Beachfront holiday 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.

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Superhost
The villa is framed by lush greenery and vibrant flowers, set against a clear blue sky. A rocky landscape surrounds the building, which features multiple balconies and a light-colored exterior. The three-story structure offers a charming and inviting presence in a tropical setting.
Villa in White Bay.
5 out of 5 average rating, 6 reviews

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.

Guest favourite
A private balcony features a glass-top table with two chairs, creating a cozy spot to enjoy the stunning view of the turquoise Caribbean waters and surrounding hills. Sailboats are seen anchored in the bay, enhancing the scenic coastal landscape.
Apartment in Cruz Bay
4.8 out of 5 average rating, 114 reviews

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

Guest favourite
A modern living area features a spacious sectional sofa and a round coffee table. A large flat-screen TV is mounted on a white wall. Sliding glass doors open to a view of the blue water and green hills, allowing natural light to fill the room.
Villa in Cruz Bay
5 out of 5 average rating, 13 reviews

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

This stylish place is conveniently located in Cruz Bay with easy walking to groceries, restaurants, ferries & Pickleball/Tennis. Two bedrooms with two king beds ea. & two bathrooms, kitchen, dishwasher, living with 70” smart TV free high speed wifi, dining, washer/dryer, access to shared pool & free parking. Brand new, modern, fully air conditioned units with thick insulated walls, gas filled hurricane rated windows for noise abatement. Only one unit per floor for private balcony/Ocean Views.

Superhost
A panoramic view captures the vibrant blues of the Caribbean Sea meeting the shoreline. Lush greenery frames the image, with rocks visible near the water's edge. In the background, distant islands emerge against a clear sky, scattered clouds providing texture.
Home in Nail Bay
4.85 out of 5 average rating, 88 reviews

Sunset Watch-Affordable luxury on a beachfront lot

A whimsical tropical mural hand painted by a local artist on the front wall welcomes you to Sunset Watch at Nail Bay. Incredible sunsets. Central air-conditioning. High speed fibre optic internet with 150 +/- tv channels. New modern gourmet kitchen. Large sundeck near a sparkling turquoise pool. Snorkeling equipment available. Complimentary access to Nail Bay Sports Club with a/c gym.Please note that Sunset Watch and 1 Paradise Lane share a pool when both villas are occupied. .

Top guest favourite
A spacious balcony offers sweeping views of the ocean and nearby islands. Comfortable rattan seating is arranged around a wooden coffee table, while a large dining table is set for gatherings. Natural light fills the area through open spaces, enhancing the inviting environment.
Guest suite in Brewers Bay
5 out of 5 average rating, 33 reviews

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

Top guest favourite
An aerial view captures the serene landscape of Anegada, showcasing sandy beaches meeting clear, turquoise waters. The green vegetation surrounds several cottages set along the shoreline, with winding paths leading through the property, emphasizing the peaceful and remote atmosphere.
Villa in Anegada
4.94 out of 5 average rating, 86 reviews

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!

Top guest favourite
A wooden dining table with four matching chairs is elegantly set on a covered balcony. Bright pink bougainvillea flowers are arranged in a clear vase at the center. Beyond, a stunning view of boats dotting the azure waters and green hills is visible.
Apartment in Cruz Bay
4.99 out of 5 average rating, 73 reviews

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. 



Top guest favourite
A spacious living area features a comfortable beige sofa adorned with decorative pillows. Natural light enters through large windows, illuminating the room. A television is positioned on a dark wooden stand, while a decorative piece rests on a coffee table. Walls are painted in a soft neutral tone.
Home in Tortola
4.92 out of 5 average rating, 48 reviews

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.

Top guest favourite
A panoramic view of a lush landscape leading to a serene beach, with vibrant greenery interspersed with palm trees. The turquoise waters stretch towards distant islands under a partly cloudy sky, showcasing the natural beauty of the beach coastline.
Apartment in Belmont
5 out of 5 average rating, 51 reviews

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.

Guest favourite
A serene view of Monte Bay featuring multiple sailboats anchored in calm waters. Lush island greenery rises in the background under a clear blue sky, adorned with fluffy white clouds, creating a tranquil coastal scene.
Guest suite in Cruz Bay
4.98 out of 5 average rating, 52 reviews

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.

Guest favourite
A spacious bedroom features a large king-size bed with crisp white linens and a decorative throw. Soft natural light fills the room through a window adorned with sheer curtains, while a bedside lamp provides additional illumination. A small seating area is also visible.
Hotel room in Leonards
4.88 out of 5 average rating, 24 reviews

Cozy Beach Front Room In Cane Garden

Welcome to ELM Beach Suites in Cane Garden Bay! Our little slice of paradise is right on the beachfront, where you can hear the waves crashing on the shore right from your room's balcony. Great Offers - Get 40% Off when you book 5 nights or more from the 1st August to 31st September 2026 - Get 45% off when you book 10 nights or more in October 2026 - Get 35% off when you 3 nights or more in October 2026

Top guest favourite
A serene beach view captures a gentle curve of the coastline, framed by lush green hills. The clear turquoise water reflects the sky, with fluffy white clouds creating dynamic patterns above. A distant sailboat is seen on the horizon, adding to the tranquil seascape.
Guest suite in East End
4.96 out of 5 average rating, 76 reviews

BEACHFRONT Private Guest Studio𓆉

Welcome to relaxed quarters and extraordinary adventure, where you can get away from it all! Privateer Bay Beach Cottage Guest Studio is located off the beaten path in St. John's East End. With direct access to a private beach, Privateer Bay Beach is parts stone, coral and sand, perfect for those looking to treasure hunt and explore. The waters have a coral reef to snorkel.

Popular amenities for beachfront rentals in Nail Bay