Kingswood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kingswood vacation rentals

Wabi-Sabi Villa

Wabi-Sabi Villa
5.0 star property
Lucea
10.0 out of 10, Exceptional, (2 reviews)
"This property had amazing staff and the place was beautiful. I absolutely loved them! "
United States
Andrea
Wabi-Sabi Villa

White Sky Beach Villas

White Sky Beach Villas
New Hope
The price is CA $1,050
CA $1,236 total
includes taxes & fees
Mar 3 - Mar 4
White Sky Beach Villas

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Montego Bay
10.0 out of 10, Exceptional, (65 reviews)
"Such a nice stay at windfall Villas, Mel was great and always able to get us to anywhere at almost anytime we needed. It was beautiful and peaceful at the property. Would highly recommend to anyone checking out Montego Bay. Think twice begore trying drive here. In my opinion this is one dangerous place to drive unless you’ve driven here before. Mel made this part of our trip completely safe. "
United States
Jeff B.
The price is CA $415
CA $472 total
includes taxes & fees
Mar 5 - Mar 6
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
roundhill
9.8 out of 10, Exceptional, (20 reviews)
"I enjoyed my time here. It truly felt like it was my home. Mel made every effort to ensure that we were comfortable. I felt safe. The pool was refreshing."
United States
Yolande W.
The price is CA $415
CA $472 total
includes taxes & fees
Mar 4 - Mar 5
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (12 reviews)
"The view and ambience was pure bliss!"
United States
Roxanne
The price is CA $728
CA $1,003 total
includes taxes & fees
Mar 4 - Mar 5
Stunning Ocean View

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
Unity Villa

Eleven30 Luxury Apartments

Eleven30 Luxury Apartments
3.0 star property
Negril
The price is CA $184
CA $215 total
includes taxes & fees
Mar 3 - Mar 4
Eleven30 Luxury Apartments

Paradise Oasis at Oceanpointe (btw Montego Bay and Negril)

Paradise Oasis at Oceanpointe (btw Montego Bay and Negril)
Lucea
8.0 out of 10, Very good, (2 reviews)
"This home is a home away from home. The PERFECT piece of paradise on this amazing island. Our stay was well welcomed and we wish we had stayed longer. 10/10 recommend and we plan to visit and stay again!"
United States
Jonathan
The price is CA $151
CA $303 total
includes taxes & fees
Mar 3 - Mar 4
Paradise Oasis at Oceanpointe (btw Montego Bay and Negril)

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is CA $80
CA $107 total
includes taxes & fees
Mar 3 - Mar 4
Firefly cottage with Ocean view

Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc

Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc
Lucea
10.0 out of 10, Exceptional, (1 review)
"We fully enjoyed our stay. On arrival we had a few issues mainly because we arrived early and had some missed communication with Nadia. She promptly helped us resolve a few minor issues and the rest of our stay was literally a breeze, as in wonderful sea breezes! The accommodations were just as described, it felt safe and comfortable."
United States
Noel B.
The price is CA $132
CA $235 total
includes taxes & fees
Mar 4 - Mar 5
Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc

The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.
Lucea
8.0 out of 10, Very good, (4 reviews)
"We enjoyed ourselves. And our stay was very pleasant."
United States
Cynthia N.
The price is CA $136
CA $237 total
includes taxes & fees
Mar 3 - Mar 4
The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

SunGaze villa with AC in vibrant Orange Hill District Negril

SunGaze villa with AC in vibrant Orange Hill District Negril
Good Hope
The price is CA $190
CA $269 total
includes taxes & fees
Mar 3 - Mar 4
SunGaze villa with AC in vibrant Orange Hill District Negril

Allamanda Villa- Tryall Resort Membership- van/driver- nanny

Allamanda Villa- Tryall Resort Membership- van/driver- nanny
Montego Bay,
10.0 out of 10, Exceptional, (49 reviews)
"Exactly as advertised. Beautiful home and amazing staff. We had a wonderful stay. Highly recommend. "
United States
Amalia D.
The price is CA $2,338
CA $2,671 total
includes taxes & fees
Mar 15 - Mar 16
Allamanda Villa- Tryall Resort Membership- van/driver- nanny

Bak A Yaad Timberland Cottage

Bak A Yaad Timberland Cottage
West End
10.0 out of 10, Exceptional, (3 reviews)
"My family and I stayed for 2 days and it was unforgettable! The place was clean and tidy! Jordan (host) offered great recommendations for restaurants nearby- many within walking distance. Rick’s cafe across the street with amazing views! We had a great time and can’t wait to be back "
United States
Bridgette A.
The price is CA $184
CA $230 total
includes taxes & fees
Mar 3 - Mar 4
Bak A Yaad Timberland Cottage

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
The price is CA $138
CA $160 total
includes taxes & fees
Mar 3 - Mar 4
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

Modern Home 10minstobeach, Private Cliff, AC Wifi

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
Negril
The price is CA $112
CA $131 total
includes taxes & fees
Mar 3 - Mar 4
Modern Home 10minstobeach, Private Cliff, AC Wifi

Cozy Home in Oceanpointe, Lucea, Hanover in Jamaica - 2BR 2WR

Cozy Home in Oceanpointe, Lucea, Hanover in Jamaica - 2BR 2WR
Hanover, Parish
The price is CA $191
CA $278 total
includes taxes & fees
Mar 7 - Mar 8
Cozy Home in Oceanpointe, Lucea, Hanover in Jamaica - 2BR 2WR

Tranquil Park

Tranquil Park
Orange Bay
The price is CA $85
CA $125 total
includes taxes & fees
Mar 3 - Mar 4
Tranquil Park

Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
The price is CA $86
CA $113 total
includes taxes & fees
Mar 3 - Mar 4
Dragon fly Cottage

Oceanpointe Villa, Brand new, Clean, Cottage with all the resort amenities.

Oceanpointe Villa, Brand new, Clean, Cottage with all the resort amenities.
Lucea
The price is CA $341
CA $499 total
includes taxes & fees
Mar 3 - Mar 4
Oceanpointe Villa, Brand new, Clean, Cottage with all the resort amenities.
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Kingswood Hotel Reviews

Find out more about Kingswood

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 Kingswood. 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

Can I find a vacation rental in Kingswood?

Yes, we give you a choice of vacation rentals near the most popular attractions in Kingswood, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Kingswood has to offer?

Deluxe appartment at Point village: You might want to consider this vacation home rental near Kingswood, which has air-conditioning and a plasma TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals will I find in Kingswood?

Expedia has 250 vacation rentals for your stay in Kingswood.

What can I see and do in Kingswood?

Explore the area and family-friendly sights such as Kool Runnings Water Park, or get out into nature at a spot like Seven Mile Beach. Negril Hills Golf Club and Time Square Mall are a couple of places you'll find in the larger area.

What are vacation rentals like in Kingswood?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Kingswood. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a small group gathering.