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Windsor Castle Holiday Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Windsor Castle holiday rentals

TV

Charming 2-bedroom cottage in delightful Portland ,Jamaica West Indies with AC

Charming 2-bedroom cottage in delightful Portland ,Jamaica West Indies with AC
Portland Parish
10.0 out of 10, Exceptional, (1 review)
"Yes we had a blast at the beach and the Boston jerk center up the street. Our host had great hospitality and was very informative about the area. We will definitely return."
United States
Kaydian S.
The price is HK$784
HK$1,427 total
includes taxes & fees
10 Jul - 11 Jul
Charming 2-bedroom cottage in delightful Portland ,Jamaica West Indies with AC
Premium bedding, bed sheets

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
The price is HK$730
HK$848 total
includes taxes & fees
10 Jul - 11 Jul
Windbreak Villa
Smart TV, books, music library

Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
9.4 out of 10, Exceptional, (12 reviews)
"Absolutely beautiful and helpful property owners. Looking forward to staying again."
United States
Colin
The price is HK$635
HK$1,090 total
includes taxes & fees
21 Jul - 22 Jul
Urban Charm: Modern One Bedroom
Interior

One Bedroom Sea View Villa, Frenchman's Cove Resort

One Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is HK$2,353
HK$3,027 total
includes taxes & fees
10 Jul - 11 Jul
One Bedroom Sea View Villa, Frenchman's Cove Resort
View from property

Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is HK$919
HK$1,803 total
includes taxes & fees
10 Jul - 11 Jul
Ridge Bay Chateau
Beach nearby

Teejay's rustic retreat

Teejay's rustic retreat
Port Antonio
9.0 out of 10, Wonderful, (2 reviews)
"Best ever home the host Brenon was amazing. Brennon made sure me and my family was comfortable and felt at home. Beautiful home, parking was safe and good. Hot water, air conditioner comfort all around"
United States
Andrea W.
The price is HK$902
HK$1,929 total
includes taxes & fees
12 Jul - 13 Jul
Teejay's rustic retreat
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$1,106 total
includes taxes & fees
10 Jul - 11 Jul
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy 1-bedroom house, Molynes Road. Perfect for a peaceful getaway on a budget

Cozy 1-bedroom house, Molynes Road. Perfect for a peaceful getaway on a budget
Ziadie Gardens
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and the place was exactly as described. Hospitality was a 10/10. It was certainly a home away from home vibe."
Canada
Sharon
The price is HK$596
HK$988 total
includes taxes & fees
10 Jul - 11 Jul
Cozy 1-bedroom house, Molynes Road. Perfect for a peaceful getaway on a budget
Beach

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
10.0 out of 10, Exceptional, (1 review)
"As someone who will only stay at a property that has white sheets & presents as very updated/clean, this property was 10/10. Coming from someone who spent several hours looking for the perfect airbnb for our stay in Portland, to get a 10/10 from me is pretty wild. My husband and I booked last minute and the owner Randy and his team were responsive and helpful from the beginning. The property was exactly as pictured but better. At the time of booking, they didn't have any many photos that really...
United States
Matthew N.
The price is HK$1,764
HK$2,272 total
includes taxes & fees
10 Jul - 11 Jul
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Terrace/patio

Apartment with roof top pool

Apartment with roof top pool
2.0 star property
Half Way Tree
9.0 out of 10, Wonderful, (7 reviews)
"Rooms were excellent, really loved the roof was a beautiful view. People were friendly and kind couldnt have asked for a better stay!!"
United States
Jacqueline
The price is HK$1,136
HK$2,165 total
includes taxes & fees
10 Jul - 11 Jul
Apartment with roof top pool
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$1,136
HK$1,923 total
includes taxes & fees
12 Jul - 13 Jul
Casa Tianna Guest Apartments
Full-sized fridge, microwave, oven

PH 1

PH 1
3.0 star property
Half Way Tree
The price is HK$1,152
HK$1,333 total
includes taxes & fees
10 Jul - 11 Jul
PH 1
In-room dining

Kingston Sunset Guest Apartment II

Kingston Sunset Guest Apartment II
3.0 star property
Molynes Gardens
The price is HK$736
HK$1,557 total
includes taxes & fees
9 Aug - 10 Aug
Kingston Sunset Guest Apartment II
View from room

Chancery Hall Hideaway Guest Apt

Chancery Hall Hideaway Guest Apt
3.5 star property
Kingston
The price is HK$1,023
HK$1,902 total
includes taxes & fees
15 Jul - 16 Jul
Chancery Hall Hideaway Guest Apt
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$968
HK$1,835 total
includes taxes & fees
13 Jul - 14 Jul
New Kingston Apt at Wellington Cove
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$627
HK$729 total
includes taxes & fees
14 Jul - 15 Jul
Tapioca Village Retreat
1 bedroom, premium bedding, in-room safe, individually decorated

Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
8.2 out of 10, Very good, (69 reviews)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
The price is HK$440
HK$788 total
includes taxes & fees
26 Jul - 27 Jul
Abacus Jamaica the Zana Suite
Fridge, microwave, stovetop, electric kettle

Harmony Vybz Apartment

Harmony Vybz Apartment
Kingston 11
10.0 out of 10, Exceptional, (1 review)
"I recently stayed in Kingston, Jamaica, for three nights over New Year’s Eve, and this VRBO rental was the perfect spot to experience the vibrant heart of the city. Nestled in what’s locally known as a cul-de-sac (similar to the concept in the States), this property offered an incredible blend of comfort and cultural immersion.The surrounding streets were alive with energy—children playing, delicious food from street vendors, and unique local shopping options just steps away. It truly felt like...
United States
Miss T.
The price is HK$533
HK$995 total
includes taxes & fees
8 Aug - 9 Aug
Harmony Vybz Apartment
Property grounds

Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.

Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Port Antonio
The price is HK$315
HK$976 total
includes taxes & fees
22 Jul - 23 Jul
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Interior

Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is HK$784
HK$1,137 total
includes taxes & fees
8 Aug - 9 Aug
Port Antonio East Side Villa
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 Windsor Castle Hotel Reviews

Terra Nova, BW Premier Collection

Terra Nova, BW Premier Collection

10/10 Excellent
"Returned for the fifth time and was pleasantly impressed. The room was clean, all staff were courteous, buffet breakfast was amazing and it was nice to have accessible parking onsite. Enjoyable stay every time."
Vernetta 1-night trip
Posted 2 hours ago
Terra Nova, BW Premier Collection

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:

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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.