Kingston Vacation Rentals

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Our top choices for Kingston vacation rentals

Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town
Road Town
The price is CA $212
CA $241 total
includes taxes & fees
May 8 - May 9
Peaceful Studio Retreat w/ Full Kitchen near Great Mountain • 5 Min to Road Town

Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC
Jost Van Dyke
10.0 out of 10, Exceptional, (2 reviews)
"The views where beautiful Nigel was an excellent host very friendly and welcoming this is one of the best spots in the bvi "
United States
Jake P.
The price is CA $657
CA $813 total
includes taxes & fees
May 1 - May 2
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches
Tortola
9.8 out of 10, Exceptional, (7 reviews)
"Great host safe quiet and clean apartment "
United States
Sovill
The price is CA $129
CA $293 total
includes taxes & fees
May 4 - May 5
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach
Tortola
The price is CA $149
CA $311 total
includes taxes & fees
May 1 - May 2
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (30 reviews)
"Staff was great. Place was clean. Outside seating was perfect. "
United States
Kathryn
The price is CA $246
CA $308 total
includes taxes & fees
May 6 - May 7
Coconut Breeze Villas

5 Studio with queen bed & bathroom - 10 min to beach & town

5 Studio with queen bed & bathroom - 10 min to beach & town
Tortola
The price is CA $149
CA $349 total
includes taxes & fees
May 1 - May 2
5 Studio with queen bed & bathroom - 10 min to beach & town

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View
Tortola
6.0 out of 10, (1 review)
"Tough to find location even with the directions provided, poor signage overall. The bedding left some to be desired (one small blanket barely large enough for 1 person, the roosters and barking dogs made impossible to sleep without closing the windows making using the air conditioner necessary, communication was ok"
United States
Michael
The price is CA $134
CA $299 total
includes taxes & fees
May 4 - May 5
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital
Road Town
The price is CA $280
CA $575 total
includes taxes & fees
May 2 - May 3
SUNFLOWER LANE APARTMENT #5 - OCEAN VIEW 7 mins from Capital

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 10, Exceptional, (33 reviews)
"Very nice villa with great view. Friendly and helpful owner. Only minor issue was the HVAC was pretty loud."
United States
Chuck
The price is CA $492
CA $542 total
includes taxes & fees
May 6 - May 7
Ocean View Villa

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!
Tortola
9.0 out of 10, Wonderful, (13 reviews)
"We had a fabulous time!! Plenty to do & see - all within walking distance. It was perfect for our trip. "
United States
Sue T.
The price is CA $273
CA $445 total
includes taxes & fees
May 11 - May 12
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

Divine, Secluded Villa w/ Endless Views Near Top BVI Water Activities | 3 Units

Divine, Secluded Villa w/ Endless Views Near Top BVI Water Activities | 3 Units
Scrub Island
The price is CA $8,300
CA $11,196 total
includes taxes & fees
May 1 - May 2
Divine, Secluded Villa w/ Endless Views Near Top BVI Water Activities | 3 Units

Secluded Beachfront Teepee Villa w/ Ocean Views

Secluded Beachfront Teepee Villa w/ Ocean Views
Buck Island
The price is CA $2,565
CA $3,315 total
includes taxes & fees
May 4 - May 5
Secluded Beachfront Teepee Villa w/ Ocean Views

Little Harbour Mariner Villa- Luxurious -1BR-1Bath Apt.

Little Harbour Mariner Villa- Luxurious -1BR-1Bath Apt.
Jost Van Dyke
The price is CA $390
CA $445 total
includes taxes & fees
May 1 - May 2
Little Harbour Mariner Villa- Luxurious -1BR-1Bath Apt.

Nature's Hideaway

Nature's Hideaway
Horsepath
10.0 out of 10, Exceptional, (1 review)
"Naja is the best! "
United States
John
The price is CA $197
CA $224 total
includes taxes & fees
May 2 - May 3
Nature's Hideaway

Fort Recovery Oceanfront 2BR Signature Villa

Fort Recovery Oceanfront 2BR Signature Villa
Tortola
8.4 out of 10, Very good, (7 reviews)
"Great accommodations, clean well provision, and the views were spectacular. Best of all Justin was so accommodating and helpful as well as his father Brian. Thank you very much we appreciate everything and we will be back."
United States
Brenda B.
The price is CA $602
CA $748 total
includes taxes & fees
May 4 - May 5
Fort Recovery Oceanfront 2BR Signature Villa

Caribbean Escape, Sunrise Oceanview Suite in BVI

Caribbean Escape, Sunrise Oceanview Suite in BVI
Buck Island
The price is CA $1,817
CA $2,348 total
includes taxes & fees
May 4 - May 5
Caribbean Escape, Sunrise Oceanview Suite in BVI

Tranquil Desires, Villa

Tranquil Desires, Villa
Jost Van Dyke
10.0 out of 10, Exceptional, (4 reviews)
"This was a fantastic stay. The location cannot beat. The views were breathtaking and it’s an easy walk to Foxy’s and all of great harbour. The hosts John and Rose were warm and welcoming. This is an easy 5 stars. "
United States
Christopher P.
The price is CA $616
CA $938 total
includes taxes & fees
May 6 - May 7
Tranquil Desires, Villa

Vacation Rental in Jost Van Dyke.

Vacation Rental in Jost Van Dyke.
Jost Van Dyke
10.0 out of 10, Exceptional, (69 reviews)
"Hosts were great. Rooms were clean and the view was spectacular!"
United States
Charles F.
The price is CA $677
CA $897 total
includes taxes & fees
May 31 - Jun 1
Vacation Rental in Jost Van Dyke.

Presence | Sunrise Ocean View in BVI

Presence | Sunrise Ocean View in BVI
Buck Island
The price is CA $2,053
CA $2,654 total
includes taxes & fees
May 4 - May 5
Presence | Sunrise Ocean View in BVI

Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (14 reviews)
"Great location with an amazing view, our host was really nice and helpful with places to go and visit. Super clean, we recommend this place 100% !"
United States
aurelie A.
The price is CA $274
CA $468 total
includes taxes & fees
May 2 - May 3
Top of the Hill Blue Sunshine
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kingston Hotel Reviews

Find out more about Kingston

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kingston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Kingston?

Yes, we offer vacation rentals close to popular sights in Kingston, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Kingston?

Unique beach front property steps away from the beautiful waters of brewers bay.: This vacation home rental near Kingston is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Kingston?

While you're exploring the area, Trunk Bay and Anegada Island are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Tortola Cruise Ship Port and Hodge's Creek Marina.

What are vacation rentals like in Kingston?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Kingston. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip.