
Villa vacation rentals in Nail Bay
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Top-rated villa rentals in Nail Bay
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Penthouse Great Views Full AC Coral Bay St John VI
Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

Sundowner romantic 1BR beachfrontvilla privatepool
Sundowner reigns as Virgin Gorda's most sought-after honeymoon villa. This majestic yet romantic beachfront villa, with a street address of 1 Paradise Lane within Nail Bay Estate, impresses guests with its royally inviting decor. Sliding glass doors on this villa's private patio lead to the inside dining and living areas, and the open-plan spacious gourmet kitchen. The view from the throne bed overlooks the turquoise sea and the cloud-strewn azure sky with colors custom-made in the Caribbean.

Gorgeous 4 bed villa with pool and amazing views
'Twin Oceans on Spyglass' is our beautiful 4 bed/4 bath villa at the West End of Tortola. Standing majestically on the hillside with beautiful views across the ocean to St John on one side and to Jost on the other. We are sure you will love this home, with its cool breezes, gorgeous pool and spacious entertaining areas. Just a few mins drive to Long Bay, Smugglers or any of the pristine deserted beaches on the North shore and just a five mins to the world renowned surf break at Apple Bay.

BLUE VIEW VILLA - Bluest View - Brand New...
Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

Loblolly Beach Cottages: GREEN (1 bedroom/1 bath)
“Green Cottage” Caribbean cottage charm that is unique to Anegada, but now with beautiful modern amenities and a property with lots to do! Location is everything here. Step out of your cottage and into the sand at beautiful Loblolly Bay. We located on one of the most beautiful beaches and coral reefs in the Caribbean (and on most days you will have it all to yourself). Snorkeling, relaxing, walking to get a drink, stargazing, or taking an adventure tour. A private slice of heaven!

Seascape Guest House, Leverick Bay, Virgin Gorda
Seascape Guest House is an exquisitely designed one bedroom villa on Virgin Gorda in the British Virgin Islands. Just completed, the spacious 650 SF villa is sustainably designed and features an open plan kitchen and living area with master bedroom and ensuite bathroom. The screened in patio and roof deck provide additional outdoor space to relax and take in the stunning ocean views. A short walk from all the amenities of Leverick Bay Resort, Seascape is a one of a kind BVI retreat.

Periwinkle Cottage in Coral Bay w/Pool, and Views🏝
Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! If you need a Jeep while you are on St John, we rent out our 4 door Jeep Wrangler

Park View Villa
Park View Villa is located at the West End of the island of Tortola. The Villa is nestled on the slopes of the lush, forested area overlooking Romney Park and the Caribbean Sea. The nearest local “village shop”, C&D Superette, is 0.70 miles downslope the concrete road that leads to the property. The nearest Port of Entry is the West End Ferry Terminal approximately 2.5 miles west of the Villa. Riteway Supermarket, Omar’s Café, Pussers Restaurant along with the Admirals Pub,.

1 Bed Villa, Pool, Stunning Views, 5 Mins To Beach
Makere Cottage is nestled on Soldier Hill with gentle breezes and breath taking views over Cane Garden Bay, surrounding islands and the Caribbean Sea. Situated within a tropical garden at the end of a short gated drive with a private 20-foot swimming pool and large sun terrace, Makere Cottage represents the ideal retreat in which to relax and unwind. To watch a video of the property please visit a well known video sharing platform and search for Makere Cottage Tortola!

SOLAR! Gorgeous views from every room, Pool, A/C
House Aceso was newly listed on the rental market at the very end of 2022 after five full months of renovations, upgrades, and new furniture/appliances shipped in. Come spend some time unwinding and relaxing while soaking in the incredible views. Located on the quiet side of the island in Coral Bay, our home is nestled among the natural beauty of St. John—home to wild goats, sheep, and donkeys! Grocery stores, restaurants, bars, and beaches are all a short drive away.

Magical Limeberry House, walk to stunning beaches
Limeberry House a designers dream, distinct West Indian flair, Limeberry House, offers a romantic setting, situated in a tropical garden location, with a short walk to two of Tortola’s finest white sand beaches. The House offers everything you could need to make a wonderful vacation, alfresco dining, views of the Caribbean Sea, sparkling turquoise pool and flower filled sundeck. You may never want to leave this Caribbean version of heaven!

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)!
Popular amenities for Nail Bay villa rentals
Private villa rentals

Coconut Breeze, Mesmerizing Views, Generator

Elysium Villa-Natural Surroundings, Ocean Views, P

Paradiso Ocean View

Gorgeous ocean view penthouse! Walk to Cruz Bay!

Spacious 3BR "Golden View" near the best beaches

Charming 2 Bed 2 Bath Villa with Infinity Pool

De Relaxed Island Vibe

Mandavilla Rose - SuperHost/Generator/Starlink
Luxury villa rentals

BlueWater Vista - 4 Bed Pool Villa, Amazing Views

Villa Somoya

Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!

The Tile House

Villa Solare -sunsets, private pool

Eureka! Stunning Views in Paradise! 3BR, 3.5BA

Ocean Views! 4 Master Suites! 24/7 Concierge Team!

Villa Catalina Black Friday 2025 Deals!
Villa rentals with a pool

Lloyd Hill Villas Holiday Suite

Bigger Splash Villa: private w/ pool and Concierge

BluEdge Villa • Ocean Views • VIP Resort Access

Modern, Serene, and a view you must see. Modere’

Perfect family villa: Close to beaches + pool

Amazing Views, Private Pool, Close To Beaches!!!

Blue Infinity - Oceanfront Villa-Full A/C & Solar

Ocean View
Destinations to explore
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- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Peter Bay Beach
- Secret Harbor Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Maho Bay Beach
- Virgin Islands National Park
- Pineapple Beach
- Trunk Beach
- Mandahl Bay Beach
- Hull Bay Beach
- Salt Pond Beach
- Morningstar Beach
- Fortuna Bay Beach
- Haulover Beach
- Hansen Bay Beach
- Oil Nut Bay




