Windsor Castle Holiday Homes from £64: Search Holiday Homes in Windsor Castle

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Our top choices for Windsor Castle holiday homes

A bright, sunlit room with a glass door leading outside, a small round table, and a chair.

1. Port Antonio East Side Villa

Port Antonio

includes taxes & fees

5 Nov - 6 Nov

A house with a black door, two wicker chairs, and potted plants on the porch.

2. Glen Sea Inn of St. Mary - Charming 2 Bedroom Beachside Home

Port Maria

Brenda Lee T.

includes taxes & fees

7 Nov - 8 Nov

Room decor available at an additional cost

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

Ziadie Gardens

Sharon

includes taxes & fees

10 Nov - 11 Nov

A room with a bed, a table with benches, an air conditioning unit, and a door leading outside.

4. Thompson Oasis – Jamaican Villa with Private Beach Access

St. Mary Parish

includes taxes & fees

5 Nov - 6 Nov

A bedroom with a tufted headboard, a bed with a patterned bedspread, a blue and white curtain, and a framed picture on the wall.

5. Barbican Bed and Breakfast at Dillsbury

Jack's Hill

includes taxes & fees

5 Nov - 6 Nov

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

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

Port Antonio

includes taxes & fees

16 Nov - 17 Nov

A bedroom with two beds, a wooden headboard, a nightstand, a vase with flowers, and a patterned rug.

7. Charming 3-bedrooms house in lovely Port Maria with AC, and WiFi and hot water

Port Maria

Shanna

includes taxes & fees

14 Nov - 15 Nov

A compact kitchen with wooden cabinets, a black countertop, a sink, and a fan.

8. Harmony Vybz Apartment

Kingston 11

"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...

Miss T.

includes taxes & fees

6 Nov - 7 Nov