
Beachfront holiday rental in Nail Bay
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Top-rated beachfront accommodation in Nail Bay
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

Upper Grande Bay-Studio King plus 1 foldout
FRESH AND UPDATED studio unit in the heart if Cruz Bay at Grande Bay Resort. King bed studio suite with a full foldout sofa, Kitchenette & living room seating area, washer dryer. Amazing view from inside & balcony perched high up on the hill over looking Cruz Bay and surround. Great for a honeymoon, anniversary, or any getaway! Very clean unit & well appointed furnishings. . Wake up to the Caribbean Blue water & sun! Please note. PARKINGis NOT included-paid parking offsite or taxis
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One bedroom with living hall & Kitchen- Seashell
When the best is what you want in Paradise , this Villa is where you would want to be. Enjoy Tranquility in style. This well maintained one bedroom suite, full equipped kitchen with all that you need to prepare that tasty Carribbean meal, full bath, with amazing Sea View in sight over looking Great Harbour, White Bay, Tortola, St Thomas and St John. Everything is high end! Stainless steel Appliances and more. This Villa is located five minutes from the famous Soggy Dollar Beach Bar & Foxy’s Bar.
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Oceanfront - Perfect couple only romantic getaway
Rendezvous by the Sea is a couples-only oceanfront retreat on St. John, offering breathtaking panoramic views and total serenity. Our two beautifully appointed suites, La Mer and Le Jardin, have its own entrance, patio, luxurious king bed, and every comfort you need. With full solar backup power, island outages are never a worry. Fall asleep to the waves, wake up to sweeping ocean views, and let the beauty of the Caribbean take care of the rest. Romance, privacy, and paradise — designed for two.
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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.
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Cannon Point: Surfside luxe villa + apartment
Cannon Point Estate is a chic family villa and guest apartment set in expansive and secluded grounds with 75ft of private water frontage on one of the Caribbean's leading surf breaks. Cannon Point Estate benefits from indoor outdoor living with a beautiful teak pool deck, wide covered outdoor living spaces and large sliding floor to ceiling glazed doors and 280 degree views of beaches and islands with breathtaking sunsets and just a short stroll to sandy beaches, restaurants, bars and shops.
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BEACHFRONT Cottage in Privateer Bay𓆉
Let us be your base camp as you have the adventure of a lifetime! The beach cottage is simple (2 bedroom/ 2.5bath) for those looking to explore everything the island of St. John has to offer. Here, swim in the crystal clear Caribbean waters just 75 steps away from your covered deck that overlooks Privateer Bay. The ends of the bay have fantastic small tide pools to explore. There's a full kitchen to prep meals on the deck. And fast wifi to stay connected. Solar power with back-up battery.
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Newly updated, stunning views, footpath to beach
Highlights • 🌴 Prime location in the exclusive hillside of Brewer’s Bay • 🌊 5-minute hike down to a secluded white-sand beach • 🏡 Elevated setting with serene island views, gorgeous sunsets and cool breezes • 🥾 Walkable access to nearby national park for scenic hikes • ✨ Thoughtfully designed interiors with refined, modern finishes • 🕊️ Private, tranquil atmosphere—perfect for rest and reset or family time • 📍 Conveniently close to top beaches, dining, and island experiences
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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!
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Latitude Adjustment at Grande Bay Resort, St John
A waterfront, spacious luxury 1 BR/1 BA condo, sleeps 4, with full kitchen. Sip rum punches and watch island sunsets from the high granite bar on the full-length deck, all overlooking the azure waters of Cruz Bay and the marina. New listing in excellent condition with modern artwork and high-quality furniture, A/C, ceiling fans and tile floors. Spacious living/dining area with expansive waterfront views. Includes: beach chairs, cooler, etc. and 1 reserved covered parking space.
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The Sea Fan, Long Bay Beach, Tortola
Welcome to the Sea Fan, a large two bedroom unit of modern Caribbean feel and with full amenities. Sea Fan is nestled right on the beach and claims its little piece of the idyllic and iconic shoreline of the beautiful Long Bay beach on famed Northshore coastline of Tortola. Enjoy views of the ocean right from your deck, bask in the rays of the Caribbean sun steps from the beach, snorkel to Alfie rock, or hike to the famed Smugglers Cove. Join us for your on Island adventure.
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This view from Limeberry Cottage could be yours
This view could be yours, Limeberry Apartment is a dream of an oasis for you relax and unwind. Just a few steps, to the beautiful mile long, white powered sand "Long bay Beach" Limeberry is set the prestigious private "Belmont Estate"s quiet roads with great hiking and running 2 air conditioned bedrooms with private bathrooms, large living room and dinning room, stunning views, private patio with BBQ and alfresco dinning, leading to the flower and palm fringed shared pool.
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Fort Recovery Oceanfront 2BR Signature Villa
Fort Recovery’s signature 2BR oceanfront villa is our most spacious two-bedroom stay, set in a premier corner position directly on the water. This expansive villa features two bedrooms, two bathrooms, a large living area, full kitchen, and an oversized private terrace with sweeping panoramic Caribbean views. Wake to the sound of the sea, unwind outdoors, and enjoy a front-row oceanfront experience with space, privacy, and unforgettable scenery.
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Popular amenities for Nail Bay beachfront rentals
Pet-friendly beachfront home rentals

Hillside Villa overlooking stunning White Bay on Jost Van Dyke
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Virgin Isle Inn, 100ft from ferry, 1 bedroom.
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Stunning beach house steps from the water.
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Virgin Isle Inn, 100ft from ferry, studio
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Beachfront home rentals with a pool

Westin St John 2 bed 2 bath full kitchen 3-7 night

Charming Beachfront Retreat
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Bay View Villa - Cane Garden Bay Beach
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Westin St. John Resort Villas, 3 Bedroom Villa

Coconut Coast Villas - Alamanda Waterfront Studio
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1 Paradise Lane-A Modern Tropical Beachfront Oasis
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Fort Recovery Oceanfront 1BR Villa
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Modern surfside apartment
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Private beachfront home rentals

White Sand Beachfront Suite
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LITTLE LAGOON - Caribbean Seaside Apt, St. John VI
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SEASIDE 2 BEDROOM VILLA- Cena's Beach Rental
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Cozy 2BR St. John Retreat
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Gypsy Haven hideaway
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Chateau Relaxeau Caribe at the water's edge/surf!
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Aerie Perch: Solar Back-Up & Perfect for Couples!

Long Beach Retreat - Garden View
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