Villa holiday rentals in East End

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!

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.

Breezy Deck VIEW Chill Studio, 24hrPower, Pool/Gym

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.

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.

Honeymoon-Worthy w/ Pvt Pool Walk 2 Sapphire Beach

We fell in love with the island of perpetual summer. There's something special about having your own villa w/ a private pool. We also love the garden shower & the location. Pangea, the restaurant on site is phenomenal. The property is so close to our fave spots. Beautiful Sapphire Beach is in walking distance via a gate at the south end of the property. It boasts the Beach Buzz coffee & bfast spot, a Beach bar & grill w/ live music weekly, Paradise Pie pizza & SeaSalt fine dining restaurants.

Healing Sea Glass Oasis

Welcome to Pineapple Village Our Newly remodeled 4-bedroom, 4 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 4-bedroom, 5-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.

4BR Hilltop vacation bliss! Incredible views!

Welcome to The Lazy Lizard, a stunning villa on the East End of St. Thomas. - 4 bedrooms and 3.5 baths with spacious, elegantly decorated interiors - Inviting living areas perfect for relaxation or entertaining - Expansive outdoor spaces featuring a private pool and multiple viewing decks - Nearly 360º views of the Caribbean Sea - Complimentary Concierge Service to enhance your stay - Just a 2-minute drive to Secret Harbor and 5 minutes to Red Hook -Automatic backup generator

Jayhawk Villa - walk to Secret Harbour Beach

Jayhawk Villa has breathtaking water views and is perfectly located in the sought after East End of St. Thomas. It's walking distance to Secret Harbour Beach where the Sunset Grille and Cruzan Beach Bar are located. The villa is near beaches, restaurants, shops, bars, and a lively night life in Red Hook. It's also close to the ferry terminal where you can catch a ferry to St. John or the BVI. Private boats are also available to rent for fishing, diving, snorkeling or party excursions.

It’s an IRIE life

NEWLY RENOVATED VILLA located on the Marina. Come enjoy YOUR Irie life in this beautiful 2 story condo located in Sapphire Beach Resort. You’ll have easy access to all the excursions the Marina has to offer and still only be steps from the beach! There are multiple restaurants/ bars located on the premises so you never really have to leave. If you wanted to venture into town, you’re only 1 mile away from more restaurants, shopping and the Ferry! It’s an IRIE life will not disappoint!

Escape Ordinary: Villa Calvo

Welcome to our beautiful 2 bed 2 bath condo located in the stunning Point Pleasant Resort on the breathtaking island of St. Thomas in the USVI. This luxurious condo is the perfect place for guests looking to unwind and soak up the Caribbean sun. Our condo boasts a spacious living room with stunning views of the Caribbean Sea & the surrounding lush tropical greenery. The modern kitchen is fully equipped with all the amenities guests need to prepare delicious meals during their stay.

'Sea La Vie' - Waterfront St. Thomas Escape w/ Pool

Fly south for the winter to your own slice of island paradise! Don't hesitate to book this stunning 2-bedroom, 2-bathroom St.Thomas vacation rental villa for 4. Facing west, this unbeatable property is the perfect spot to watch the sunset and grill out after a day of adventures. With an infinity pool, breathtaking views, and only a short distance to Red Hook's attractions and the marina boasting ferry access to St. John and more, there's plenty of entertainment for everyone!

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.