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
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Windsor Castle holiday rentals

Interior

Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Snow District
The price is HK$1,763
HK$2,255 total
includes taxes & fees
12 Apr - 13 Apr
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Exterior

Casa Tianna Guest Apartments

Casa Tianna Guest Apartments
3.0 star property
Havendale
9.4 out of 10, Exceptional, (53 reviews)
"We had a three night stay here and it was magnificent! We had a quiet night just drinking a couple of beers on the master balcony. Damian was an attentive, host Excellent place to stay in Kingston!"
United States
Deborah
The price is HK$1,135
HK$1,923 total
includes taxes & fees
10 Apr - 11 Apr
Casa Tianna Guest Apartments
Property grounds

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
The price is HK$811
HK$941 total
includes taxes & fees
9 Apr - 10 Apr
Windbreak Villa
Private kitchen

Large home in Portland Parrish

Large home in Portland Parrish
Black Hill
The price is HK$1,959
HK$2,241 total
includes taxes & fees
9 Apr - 10 Apr
Large home in Portland Parrish
Beach

Hope Bay-Peaceful getaway w/ pool and steps to natural beach

Hope Bay-Peaceful getaway w/ pool and steps to natural beach
Hope Bay
8.0 out of 10, Very good, (6 reviews)
"Good place to stay"
Canada
Fiona L.
The price is HK$901
HK$1,161 total
includes taxes & fees
10 Apr - 11 Apr
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
1 bedroom, iron/ironing board, free WiFi, bed sheets

Kai's Place @ Tim Pappies 3rd Floor luxury villa

Kai's Place @ Tim Pappies 3rd Floor luxury villa
Port Antonio
10.0 out of 10, Exceptional, (1 review)
"Totally recommend to stay at this accomodation!!!! The place was spectacular, looked exactly as the images provided!!! It is explained truthfully from the information provided.The ambiance of the place is so peaceful and relaxing!!! Double thumbs up to the hosts for being fantastic and welcoming!!!!"
United Kingdom
Shanice M.
The price is HK$656
HK$969 total
includes taxes & fees
12 Apr - 13 Apr
Kai's Place @ Tim Pappies 3rd Floor luxury villa
Exterior detail

New Kingston Apt at Wellington Cove

New Kingston Apt at Wellington Cove
3.5 star property
Liguanea
8.8 out of 10, Excellent, (8 reviews)
"I rented this apartment for about a week during business presentation in Kingston. The staff were helpful, detailed and kind. Also, the location and general layout is very safe and well-kept. I appreciated having laundry appliances and a full kitchen with pots and pans so that I could cook, too. Security guards at gate 24/7 plus staff on WhatsApp made me feel like everything was always taken care of. Also, I was concerned about mosquitos, but the apartment is set up so that they basically...
United States
Melanie
The price is HK$967
HK$1,834 total
includes taxes & fees
9 Apr - 10 Apr
New Kingston Apt at Wellington Cove
Beach nearby

Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.

Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
Islington
9.0 out of 10, Wonderful, (13 reviews)
"I feld very confortable staying there nice mountain views."
United States
Arlene B.
The price is HK$259
HK$501 total
includes taxes & fees
19 Apr - 20 Apr
Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
Terrace/patio

RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Port Antonio
10.0 out of 10, Exceptional, (1 review)
"Everything from the check-in to the stay and check-out was superb. Will be back for sure! Lovely home, with comfortable rooms and beds."
United States
tifevers@msn.com
The price is HK$1,254
HK$1,447 total
includes taxes & fees
19 Apr - 20 Apr
RVGH 10 bedrooms, 1300.00 PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Pool

Pirate Palms 1 Bedroom - 1 Bath

Pirate Palms 1 Bedroom - 1 Bath
Kingston
The price is HK$725
HK$882 total
includes taxes & fees
9 Apr - 10 Apr
Pirate Palms 1 Bedroom - 1 Bath
Interior detail

Eclipse Suite Guest Apartments

Eclipse Suite Guest Apartments
3.5 star property
Havendale
9.2 out of 10, Wonderful, (21 reviews)
"Nice location "
United States
Robert
The price is HK$853
HK$1,655 total
includes taxes & fees
22 Apr - 23 Apr
Eclipse Suite Guest Apartments
Terrace/patio

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$602
HK$700 total
includes taxes & fees
9 Apr - 10 Apr
Tapioca Village Retreat
1 bedroom, desk, iron/ironing board, travel cot

Cozy Cottage in Jamaica's Blue Mountains

Cozy Cottage in Jamaica's Blue Mountains
East Rural St. Andrew
The price is HK$2,429
HK$2,782 total
includes taxes & fees
14 Apr - 15 Apr
Cozy Cottage in Jamaica's Blue Mountains
Beach towels

Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Port Antonio
The price is HK$635
HK$1,105 total
includes taxes & fees
22 Apr - 23 Apr
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Property grounds

My cabin at the peak of Blue Mountain is nature’s finest retreat

My cabin at the peak of Blue Mountain is nature’s finest retreat
Kingston
The price is HK$940
HK$32,403 total
includes taxes & fees
13 Apr - 14 Apr
My cabin at the peak of Blue Mountain is nature’s finest retreat
Fridge, microwave, oven, stovetop

Apt. In gated community near Bob Marley Museum with a pool

Apt. In gated community near Bob Marley Museum with a pool
Barbican
The price is HK$627
HK$940 total
includes taxes & fees
13 Apr - 14 Apr
Apt. In gated community near Bob Marley Museum with a pool
Living room

New Kingston Guest Apartment at Donhead

New Kingston Guest Apartment at Donhead
3.0 star property
New Kingston
9.6 out of 10, Exceptional, (17 reviews)
"Best value for money in Kingston. Safe, clean apartment with everything you need for self-catering and great air-conditioning and wi-fi. So close to the US Embassy, our trip went smoothly. Only issue is that check-in is very late and check-out is very early."
United States
Anonymous traveller
The price is HK$1,368
HK$2,315 total
includes taxes & fees
22 Apr - 23 Apr
New Kingston Guest Apartment at Donhead
2 bedrooms, desk, iron/ironing board, free WiFi

Weekendz- Cozy 2BRD Suite

Weekendz- Cozy 2BRD Suite
Port Antonio
The price is HK$862
HK$1,685 total
includes taxes & fees
22 Apr - 23 Apr
Weekendz- Cozy 2BRD Suite
2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Casa Royale Guest Apartment

Casa Royale Guest Apartment
3.5 star property
Molynes Gardens
9.6 out of 10, Exceptional, (67 reviews)
"Place was very clean and comfortable."
United States
Demar
The price is HK$883
HK$1,733 total
includes taxes & fees
9 Apr - 10 Apr
Casa Royale Guest Apartment
Interior

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$823
HK$980 total
includes taxes & fees
16 Apr - 17 Apr
Dreaming in the Sun Getaway
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

The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel

10/10 Excellent
"Yes "
xavier 2-night trip
Posted 8 hours ago
The Jamaica Pegasus Hotel

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?

2 Bedroom Townhouse at Surbiton Square: This holiday home rental outside of Windsor Castle is equipped with a private garden, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

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.