
Beachfront vacation rentals in Nail Bay
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Top-rated beachfront rentals in Nail Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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.

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

Hillside Villa overlooking stunning White Bay on Jost Van Dyke
Bring your flip flops, friends, and family to White Bay Villas to appreciate our sparkling Caribbean water, soft sand and island vibe of serenity, and relaxation. Our private 18 acre beachfront property features multiple villas overlooking White Bay – a popular British Virgin Island anchorage that includes restaurants, beach bars, incredible snorkeling, and beautiful beaches. Stay in one of our separate, standalone villas with modern amenities and experience the island charm of Jost Van Dyke.

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.

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

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!

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.

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.

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.

Oceanfront - Perfect couple only romantic getaway
We are Rendezvous by the Sea - A perfect couple's only romantic getaway. We have two separate guest rooms with their own private entrance and patio area. They are in a separate building away from the main villa where the owners and host live. This is our upper guest room, we call La Mer. The view from your outdoor seating area overlooking the bay is breathtaking. We have our own path to a private pebble/coral beach below. We are only 10 minute drive to Cruz Bay.

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.

Virgin Isle Inn, 100ft from ferry, 1 bedroom.
Conveniently located in Cruz bay, 100ft from the ferry. This one bedroom features a pullout couch perfect for a small family. Close to taxis, and all Cruz bay restaurants. Above St. John Back Bar, and across from wharfside, do expect some noise at times but still a great place to enjoy the Cruz bay day time and night life. While we do not have parking, slim man’s is next door. We do not have generators yet, but will by the end of April.
Popular amenities for Nail Bay beachfront rentals
Pet-friendly beachfront home rentals

Hillside Villa overlooking stunning White Bay on Jost Van Dyke

Virgin Isle Inn, 100ft from ferry, 1 bedroom.

This view from Limeberry Cottage could be yours

Stunning beach house steps from the water.

Virgin Isle Inn, 100ft from ferry, studio
Beachfront home rentals with a pool

Mermaid Villa - quiet, uncrowded and sandy white

Fort Recovery Oceanfront 1BR Villa

Elegant 3BR Pool Villa in Virgin Grand

Upper Grande Bay-2 BR lockout sleeps 8

Coconut Coast Villas - Petrea Waterfront Studio

Edgewater Modern 2bd/2ba-Villas, king Beds

Fort Recovery Oceanfront 1BR Signature Villa

Expansive Views from this luxury Bayview Penthouse
Private beachfront home rentals

Ocean View Villas, on Jost Van Dyke- Sunrise -2BR

Sunset Watch-Affordable luxury on a beachfront lot

BEACHFRONT Cottage in Privateer Bay𓆉

Cozy 2BR St. John Retreat

Loblolly Beach Cottages: PEACH (2 bedroom/2bath)

Chateau Relaxeau Caribe at the water's edge/surf!

White Sand Beachfront Suite

Aerie Perch: Perfect for Couples!
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