Vacation rentals in Road Town

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Top-rated vacation rentals in Road Town

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Top guest favourite

Condo in Southside

4.94 out of 5 average rating, 124 reviews

So close you can taste the ocean - PRIME Location

Welcome to our FANTASTIC oceanfront condo at Watergate Villas. When it comes to your vacation, as they say in real estate, it's location, location, location! As you can see from our pictures, this unit's prime location is just 30 feet from the OCEAN. If you want to be closer to the water, you are going to need a BOAT. Take a look at the fabulous view from our unit....you will hear the waves every minute of every day. This is the PERFECT location for your stay in America's tropical paradise.

Guest favourite

Condo in East End

4.93 out of 5 average rating, 27 reviews

Hummingbird Haven - Beachside condo on Cowpet Bay

Pictures do not capture the beauty surrounding this space. Come visit, experience waking up to breath taking views, admire stunning sunsets, walk or swim in the white sandy beach, relax by the pool, or simply forget your worries in this spacious three bedroom & three-bathroom beach condo. We are located in one of the most desirable areas of the island, Cowpet Bay East. Hummingbird Haven is an affordable Caribbean dream vacation Condo to share with your family and friends. All you need is here!

Guest favourite

Apartment in Northside

4.95 out of 5 average rating, 63 reviews

Island View Retreat - Oceanside!

New Listing! Enjoy your picturesque island vacation in style and comfort! This spacious 2 bedroom, 2 bathroom condo features jaw-dropping, panoramic views of the ocean and surrounding islands. Relax outside and listen to the ocean waves from the large living room balcony or from one of the private balconies in each bedroom. New appliances and furnishings complement the updated interior styling. W/D. Walk to the pool. Located near Magens Bay. See positives reviews from our other properties.

Guest favourite

Condo in East End

4.91 out of 5 average rating, 226 reviews

Luxury Beachside Escape with private pool and wifi

This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Guest favourite

Villa in East End

5 out of 5 average rating, 35 reviews

Amazing Pineapple Village Villa in Margaritaville

Escape to the ultimate tropical getaway within the legendary Margaritaville Resort on the picturesque east end of St. Thomas in the US Virgin Islands. Here, you will discover the epitome of elegance in this newly remodeled 3-bedroom, 4-bathroom condo. Featuring a shared pool and privileged access to resort amenities, this residence offers a harmonious blend of luxury and leisure. This meticulously curated space ensures every aspect of your vacation is nothing short of perfection.

Superhost

Condo in East End

4.87 out of 5 average rating, 104 reviews

Paradise Beach Haven with Spectacular Ocean Views

The great thing about this place is, that is right on the beach,plenty shade by the seagrape trees, and palm trees, snorkeling right outside the patio as well swimming, kayaking, and plenty activities, marina to rent boats or take excursion is right there as well, restaurants and dining, great views, nightlife, and family-friendly activities. You’ll love my place because of the comfy bed and the coziness, the easy in and out to the water for swimming or snorkeling. free *wi/fi

Guest favourite

Home in East End

4.98 out of 5 average rating, 50 reviews

Island Daze - Amazing Views

Welcome to our Caribbean paradise perched atop the picturesque Point Pleasant hillside! Our stunning 1-bedroom, 1-bath villa is the perfect escape for up to 4 guests, promising a vacation of serenity and adventure on the enchanting island of St. Thomas. The centerpiece of the living area is an extra-large sectional sofa that comfortably sleeps 2, perfect for unwinding after a day of exploring the island. Don't miss out on to experience Caribbean luxury at its finest.

Guest favourite

Apartment in East End

4.88 out of 5 average rating, 16 reviews

Sapphire Beach Escape VIEWS! HGTV

Remodeled property in Sapphire Village recently featured on HGTV. Million $ views of the Caribbean! High end furnishings including a king bed and fully equipped kitchen. Onsite restaurant/bar featuring dining and poolside fare. Steps to beautiful Sapphire Beach. We supply beach chairs and beach equipment for your use! Great Snorkeling. Marina nearby. Walk down to Sapphire Beach for multiple restaurants, coffee spot, beach bar/grill, live music, rentals...

Superhost

Apartment in St. Thomas

4.71 out of 5 average rating, 7 reviews

St. Thomas, USVI studio suite

Nestled on a secluded Caribbean beach at the southern end of the island, this is an idyllic oceanside spot. Among the accommodations in this 32-square-mile paradise, stands out as a premiere location for the best in vacation fun and relaxation. The colorful red-roofed resort, located on 24 secluded acres of prime Caribbean beachfront real estate, welcomes visitors to enjoy its white sandy beaches, comfortable lodgings, and exciting activities.

Top guest favourite

Apartment in East End

5 out of 5 average rating, 38 reviews

Verena’s Holiday Haven -Great for Couples/Families

Discover Verena’s Holiday Home, a newly renovated retreat steps from Sapphire Beach and local restaurants. This charming property features a spacious master bedroom, two queen sofa beds, Smart TVs in every room, and a screened-in balcony perfect for relaxing in the ocean breeze. Ideal for families, couples, or groups, it’s your gateway to pristine beaches, vibrant dining, and unforgettable island adventures.

Superhost

Condo in East End

4.69 out of 5 average rating, 32 reviews

Gorgeous Condo East End Cowpet Bay St Thomas USVI

Nancy's St Thomas Vacation Rental units are located within the Elysian Beach Resort which sits on Cowpet Bay Beach on the highly desirable East End of St. Thomas, USVI, nestled between the Ritz Carlton and the St Thomas Yacht Club near the village of Red Hook. You’ll love my place because of the size, the openness, views, the location, the beach, the people. My place is good for families (with kids).

Superhost

Home in Southside

4.78 out of 5 average rating, 49 reviews

Regatta Point! Ocean View Condo!

Regatta Point Villas is situated in a secured gated community in bolongo bay St. Thomas. Very spacious studio! Everything is brand new! Appliances etc…Very clean and comfortable! Newly renovated! You can see & hear the ocean from inside! Cable TV, Excellent WiFi. Close to Red hook (10 minutes) and downtown (15 minutes) Excellent location! Hot & Cold water in bathroom and kitchen.