Windsor Castle Vacation Rentals

Q: What are some of the best vacation home rentals in Windsor Castle?

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

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Dates

November 2026

December 2026

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Our top choices for Windsor Castle vacation rentals

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

1. Windbreak Villa

Buff Bay

AED 397 total

includes taxes & fees

12 Nov - 13 Nov

A bathroom with a white sink, a mirror, and a wooden shelf with decorative items.

2. Abacus Jamaica the Zana Suite

Constant Spring

Hopeton

AED 388 total

includes taxes & fees

12 Nov - 13 Nov

A tropical garden pathway leading to a blue building with a corrugated metal roof.

3. Tapioca Village Retreat

Castleton

Günter

AED 285 total

includes taxes & fees

12 Nov - 13 Nov

A room with a table and chairs, a window with a decorative metal grill, and a view of greenery outside.

4. Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.

Port Antonio

AED 368 total

includes taxes & fees

11 Dec - 12 Dec

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.

5. The Gardens

Barbican

Damian Mark anthony

AED 371 total

includes taxes & fees

12 Nov - 13 Nov

A wooden staircase leading to a small wooden building with a white door and windows.

6. Jamaica House - The Blue Mountain Wilderness Retreat

Bangor Ridge

AED 327 total

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.

7. Reggae Legends Estate

Jack's Hill

Nicola

AED 598 total

includes taxes & fees

16 Nov - 17 Nov

A covered patio area with wicker furniture, potted plants, and a stone-tiled floor.

8. Dreaming in the Sun Getaway

St. Mary Parish

"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...

Marva

AED 580 total

includes taxes & fees

12 Nov - 13 Nov

A grassy area with picnic tables and a view of the ocean.

9. Hassle Free Getaway Beach Front Property, family friendly

St Mary

AED 595 total

includes taxes & fees

12 Nov - 13 Nov

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

St. Mary

AED 507 total

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a sofa, coffee table, and television.

11. Urban Charm: Modern One Bedroom

New Kingston

Alvin

AED 538 total

includes taxes & fees

14 Nov - 15 Nov

A two-story building with a swimming pool in the foreground.

12. Wave Crest Resort Race Course

Oracabessa

Beverly

AED 523 total

includes taxes & fees

18 Nov - 19 Nov

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

St. Mary

AED 871 total

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with white cabinets, a stainless steel microwave, and a large window offering a city view.

14. Luxurious Apartment in Kingston!!

Half Way Tree

Sherie J.

AED 635 total

includes taxes & fees

11 Dec - 12 Dec

View of private beach from Moonlight Magic

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

St Mary

AED 1,010 total

includes taxes & fees

12 Nov - 13 Nov

A natural water body surrounded by dense greenery.

16. Cosy and secluded 6-Person Tent - Camping Blue Mountain Wilderness Retreat

Portland Parish

AED 220 total

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with a hammock, a wooden table, and a view of the ocean.

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

St Mary

AED 1,161 total

includes taxes & fees

24 Nov - 25 Nov

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

Robins Bay

AED 1,010 total

includes taxes & fees

12 Nov - 13 Nov

A balcony with white balustrades, three wooden chairs with green cushions, and a solar panel on the wall.

19. Pearl Ocean Villa

Saint Margarets Bay

Michael

AED 1,087 total

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, a window with curtains, a door, and a refrigerator.

20. Cozy studio apartment with queen bed in charming Kingston with AC

Constant Spring

Mika

AED 303 total

includes taxes & fees

11 Dec - 12 Dec

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Find vacation rentals that suit your style

Top Windsor Castle Hotel Reviews

A wooden deck with a hammock, wooden chairs, and a view of the ocean.

Blessings at Strawberry Fields

Robins Bay

10/10 Excellent

I wanted to write this review from the moment we checked in! Loly! After arriving later than expected, with a really late last-minute booking, the Host, Kwo(?) was there ready to meet us and got us set up with no hassle (at least for us). We got there at night so the beauty of the property wasn't fully evident until the morning and ohhhh the view is incredible! We stayed two nights in Pirates Den, which faces the water, so both mornings it was a joy to look thru the doors or windows and...

Daisy

A white building with a blue door, black railings, and potted plants.

Sky's Villa Resort

Buff Bay

10/10 Excellent

Tannecia

A swimming pool with a white deck, surrounded by lush greenery and a white fence.

Millsborough B&B

Jack's Hill

10/10 Excellent

Boris

Reggae Legends Estate

Jack's Hill

10/10 Excellent

After a handful of stays here, this definitely feels like a home away from home. If you're looking for a traditional hotel experience with typical hotel amenities, this may not be the spt for you (although it still may be - they have god wifi, TVs, a proper full kitchen, a pool and an onsite restaurant), but I will stay here every time I visit the Kingston area due to the good energy, friendly communication, beautiful property and location, the yummy breakfast - and the proximity to the things I...

Kathleen

A pool area with multiple white umbrellas and lounge chairs.

S Hotel Kingston

New Kingston

10/10 Excellent

Carla

A spacious lobby with a high ceiling, a central seating area with a table and chairs, and a large window providing natural light.

The Courtleigh Hotel and Suites

New Kingston

10/10 Excellent

Millicent

A spacious living area with modern furniture, a large window, and a unique chandelier.

AC Hotel by Marriott Kingston, Jamaica

New Kingston

10/10 Excellent

LENA

A covered garden pathway with a pond, surrounded by various plants and rocks.

Terra Nova, BW Premier Collection

Half Way Tree

10/10 Excellent

kala

A tropical resort with a clear turquoise pool, a wooden deck with lounge chairs, and a stone wall.

GoldenEye

Oracabessa

10/10 Excellent

My wife and I just had the most incredible 4 night stay at GoldenEye for our anniversary. We stayed in one of the Lagoon Cottages which was very roomy and comfortable. We loved being directly on the lagoon where we could swim, kayak or just sit and watch the turtles go by. We enjoyed the beaches and pools on the property as well. All of the staff (front desk, restaurants, grounds, water sports, spa, etc.) were wonderful. And, every meal we had at Bizot Bar and Bamboo Bar was delicious and...

Nicholas

A bedroom with a bed, a desk, a chair, a table, and a view of the sea.

Inn The Town

Port Antonio

10/10 Excellent

Camile Ming Wilson

A hotel with a large pool area, multiple lounge chairs, and umbrellas.

The Jamaica Pegasus Hotel

New Kingston

10/10 Excellent

The Blue Window restaurant menu need more selection of food especially Jamaican crusine. Checkin needs to be improve. Too demanding especially when I paid for 2 person in room. The Front Desk was insisting on other person name even when the petson eventually did not make it to the hotel. Concern was about the unknown person may show for breakfast in my case this did not happen. I was the only person that was in my room but the Expedia reservation automatic place for two petson. Too much emphasis...

Kenneth

A modern bar area with seating, a coffee machine, and a television.

Courtyard by Marriott Kingston, Jamaica

New Kingston

10/10 Excellent

Charlotte

Jay's Guest House

Penlyne Castle

10/10 Excellent

Trevor

A room with a modern sofa, a glass table with a golden base, and a patterned curtain.

Blissett Apts your home away from home

Molynes Gardens

10/10 Excellent

Gary

A wooden deck with a hammock, surrounded by lush greenery.

RafJam Bed & Breakfast

Newcastle

10/10 Excellent

RafJam was awesome! The food was great, all natural, fresh, made to order. Relaxing atmosphere and I mean stress free! No problems or issues with anything. Breath-taking views, beautiful tours, excellent staff that was very helpful, down to earth, family-oriented people. I had such a great experience I didn't want to come back to America at all! Yes, it was that great! Lol! I loved it in the Blue Mountains and will come again, no doubt about it. Also take the transportation offered by the hotel...

Murl

A multi-level atrium with lush greenery, including various tropical plants and a palm tree.

Altamont Court Hotel

New Kingston

10/10 Excellent

Lavern

A hot tub on a wooden deck with a view of the ocean and a blue railing.

Geejam

Port Antonio

10/10 Excellent

It's a secluded piece of heaven. You feel like you've entered the lost garden of Eden. This hotel is situated in the mountain where you feel like your living in the rainforest and are on an island to yourself. The views are to die for and you feel like a celebrity (even though I've heard there are tons of famous artist that stay here for their studios and exclusivity). I'm an ordinary person that felt extraordinary in this amazing hotel. Floyd is an amazing host and will treat you good. Thanks...

Mzlot

Frequently Asked Questions

Can I find a vacation rental in Windsor Castle?

Yes, there are vacation rentals near well known local attractions in Windsor Castle, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Windsor Castle?

Perfect View - Entire House: This vacation home rental outside of Windsor Castle has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This vacation 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 larger area.

What are vacation rentals like in Windsor Castle?

Vacation rentals are private properties you can stay in for several days or more in Windsor Castle. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.

Windsor Castle Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor Castle vacation rentals

1. Windbreak Villa

2. Abacus Jamaica the Zana Suite

3. Tapioca Village Retreat

4. Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.

5. The Gardens

6. Jamaica House - The Blue Mountain Wilderness Retreat

7. Reggae Legends Estate

8. Dreaming in the Sun Getaway

9. Hassle Free Getaway Beach Front Property, family friendly

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

11. Urban Charm: Modern One Bedroom

12. Wave Crest Resort Race Course

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

14. Luxurious Apartment in Kingston!!

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

16. Cosy and secluded 6-Person Tent - Camping Blue Mountain Wilderness Retreat

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

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

19. Pearl Ocean Villa

20. Cozy studio apartment with queen bed in charming Kingston with AC

Find vacation rentals that suit your style

Top Windsor Castle Hotel Reviews

Blessings at Strawberry Fields

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Windsor Castle?

What are some of the best vacation home rentals in Windsor Castle?

What can I see and do in Windsor Castle?

What are vacation rentals like in Windsor Castle?