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Beachfront vacation rentals in Trunk Bay

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Top-rated beachfront rentals in Trunk Bay

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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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
4.8 out of 5 average rating, 115 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, 107 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

Top guest favorite
Cottage in East End
5 out of 5 average rating, 56 reviews

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.

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, 35 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

Guest favorite
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
4.91 out of 5 average rating, 116 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 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.
Condo in Cruz Bay
4.99 out of 5 average rating, 75 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 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
4.92 out of 5 average rating, 49 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, 54 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.

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Villa in Road Town
5 out of 5 average rating, 4 reviews

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.

Guest favorite
A well-appointed sleeping area features a spacious bed with a decorative throw laid across the white linens. Natural light filters through the large window, complemented by soft curtains. Nightstands with lamps provide additional lighting, enhancing the inviting ambiance.
Hotel room in Cane Garden Bay
4.92 out of 5 average rating, 26 reviews

Steps From The Beach 1 Bedroom On Cane Garden Bay

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 favorite
A serene beach setting is captured, featuring gentle waves lapping at the shore. Sun loungers are positioned in the foreground, surrounded by palm trees. Calm waters reflect the soft hues of a sunset, and boats can be seen anchored in the distance.
Condo in East End
5 out of 5 average rating, 69 reviews

Amazing Beachfront Condo with Pool & Restaurants!

Elysian Beach Resort offers a stunning condominium with a private entrance, full kitchen, two king bedrooms, and one twin bed, one full size pull-out sofa along with three bathrooms. Each room boasts breathtaking views of the Caribbean ocean, and guests have full access to the beach, pool, hot tub, and tennis courts. On-site dining options include the Caribbean Fish Market, Sangria's, and the Pool Bar.

Popular amenities for Trunk Bay beachfront rentals