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Kingston Vacation Rentals

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Our top choices for Kingston vacation rentals

Coconut Breeze Villas

Coconut Breeze Villas
2.5 star property
Cane Garden Bay
9.4 out of 10, Exceptional, (36 reviews)
"An absolutely amazing place to stay"
United States
Julian
The price is CA $255
CA $319 total
includes taxes & fees
Jul 25 - Jul 26
Coconut Breeze Villas

Ocean View Villa

Ocean View Villa
3.5 star property
Jost Van Dyke
9.6 out of 10, Exceptional, (34 reviews)
"Great scenic view, Friendly owners. Comfortable in every way."
United States
Virginia
The price is CA $383
CA $421 total
includes taxes & fees
Jul 14 - Jul 15
Ocean View Villa

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 $568
CA $702 total
includes taxes & fees
Jun 28 - Jun 29
Cozy 1-bedroom villa in tranquil Jost Van Dyke with AC

Fort Recovery Beachfront Resort

Fort Recovery Beachfront Resort
4.0 star property
West End
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed."
United States
Alberta
The price is CA $310
CA $363 total
includes taxes & fees
Jun 30 - Jul 1
Fort Recovery Beachfront Resort

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, (14 reviews)
"Absolutely wonderful stay. Will plan to stay here whenever we’re in Nanny Cay!"
United States
Margaret
The price is CA $237
CA $371 total
includes taxes & fees
Jun 28 - Jun 29
Sailors Gem II: Experience Caribbean Life at this Spacious Apartment!

#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)
"I could have not asked for a better veiw."
United States
Deborah
The price is CA $133
CA $300 total
includes taxes & fees
Jul 26 - Jul 27
#6 One Bedroom with AC and Bathroom - 10 Minutes from two beaches

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola
Leonards
10.0 out of 10, Exceptional, (8 reviews)
"Perfect for both a little sightseeing and a lot of relaxing."
United States
Michael
The price is CA $351
CA $399 total
includes taxes & fees
Jul 3 - Jul 4
Zafira Luxe 1-bedroom villa with sauna, steam, sunset views, AC, WIFI in Tortola

Beachfront 1-Bedroom Signature Villa

Beachfront 1-Bedroom Signature Villa
Tortola
9.6 out of 10, Exceptional, (16 reviews)
"This property is beautiful. "
United States
Charles F.
The price is CA $426
CA $561 total
includes taxes & fees
Jun 28 - Jun 29
Beachfront 1-Bedroom Signature Villa

The view!!!

The view!!!
White bay jost van dyke
10.0 out of 10, Exceptional, (21 reviews)
"Wonderful stay! Beautiful accommodations!"
United States
Amy E.
The price is CA $402
CA $571 total
includes taxes & fees
Jul 3 - Jul 4
The view!!!

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 $284
CA $485 total
includes taxes & fees
Jun 28 - Jun 29
Top of the Hill Blue Sunshine

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 $204
CA $233 total
includes taxes & fees
Jul 24 - Jul 25
Nature's Hideaway

Oceanfront 1-Bedroom Premium Corner Villa

Oceanfront 1-Bedroom Premium Corner Villa
Tortola
10.0 out of 10, Exceptional, (20 reviews)
"Our view, room and our host were amazing. We would stay here again. The king bed is very comfortable. "
United States
L H.
The price is CA $397
CA $523 total
includes taxes & fees
Jun 28 - Jun 29
Oceanfront 1-Bedroom Premium Corner Villa

#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 $155
CA $323 total
includes taxes & fees
Jun 28 - Jun 29
#7 Studio sunset islands view, queen bed, bath & kitchen 10 min to town & beach

Oceanfront 2 Bedroom Signature Villa

Oceanfront 2 Bedroom 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 $624
CA $830 total
includes taxes & fees
Jul 3 - Jul 4
Oceanfront 2 Bedroom Signature Villa

2 BEDROOMS WITH OCEAN VIEW AND GARDEN VIEW IN JOST VAN DYKE – SUNRISE

2 BEDROOMS WITH OCEAN VIEW AND GARDEN VIEW IN JOST VAN DYKE – SUNRISE
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 $702
CA $939 total
includes taxes & fees
Jul 12 - Jul 13
2 BEDROOMS WITH OCEAN VIEW AND GARDEN VIEW IN JOST VAN DYKE – SUNRISE

Tranquil Desires, Villa

Tranquil Desires, Villa
Jost Van Dyke
10.0 out of 10, Exceptional, (6 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 $639
CA $974 total
includes taxes & fees
Jun 29 - Jun 30
Tranquil Desires, Villa

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 $139
CA $309 total
includes taxes & fees
Jun 28 - Jun 29
Cozy Studio4 in serene Tortola with AC, WiFi. Enjoyable getaway with Sunset View

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC
Tortola
10.0 out of 10, Exceptional, (1 review)
"Excellent!!! Took us in with almost no notice! They were exceptionally friendly and helpful. Place very comfortable and immaculate! Would definitely stay again . "
United States
Garth
The price is CA $390
CA $509 total
includes taxes & fees
Jun 28 - Jun 29
Charming 1-bedroom apartment in welcoming Tortola with WiFi, AC

Oceanfront 2 Bedroom Premium Villa

Oceanfront 2 Bedroom Premium Villa
Tortola
The price is CA $582
CA $767 total
includes taxes & fees
Jun 28 - Jun 29
Oceanfront 2 Bedroom Premium Villa

Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!

Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
Road Town
9.8 out of 10, Exceptional, (18 reviews)
The price is CA $694
CA $955 total
includes taxes & fees
Jul 13 - Jul 14
Family-sized villa- 5 mins from secluded beach! 10 mins from city centre!
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.