekly/monthly discounts offered.

Top guest favourite

A spacious deck offers stunning views of the ocean and surrounding islands during sunset. Comfortable seating is arranged for relaxation, with palm trees swaying gently in the breeze. The vibrant colors of the sky create a serene atmosphere perfect for unwinding.

Villa in St. Thomas

5 out of 5 average rating, 60 reviews

WOW Views! King Bd Studio w/Deck, AC,Pool,Gym,WIFI

Take a deep breath & enjoy EPIC views in our Spacious Comfortable Studio Cottage that command GRAND VIEWS. Count the many shades of BLUE & neighboring islands that circle the massive deck overlooking SPRING BAY. The salty ocean breeze, fluttering butterflies, swaying palms & majestic falcons will keep you mesmerized for hours. Or if you're adventurous, get lost star gazing at night w/ a nightcap & dose off in a hammock. Perfect Spot to UNWIND. Pool, Outdoor gym, on-site laundry, back up power.

Top guest favourite

The villa exterior is showcased, featuring a modern design with a spacious driveway and landscaped gardens. Bright tropical flowers add color to the property, while solar panels are visible on the roof. The serene backdrop includes rolling hills and distant ocean views.

5 out of 5 average rating, 21 reviews

Villa Cabrita - Walk to Ritz beach! East End

New Listing! Located on the East End of St. Thomas, and just a 5-minute walk to the Ritz beach, this newly remodeled luxury villa is a spacious 3 bed, 3.5 bath retreat with private hot tub. Each corner features modern décor that seamlessly blends contemporary style with island charm. On the expansive terrace, you can savor ocean views and tropical breezes. Conveniently situated near shopping, restaurants, and the ferry to St John, a stay here promises a perfect mix of relaxation and adventure.

A sandy beach area is framed by palm trees, featuring lounge chairs in vibrant orange and green hues. Gentle waves lap at the shore under a bright blue sky, with a distant view of boats on the water. Sunlight enhances the tranquil atmosphere.

4.85 out of 5 average rating, 13 reviews

New Sea Glass Villa

Welcome to Pineapple Village Our Newly remodeled 3-bedroom, 3-bath condo located within Margaritaville Resort on St. Thomas’ East End (not directly affiliated with the resort). vacation rental is designed to offer comfort, convenience. • Enjoy the privacy of a 3-bedroom, 3-bath home perfect for families or groups. • Full Kitchen & BBQ Area. • Resort-Like Amenities: Includes access to the pineapple pool, a restaurant on-site, and 24-hour gated security. •air conditioning and ceiling fan.

4.82 out of 5 average rating, 278 reviews

A panoramic view reveals vibrant turquoise waters and several nearby islands, bordered by lush greenery. The sky is partially filled with fluffy clouds, and the distant shoreline features contrasting structures amidst the natural landscape.

Villa in St. Thomas

Amazing Villa in Paradise: Views of 9 Islands

You will love this villa's amazing views, and perfect location on the East End of St Thomas. This villa has all new furniture, a gorgeous kitchen, remodeled bath, high end sheets and towels, beach towels, beach chairs, snorkel gear, a 42" TV, great WiFi and so much more. You are 50 steps from the pool and one of our on-site restaurants, plus 5 mins to 4 of the best beaches on island. I'll provide details on all the beaches, restaurants, bars, stores and more. You will absolutely love it!

The villa's infinity pool is set against the backdrop of the Atlantic Ocean, framed by tropical greenery. A row of lounge chairs lines the poolside, inviting relaxation. The scene captures the tranquil essence of oceanfront living with clear blue waters stretching into the horizon.

5 out of 5 average rating, 8 reviews

Oceanfront Villa with Pool, Hot Tub & 5 Condos!

Private oceanfront gated villa perched on a cliff offers stunning Atlantic views! Enjoy a hot tub, saltwater infinity pool, and the perfect layout for group travel with privacy. The villa features 5 separate air conditioned condos, each with private entrances, bedrooms, bathrooms, kitchens, and patios. It’s like renting your own boutique hotel—exclusive to your group within a gated compound! Perfect for families and friends seeking luxury, comfort, privacy and unforgettable ocean views.

4.81 out of 5 average rating, 32 reviews

A sandy beach area is visible with gentle waves lapping against the shore. A soft blue umbrella provides shade over a wooden lounge bed, positioned near the water's edge. Clear turquoise water stretches out, showcasing the inviting coastal environment.

Villa in Smith Bay

Beautiful & Spacious House - 2 Bedroom on Resort

Everything you need and more in a home away from home. The house is located on Point Pleasant Resort, which has a 24 hour security guard at the entrance of the resort. Private pool for guests plus just a short walk or drive to access the resort amenities including 3 pools, private beach, 2 restaurants, nature trail and more. This stylish place to stay is perfect for group trips with great views, and lots of indoor and outdoor living space.

A spacious living area is illuminated by natural light, featuring a large sectional sofa adorned with patterned cushions. Two round ottomans are positioned on a geometric-patterned rug, while a sleek entertainment unit displays various decorative items and a television, complemented by ceiling fans for comfort.

4.98 out of 5 average rating, 53 reviews

Amazing Pineapple Village Villa in Margaritaville

Escape to the ultimate tropical getaway at Margaritaville Resort on St. Thomas. This newly remodeled 3-bed, 4-bath condo offers modern coastal luxury with bright interiors, A/C, fast WiFi, and seamless indoor–outdoor living. Enjoy a shared pool, full resort amenities, and a whole-house generator for uninterrupted comfort. Stays of 7+ nights include free washer and dryer use, creating a truly effortless Caribbean retreat.