Vacation rentals with a pool in Road Town

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Top-rated rentals with a pool in Road Town

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in East End

4.91 out of 5 average rating, 231 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 favorite

Cottage in Coral Bay

4.99 out of 5 average rating, 116 reviews

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Guest favorite

Condo in East End

4.83 out of 5 average rating, 181 reviews

Charming Beach Condo w/ Balcony

Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

Superhost

Apartment in Tortola

4.91 out of 5 average rating, 11 reviews

Lambert Beach Oasis, Beachfront, Resort Amenities

A stunning 1-bedroom, 1-bath retreat just steps from the pristine waters and golden sands of Lambert Bay Beach. Enjoy breathtaking ocean views, serene sunrises, and vibrant sunsets from this secure, private location. Perfect for a tranquil and luxurious escape, this villa offers modern amenities including a fully-equipped kitchen, washer and dryer, and a comfortable living area. Amenities: Full use of the facilities at Wyndham Beach Resort, which includes a Pool, Gym, Spa, Restaurant/Bar.

Top guest favorite

Apartment in Cruz Bay

5 out of 5 average rating, 104 reviews

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Superhost

Villa in Road Town

4.8 out of 5 average rating, 10 reviews

Lloyd Hill Vacation Suite

Welcome to your new sanctuary! This fully furnished two-bedroom, two-bath suite is located at the Lloyd Hill Villas and offers the ideal blend of sea breeze and sun, and quiet comfortable living. With the added luxury of a swimming pool and a view of nearby Guana Island a lifetime trip awaits you. Step into a space designed for relaxation and functionality. The suite is enhanced with Internet, Satellite Dish, and TV. Washing facilities available. Book your stay today!

Top guest favorite

Guesthouse in Tortola

4.97 out of 5 average rating, 68 reviews

The Anchorage- Studio apt above Cane Garden Bay

We are back with a newly renovated guest room! Charming studio apartment on lower level of provencal estate, centrally located in the hills above Cane Garden Bay w/view of Jost Van Dyke & surf at Cane Garden Bay. Private terrace w/outdoor dining. Includes use of shared pool. Small trail through 1 acre of undeveloped but landscaped jungle. 4WD vehicle required. Property is 10 min drive to Road Town & Cane Garden Bay, 5 min to Nanny Cay. 30 min to airport & west end.

Guest favorite

Condo in East End

4.97 out of 5 average rating, 147 reviews

Beachfront • King • W/D • By RH • Pool • Marina

Location, location, location! Beautiful 2nd floor studio condo at Sapphire Resort & Marina in building A. This corner unit features a wrap around balcony ideal for enjoying the wonderful view of the sandy beach and turquoise waters. Unit features a king bed as well as a sleeper sofa. Kitchen is appointed with full oven/stove, dishwasher, microwave and refrigerator/freezer with ice maker. Come and enjoy all that St. Thomas has to offer!

Guest favorite

Vacation home in Saint Thomas

4.92 out of 5 average rating, 151 reviews

Villa La Realeza - Award Winning Design - VIEWS!

Welcome to Villa La Realeza by Virgin Islands Vacation. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated Point Pleasant Resort. The Villa offers the perfect blend of relaxation & adventure. Relax by the pools or simply enjoy amazing views from the private wrap around patio with views of St John & Tortola islands. NO PETS allowed, $250 fee if violated.

Guest favorite

Villa in Brewers Bay

4.85 out of 5 average rating, 67 reviews

Villa Matija

Villa Matija is nestled comfortably into the hillside overlooking Brewers Bay on Tortola in the British Virgin Islands. Allow yourself a little luxury and be eco-friendly at the same time! Villa Matija (pronounced ma-TEE-ya) sits above Brewers Bay with an outstanding view of Jost Van Dyke and several other smaller cays & islands. On a clear day you can see Puerto Rico (about 70 miles away)!

Superhost

Home in Mount Healthy

4.94 out of 5 average rating, 103 reviews

Kerensa Villa

Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

Guest favorite

Condo in Road Town

4.95 out of 5 average rating, 40 reviews

Modern condo with shared pool in Road Town-1 Room

Newly renovated 3 bedroom, 2 bathroom seaside condo located in Tobacco Wharf, Road Town; the capital of the British Virgin Islands. This property is located inside a lovely fenced yard with private parking, and beautiful gardens. It is in walking distance to the business center of town, shops, grocery stores, restaurants, banks, Tortola Sports Club etc.