
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.

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

Beautiful Updated Condo at Elysian Resort
Perfect beach escape for 1-2 couples or small family! This spacious condo at the Elysian Beach Resort is just steps from beautiful Cowpet Bay on the East End of St. Thomas. Resort amenities (with no added fees), prime beachfront location next to the Ritz-Carlton. Bedroom features a comfortable king bed + queen-size Murphy bed that folds down easily for extra sleeping space in the living room. Fully equipped kitchen, this condo offers everything you need for a relaxing short or long-term stay

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.

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.

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

Oceanfront Beach Hideaway Retreat
Beautiful Caribbean oceanfront 1BR/1BA renovated condo with private balcony and stunning views. RARE corner unit with both ocean and garden views, and the only unit with full privacy on the west side! Luxury mattress topper in bedroom and powerful air conditioning with ceiling fans in living room and bedroom. Excellent WiFi with backup WiFi generator (extremely rare to find on the island). 5-min walk to Vessup Beach! Enjoy the waves crashing day and night. Washer and dryer inside condo!

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!

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 Cowpet | Unobstructed Views & Generator
Villa del Mar is a newly renovated 2BR/2BA beachfront condo with unobstructed oceanfront breathtaking panoramic views. Fall asleep to the sound of waves and enjoy sunsets from your private balcony. Walk to the beach, pool, restaurants, bar and watersport rentals. Located on St. Thomas’s East End right next to the Ritz-Carlton, just 5 minutes to Red Hook and the St. John ferry. Fully equipped kitchen, Wi-Fi, AC, and automatic generator for a worry-free stay.

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.

Ocean Front Steps to beach w/ pool and restaurant
Stay at Océan Bleu, a 2-bedroom, 2-bath oceanfront condo in Cowpet Bay, St. Thomas. Enjoy stunning views, a private balcony, steps to beach, pool, hot tub and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Fast Starlink WiFi, linens, beach towels included. Located near Red Hook and the Ritz, with private parking and a gated community for peace and security. No smoking on the balcony or inside.
Popular amenities for Nail Bay beachfront rentals
Pet-friendly beachfront home rentals

Hillside Villa overlooking stunning White Bay on Jost Van Dyke

Stunning beach house steps from the water.

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

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

Luxury Villa with Pool, steps from the Beach

Amazing Beachfront Condo with Pool & Restaurants!

Serenity By the Sea

Sunkissed Serenity -Island Chic Home at Cowpet Bay

Windward Breeze – Walk to Beach!

Beachfront Community on Cowpet Bay 2 king bedrooms

Beachfront 2BR Condo with Pool Access

Beachfront 2brms, Pool, Ocean Views, Restaurants
Private beachfront home rentals

New Years Westin St. John!

Cozy 2BR St. John Retreat

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

White Sand Beachfront Suite

Aerie Perch: Solar Back-Up & Perfect for Couples!

Gypsy Haven hideaway

LITTLE LAGOON - Caribbean Seaside Apt, St. John VI

SEASIDE 2 BEDROOM VILLA- Cena's Beach Rental
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