Beachfront vacation rentals in Little Trunk Bay

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Top-rated beachfront rentals in Little Trunk Bay

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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 favorite
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.
Condo in Cruz Bay
4.79 out of 5 average rating, 112 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 favorite
Condo in East End
4.93 out of 5 average rating, 100 reviews

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

Guest favorite
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
4.86 out of 5 average rating, 86 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. .

Superhost
The image displays a stunning ocean view from a private balcony, featuring the vibrant turquoise water with gentle waves lapping at the shore. Lush greenery frames the view, and distant hills rise against the clear blue sky, creating a serene coastal setting.
Condo in East End
4.9 out of 5 average rating, 114 reviews

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!

Top guest favorite
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, 28 reviews

Newly updated, stunning views, footpath to beach

You will be close to everything when you stay at this centrally-located, stylish getaway. Situated on the hillside of Anderson Pt of Brewer’s Bay, 60ft above the white sandy beaches- you can take a forrest foot trail to the sparkling waters of the caribbean sea within 5 minutes. If you love to explore, you will find the entry to one of the islands national parks within 1 minute from our driveway. Bring the kids as there are netted hammocks below the avocado trees and a wooden playhouse.

Guest favorite
Condo in East End
4.99 out of 5 average rating, 110 reviews

Ocean Front Steps to beach w/ pool and restaurant

7+ Nights = 10% Off Stay! Stay at Océan Bleu, a recently renovated 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.

Top guest favorite
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
4.93 out of 5 average rating, 45 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 favorite
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.
Condo in Belmont
5 out of 5 average rating, 48 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 favorite
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, 50 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.

Top guest favorite
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, 74 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.

Top guest favorite
An octagonal wooden table is accompanied by four plush chairs, all positioned on a balcony that overlooks a serene body of water at sunset. Sailboats dot the bay, and distant islands are silhouetted against the colorful sky.
Condo in East End
4.96 out of 5 average rating, 113 reviews

Island Time at Cowpet West-Steps from the Water!

**Our Space is suitable for 4 Adults & 2 Kids. Due to HOA restrictions we cannot accept reservations for more than 4 adults** Spacious & Updated 2br 2ba located in gated Cowpet West on the East End. Steps to beach and pool access. Just a few minutes drive to Red Hook, St. John Ferry & grocery store.

Popular amenities for Little Trunk Bay beachfront rentals