Kingswood Vacation Rentals

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Check prices for these dates

Tonight
Dec 6 - Dec 7
Tomorrow
Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Vacation Rentals in Kingswood

Outdoor pool, pool umbrellas, sun loungers
Idle Awhile Cliffs

Villa in West End

3.5 star property
9.0 out of 10, Wonderful, (119)
"We adored this “rustic” property with its early morning birdsong, simple clean (very clean!) rooms and lovely pool overlooking the ocean. Delicious breakfast poolside or on our terrace. Courteous and kind staff. Highly recommend!"
United States
Pamela
Idle Awhile Cliffs
Restaurant
Beach House Condos Negril

Aparthotel in Negril

3.5 star property
9.0 out of 10, Wonderful, (57)
"The unit was better than expected, very spacious, clean, and full of amenities. Furniture, beds, snd AC all great! I will be returning snd rentong beach view. Great prices too! Restaurant served one of the best ackee and saltfish breakfastvall trip! Security was also vey friendly abd generous!"
United States
Mark
The price is ￥29,475
￥36,999 total
includes taxes & fees
Dec 7 - Dec 8
Beach House Condos Negril
Premium Cottage, 1 Queen Bed, Pool View | Balcony view
Villas Sur Mer

Villa in West End

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
United States
ronesha
The price is ￥34,206
￥37,782 total
includes taxes & fees
Dec 13 - Dec 14
Villas Sur Mer
Electric kettle, toaster
Unity Villa

Apartment in Montego Bay

3.0 star property
8.0 out of 10, Very Good, (1)
"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
On the beach, sun loungers, beach towels
Swim, Sleep and Exhale. Good for 1, perfect for 2 - 24hr security, Free Wifi

Apartment in Negril

10.0 out of 10, Exceptional, (11)
"Everything was great at the place and the owner contacted back very soon after we messaged her."
United States
mark K.
The price is ￥11,883
￥24,309 total
includes taxes & fees
Dec 10 - Dec 11
Swim, Sleep and Exhale. Good for 1, perfect for 2 - 24hr security, Free Wifi
Property grounds
The Artist cabin is a mountain cabin overlooking the sea and coastline

Vacation Home in Cave

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is ￥7,757
￥10,860 total
includes taxes & fees
Dec 8 - Dec 9
The Artist cabin is a mountain cabin overlooking the sea and coastline
Beach nearby, beach towels
Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc

Vacation Home in Lucea

10.0 out of 10, Exceptional, (1)
"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 ￥14,883
￥26,458 total
includes taxes & fees
Dec 7 - Dec 8
Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc
Property grounds
Muris Light Sanctuary

Vacation Home in Savanalamar

10.0 out of 10, Exceptional, (1)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is ￥5,430
￥20,633 total
includes taxes & fees
Dec 7 - Dec 8
Muris Light Sanctuary
Outdoor dining
Firefly cottage with Ocean view

Vacation Home in Cave District

10.0 out of 10, Exceptional, (27)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is ￥10,718
￥13,825 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Firefly cottage with Ocean view
Exterior
SeaEsta Negril

Apartment in West End

9.0 out of 10, Wonderful, (2)
"I was the first person to occupy this beautifully, newly renovated apartment. Naturally, there were a few items needed, such as an iron and ironing board, kitchen knives, a pot, oven gloves, etc., and both Lina and Gerome, the onsite maintenance man, were not only quick in obtaining and supplying such things, they were very appreciative of the feedback. Air Conditioning, hot and cold water were all functional, and I understand a swimming pool is being renovated also. This property is just...
Canada
Sylvia F.
The price is ￥12,410
￥21,718 total
includes taxes & fees
Dec 7 - Dec 8
SeaEsta Negril
Outdoor pool
Bak A Yaad Sapphire Blue Cottage

Cottage in West End

9.4 out of 10, Exceptional, (3)
"The staff was soooooo nice and helpful. Jordan personally went above and beyond to help us out and feel very welcome. They upgraded us free of charge because the cottage was available. The cottage we stayed in was very cute and clean. 10/10 would go back if ever in negril."
United States
Megan T.
The price is ￥17,064
￥22,726 total
includes taxes & fees
Dec 9 - Dec 10
Bak A Yaad Sapphire Blue Cottage
House, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen
Mini Cozy Lodging

Vacation Home in Whitehouse

3.0 star property
The price is ￥18,305
￥21,206 total
includes taxes & fees
Dec 7 - Dec 8
Mini Cozy Lodging
Exterior
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Vacation Home in Cave

2.0 star property
9.0 out of 10, Wonderful, (2)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is ￥9,308
￥12,411 total
includes taxes & fees
Dec 8 - Dec 9
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Beach nearby
Paradise Oasis at Oceanpointe (btw Montego Bay and Negril)

Vacation Home in Lucea

8.0 out of 10, Very Good, (2)
"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 ￥17,219
￥34,749 total
includes taxes & fees
Dec 9 - Dec 10
Paradise Oasis at Oceanpointe (btw Montego Bay and Negril)
Sport court
The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

Vacation Home in Lucea

8.0 out of 10, Very Good, (4)
"We enjoyed ourselves. And our stay was very pleasant."
United States
Cynthia N.
The price is ￥15,113
￥26,448 total
includes taxes & fees
Dec 8 - Dec 9
The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.
Front of property
Unity Villa

Apartment in Montego Bay

3.0 star property
8.0 out of 10, Very Good, (1)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
United States
Fashira
The price is ￥10,083
￥14,350 total
includes taxes & fees
Dec 7 - Dec 8
Unity Villa
Exterior
Seascape Apartment

Aparthotel in Negril

2.5 star property
7.6 out of 10, Good, (10)
"Clean and family oriented. Owner were very accommodating. I wouldn’t mind staying there again."
United States
joselyn
Seascape Apartment
On the beach
Negril Beach Condo - Jamaica - Hotel Room, no kitchen, Unit 3

Condo in Negril

10.0 out of 10, Exceptional, (7)
"Jean was an awesome host."
Canada
Tammy
The price is ￥20,943
￥26,140 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Negril Beach Condo - Jamaica - Hotel Room, no kitchen, Unit 3
Property grounds
Dragon fly Cottage

Vacation Home in Cave

10.0 out of 10, Exceptional, (7)
"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 ￥12,271
￥15,378 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Dragon fly Cottage
Outdoor pool
Bak A Yaad Timberland Cottage

Cottage in West End

10.0 out of 10, Exceptional, (3)
"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 ￥21,718
￥26,992 total
includes taxes & fees
Dec 7 - Dec 8
Bak A Yaad Timberland Cottage
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 Kingswood Hotel Reviews

Samsara Cliff Resort

Samsara Cliff Resort

10/10 Excellent
"Staff treats you like family"
Tammy 4-night trip
Posted 1 day ago
Samsara Cliff Resort

Find out more about Kingswood

Search for holiday rentals in Kingswood on Expedia! You can easily find your home rentals, villas, holiday apartments in Kingswood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kingswood!

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?

Stunning Ocean View: You might want to consider this vacation home rental near Kingswood, which is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a private yard.

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. Time Square Mall and Negril Lighthouse 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.