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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Guest favorite

Condo in Cruz Bay

4.81 out of 5 average rating, 120 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

BeachViewQuiet

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

5.0 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.

ViewBeachComfort

Guest favorite

A wooden outdoor dining table with four white chairs is set on a balcony, overlooking a vibrant bay filled with boats. Lush greenery and palm trees frame the view, under a clear blue sky with a few clouds, enhancing the serene coastal atmosphere.

Loft in Cruz Bay

5.0 out of 5 average rating, 25 reviews

Expansive Views from this luxury Bayview Penthouse

Bay View Penthouse is the premium unit at Lavender Hill Condos on St John. Location, Location...Perfection!! All of the details are perfect in this modern and newly remodeled unit located in downtown Cruz Bay. Easy walk to the shops, bars and restaurants. Cool off in the pool or the fully Air Conditioned unit. Enjoy massive and striking views from within the unit and out on the balconies. All of the amenities make this the easiest place you will ever stay on St John. WIFI, Full Kitchen and more

ViewWalkabilityDecor

Superhost

Lush tropical foliage frames a villa with pastel-colored shutters overlooking a serene bay. Sailboats dot the turquoise water, while a distant shoreline is visible against rolling green hills. Bright pink flowers add a vibrant touch to the scene, enhancing the natural beauty of the Caribbean landscape.

Villa in White Bay

4.83 out of 5 average rating, 18 reviews

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.

ViewWalkabilityGetting around

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

4.95 out of 5 average rating, 38 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

BeachWalkabilityLong stay

Top guest favorite

Cottage in East End

5.0 out of 5 average rating, 57 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.

BeachWalkabilityCleanliness

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, 76 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.   

ViewBeachKitchen

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

4.92 out of 5 average rating, 52 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.

BeachWalkabilitySleep quality

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

5.0 out of 5 average rating, 59 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.

WalkabilityBeachFamily

Superhost

Villa in Road Town

5.0 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.

ViewBeachCleanliness

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 Beach

4.93 out of 5 average rating, 30 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

BeachWalkabilityNearby

Guest favorite

A panoramic view of a serene beach is captured, featuring soft white sand and calm turquoise waters. Lush palm trees frame the shoreline, while a vibrant pool area is visible nearby. Distant islands can be seen across the horizon under a clear blue sky.

Townhouse in Nanny Cay

5.0 out of 5 average rating, 14 reviews

Nanny Cay Condo, Pool, Shops, Marina

Welcome to our charming Condo #13, located in the beautiful Nanny Cay Marina, Tortola, British Virgin Islands. This lovely two-bedroom, two-bathroom retreat has recently been renovated to ensure a comfortable stay for our valued guests. The property features a fully-equipped kitchen and a spacious living room, offering modern comforts in a tasteful setting.

BeachViewSleep quality