Default HTG hotel image

Windsor Castle Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Windsor Castle holiday rentals

A wooden bed with intricate carvings, a bedside lamp, and a robe hanging on the wall.

1. Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
The price is HK$658
HK$764 total
includes taxes & fees
11 Oct - 12 Oct
Windbreak Villa
A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.

2. Reggae Legends Estate

Reggae Legends Estate
3.5 star property
Jack's Hill
9.8 out of 10, Exceptional, (6 reviews)
"A really amazing find! Stunning location with fantastic views. Quiet and relaxing. The cabin was a great experience and we were so well looked after by Anne-Marie."
United Kingdom
Nicola
The price is HK$1,104
HK$1,277 total
includes taxes & fees
2 Nov - 3 Nov
Reggae Legends Estate
A deck with blue lounge chairs and a small blue boat, overlooking a river with a forested hillside in the background.

3. Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is HK$628
HK$730 total
includes taxes & fees
15 Oct - 16 Oct
Tapioca Village Retreat
A coastal property with a house surrounded by trees, a beach, and rocky terrain.

4. Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove

Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove
St Mary
The price is HK$1,491
HK$2,244 total
includes taxes & fees
13 Oct - 14 Oct
Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove
A room with large windows offering a view of a coastal landscape and dense greenery.

5. Dreaming in the Sun Getaway

Dreaming in the Sun Getaway
St. Mary Parish
10.0 out of 10, Exceptional, (1 review)
"This property was an unexpected great find in Robins Bay. Just 3 minutes from the fork in the town. The view of the ocean, the comfortable mattress, the lovely fruit trees and the spacious living room and verandah helped to make our stay a very pleasant one. Aleisha was extremely responsive and her husband Wray and Miss Chunny took care of every detail. The Jamaican breakfast that Chunny made was extremely delicious and it came with a very generous serving of local fruits for a reasonable...
United States
Marva
The price is HK$1,138
HK$1,303 total
includes taxes & fees
11 Oct - 12 Oct
Dreaming in the Sun Getaway
Terrace/patio

6. Amazingly Affordable Savings "Rustic Jamaican Vibes" on Ocean Front, Selecluded

Amazingly Affordable Savings "Rustic Jamaican Vibes" on Ocean Front, Selecluded
St. Mary, Jamaica
The price is HK$2,668
HK$3,853 total
includes taxes & fees
11 Oct - 12 Oct
Amazingly Affordable Savings "Rustic Jamaican Vibes" on Ocean Front, Selecluded
A wooden deck with a hammock, a wooden table, and a view of the ocean.

7. Special Low Rate, Tranquil Soaking Tub on Roof Overlooking Turquoise Beach

Special Low Rate, Tranquil Soaking Tub on Roof Overlooking Turquoise Beach
St Mary
The price is HK$1,726
HK$2,590 total
includes taxes & fees
21 Oct - 22 Oct
Special Low Rate, Tranquil Soaking Tub on Roof Overlooking Turquoise Beach
Dream Maker Private Beach

8. Tropical Tranquility and "Secluded Bliss: Dream Maker Hideaway"

Tropical Tranquility and "Secluded Bliss: Dream Maker Hideaway"
Robins Bay
The price is HK$1,491
HK$2,244 total
includes taxes & fees
13 Oct - 14 Oct
Tropical Tranquility and "Secluded Bliss: Dream Maker Hideaway"
Beach

9. Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons

Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
St. Mary
The price is HK$628
HK$1,146 total
includes taxes & fees
21 Oct - 22 Oct
Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
Eazy Breezy

10. Hassle Free Getaway Beach Front Property, family friendly

Hassle Free Getaway Beach Front Property, family friendly
St Mary
The price is HK$785
HK$1,334 total
includes taxes & fees
14 Oct - 15 Oct
Hassle Free Getaway Beach Front Property, family friendly
A wooden staircase leading to a small wooden building with a white door and windows.

11. Jamaica House - The Blue Mountain Wilderness Retreat

Jamaica House - The Blue Mountain Wilderness Retreat
Bangor Ridge
The price is HK$549
HK$761 total
includes taxes & fees
11 Oct - 12 Oct
Jamaica House - The Blue Mountain Wilderness Retreat
balcony

12. Low, Low Rate, Very Affordable Cottage on Private White Sand Beach

Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
St. Mary
The price is HK$1,256
HK$1,938 total
includes taxes & fees
13 Oct - 14 Oct
Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
A modern hotel room with a large bed, a dark headboard, a small round table, a brown sofa, and a view of greenery through the window.

13. The Gardens

The Gardens
3.0 star property
Barbican
7.8 out of 10, Good, (68 reviews)
"The place was very clean, the bed was comfortable and the bathroom was very modern. Loved the place!"
United States
Jelani
The price is HK$746
HK$753 total
includes taxes & fees
11 Oct - 12 Oct
The Gardens
A window with a view of a lush landscape and the ocean.

14. Pearl Ocean Villa

Pearl Ocean Villa
3.5 star property
Saint Margarets Bay
10.0 out of 10, Exceptional, (1 review)
"Cleanest the hoast was superb"
United States
Michael
Pearl Ocean Villa
A modern living room with a sofa, coffee table, and television.

15. Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
9.4 out of 10, Exceptional, (15 reviews)
"Absolutely beautiful and helpful property owners. Looking forward to staying again."
United States
Colin
The price is HK$742
HK$1,212 total
includes taxes & fees
15 Oct - 16 Oct
Urban Charm: Modern One Bedroom
pirates Den

16. Discounted New! Tranquil, Luxurious 2 Bedroom, Oceanfront Villa in Paradise

Discounted New! Tranquil, Luxurious 2 Bedroom, Oceanfront Villa in Paradise
Robins Bay
The price is HK$1,962
HK$2,896 total
includes taxes & fees
21 Oct - 22 Oct
Discounted New! Tranquil, Luxurious 2 Bedroom, Oceanfront Villa in Paradise
A hotel room with a bed, a window with curtains, a desk with a computer, and a chair.

17. Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
7.8 out of 10, Good, (74 reviews)
"This was the worst rental I've ever had . I reserved"
United States
Teri
The price is HK$450
HK$800 total
includes taxes & fees
23 Oct - 24 Oct
Abacus Jamaica the Zana Suite
A grassy area with a stone structure, trees, and a parked car.

18. Blue Mountains Jamaican Vacation

Blue Mountains Jamaican Vacation
St Peters
The price is HK$1,256
HK$1,755 total
includes taxes & fees
12 Oct - 13 Oct
Blue Mountains Jamaican Vacation
A balcony with a view of the ocean, a lounge chair, and two drinks on a table.

19. Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio

Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio
Snow District
10.0 out of 10, Exceptional, (3 reviews)
"Randy's place is clean and is exactly as seen online. Must come back here"
Canada
Max L.
The price is HK$1,766
HK$2,258 total
includes taxes & fees
22 Oct - 23 Oct
Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio
A wooden desk with a laptop and a desk lamp.

20. 1BR Comfort City Apartment with pool

1BR Comfort City Apartment with pool
2.0 star property
Kingston
10.0 out of 10, Exceptional, (1 review)
"Good"
United Kingdom
Shavel
The price is HK$1,256
HK$2,276 total
includes taxes & fees
12 Oct - 13 Oct
1BR Comfort City Apartment with pool
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Castle Hotel Reviews

S Hotel Kingston

S Hotel Kingston

10/10 Excellent
"An excellent experience for the entire group. Even after a cellphone was misplaced…found….and forwarded to S MoBay THANK YOU S Kingston and S MoBay… for making our visit such a memorable one. Immaculate forever 🤗"
Pat 3-night trip
Posted less than an hour ago
S Hotel Kingston

Find out more about Windsor Castle

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

  • View our selection of featured holiday rentals in Windsor Castle
  • Use the map to find apartments and other holiday homes in the Windsor Castle neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor Castle while they last

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

Frequently asked questions

Can I find a holiday rental in Windsor Castle?

Yes, there are holiday rentals close to the most popular sights in Windsor Castle, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windsor Castle has to offer?

Perfect View - Entire House: This holiday home rental outside of Windsor Castle has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Windsor Castle?

Explore the area and family-friendly sights such as Hope Zoo, or get out into nature at a spot like Blue and John Crow Mountains National Park. Somerset Falls and Manor Park Plaza are a couple of places you'll find in the wider area.

What are holiday rentals like in Windsor Castle?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor Castle. Holiday rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for small groups.