Vacation rentals in Kingston

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Top-rated vacation rentals in Kingston

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Guest favorite
An entrance is framed by wooden fencing, leading into a lush landscape. Vibrant greenery and flowering plants can be seen, with gravel paths guiding visitors towards the tiny cottage. The backdrop features rolling hills, enhancing the tranquil island setting.
Cottage in Coral Bay
4.97 out of 5 average rating, 247 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

Guest favorite
A lush garden area offers a view of the turquoise sea and sandy beach beneath a partly cloudy sky. Green foliage and colorful flowers frame the scene, creating a vibrant contrast against the water's varying shades.
Apartment in Road Town
4.89 out of 5 average rating, 248 reviews

Trunk Bay Spring - downstairs self-contained room

Hi! We paused this listing after being badly damaged by Hurricane Irma, and then due to Covid 19, but we're back – repaired and upgraded! The outdoor shower that our guests loved is still there, only now it has hot water. There's also a new kitchen made of hardwood we were able to salvage after Irma. Great news! The beach is still there, too, and still a just ten minute walk away. Always popular for being simple and beautiful in a fantastic location, now it's the same, but even better!

Guest favorite
An open living area features retractable sliding glass doors that offer stunning views of the blue Caribbean Sea and nearby sailboats. Natural wood ceilings complement sleek concrete floors. Comfortable seating arrangements include a sofa, chairs, and a workspace, enhancing the inviting atmosphere.
Villa in Leverick Bay
4.97 out of 5 average rating, 127 reviews

Seascape Guest House, Leverick Bay, Virgin Gorda

Seascape Guest House is an exquisitely designed one bedroom villa on Virgin Gorda in the British Virgin Islands. Just completed, the spacious 650 SF villa is sustainably designed and features an open plan kitchen and living area with master bedroom and ensuite bathroom. The screened in patio and roof deck provide additional outdoor space to relax and take in the stunning ocean views. A short walk from all the amenities of Leverick Bay Resort, Seascape is a one of a kind BVI retreat.

Top guest favorite
Home in Sea Cow Bay
5 out of 5 average rating, 13 reviews

Modern Villa | Panoramic views|On-site car rental

Welcome to your island home away from home—a spacious 3-bedroom retreat with stunning island views. Perched above Nanny Cay, our mahogany-crafted modern villa offers panoramic views from Virgin Gorda to St. John, USVI. Whether you're grilling with family, soaking in the scenery, or working remotely with high-speed fibre-optic internet and a cozy office nook, DenJen Villa offers the perfect blend of comfort, style, and tranquility for a truly memorable stay.

Guest favorite
Home in Brandywine Bay
5 out of 5 average rating, 13 reviews

Ocean View•Family Retreat•Outdoor Living•Workspace

This brand-new 3-bedroom, 3-bathroom home is your private retreat in the Tortola, Virgin Islands, offering modern elegance, stunning ocean views, and unmatched comfort. Centrally located, this gem provides easy access to the island. A pristine beach 5 mins drive away and a top fine dining restaurant are also nearby. Designed for both relaxation and adventure, this home is perfect for families, groups, and business travelers seeking a high-end getaway.

Guest favorite
A balcony railing is prominently displayed, framing a serene view of calm waters and distant islands under a clear blue sky. The sunlight reflects off the water's surface, creating a peaceful atmosphere. Green vegetation can be seen emerging from the water.
Home in Tortola
4.96 out of 5 average rating, 51 reviews

Seaside Townhome, Dock, 2 Bdrm

Escape to your own private paradise at Coconut Tree, a one-of-a-kind vacation with a style all its own. Nestled on the water's edge just 15 minutes from Road Town this idyllic retreat offers breathtaking ocean views and an atmosphere of pure relaxation. Whether you're seeking adventure, romance, or simply a chance to unwind and recharge, Coconut Tree is the perfect destination for your next getaway. Book now and discover the magic!

Top guest favorite
Apartment in Road Town
4.98 out of 5 average rating, 43 reviews

2 Bedroom Apartment in Great Mountain

Experience this spacious 2-bedroom, 1-bathroom apartment nestled in the peaceful hills of Great Mountain. Just a 7-minute drive from the capital, Road Town, this inviting retreat offers the perfect blend of comfort and convenience. Unwind and feel at home as you take in the breathtaking views and enjoy the tranquility of nature in this hidden gem your perfect home away from home.

Guest favorite
Hut in Tortola
4.95 out of 5 average rating, 182 reviews

Tiny Cozy Shack 8 minutes from Beef Island airport

Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

Top guest favorite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Wesley Will
4.94 out of 5 average rating, 161 reviews

Stylish, Secluded, Hot Tub and Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

Top guest favorite
An outdoor area features a private pool surrounded by a deck with lounge chairs. Lush greenery and rocky landscaping create a natural setting, while the two-story house offers large glass windows that showcase scenic views of the hillside.
Villa in Wesley Will
5 out of 5 average rating, 62 reviews

Villa Naku, escape and relax.

Naku is a fantastic place to escape the hustle and bustle and really get back to nature. We are developing our guide book, but we have extensive knowledge and friends on island , so please let us know what your interests are and we will do our best to help. Please enjoy and let yourself escape.

Guest favorite
A private balcony area features two comfortable wood chairs with light cushions positioned around a small wooden table. Views of the marina and lush greenery are visible, with mountains in the background under soft golden light.
Townhouse in Road Town
4.89 out of 5 average rating, 57 reviews

Road Town Marina 2BR Condo

Located in the heart of Road Town, you will be close to many restaurants, stores, and the main ferry terminal. This 2BR condo can accommodate up to 5 guests and has just been renovated. Enjoy the free dedicated parking spot and all the beautiful sights Tortola has to offer.

Guest favorite
A cozy sleeping area features a spacious bed dressed in light-colored linens and decorative pillows. A large window with vibrant blue curtains provides a scenic view of the ocean, while a television and wooden furniture add functionality to the inviting space.
Cabin in Kingston
4.86 out of 5 average rating, 35 reviews

Champagne Chalet

Keep it simple at this peaceful and centrally-located place. Located in the garden of Brandywine Estate Restaurant. Close to the airport, Hodges Creek Marina, Road Town and also has beach access.

Popular amenities for Kingston vacation rentals