Windsor Castle Villas
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Villas in Windsor Castle
Tapioca Village Retreat
Devon Pen Castleton St. Mary Parish
$80 nightly
The price is $93 total per night
$93 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
With a stay at Tapioca Village Retreat in Castleton, you'll be steps from Blue and John Crow Mountains National Park and a 3-minute drive from Castleton Gardens.
Pool
Kitchen
Bougan Blu - Beach front cottage , Port Maria , St. Mary
Port Maria St. Mary Parish
With a stay at this villa in Port Maria, you'll be on the beach, within a 15-minute drive of Jamaica Beaches and James Bond Beach.
Pool
Kitchen
Reggae Legends Estate
Skyline Dr Kingston St. Andrew Parish
$269 nightly
The price is $310 total per night
$310 total
Dec 14 - Dec 15
Total with taxes and fees
With a stay at Reggae Legends Estate in Kingston (Jack's Hill), you'll be within a 15-minute drive of Bob Marley Museum and Jamaica House.
Pool
Kitchen
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
Oracabessa St. Mary Parish
With a stay at this villa in Oracabessa, you'll be by the sea, within a 10-minute drive of Jamaica Beaches and James Bond Beach.
Pool
Hot Tub
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio Portland Parish
$987 nightly
The price is $987 total per night
$987 total
Dec 14 - Dec 15
Total with taxes and fees
When you stay at this villa in Port Antonio, you'll be by the ocean, within a 15-minute walk of Jamaica Beaches and Frenchman's Cove Beach.
Pool
Hot Tub
A place in paradise - family villa on a peninsula directly by the sea
Port Antonio, Portland
With a stay at this villa in Port Antonio, you'll be on the waterfront, within a 10-minute drive of Jamaica Beaches and Rio Grande.
Pool
Kitchen
Heaven Villa - We are not on the water, we are above!
Port Antonio Portland
With a stay at this villa in Port Antonio, you'll be next to a golf course, within a 5-minute drive of Jamaica Beaches and Trident Castle.
Pool
Kitchen
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
St. Mary St Mary Parish
$492 nightly
The price is $578 total per night
$578 total
Dec 14 - Dec 15
Total with taxes and fees
With a stay at this villa in Robins Bay, you'll be on the beach, within a 5-minute drive of Jamaica Beaches and Mahoe Bay.
Kitchen
Washer
The Anton Villas
Port Antonio, Jamaica
With a stay at this villa in Port Antonio, you'll be by the ocean, within a 15-minute drive of Jamaica Beaches and Portland Parish Church.
Pool
Breakfast included
2 Villas in Jamaica-22 guests-Fully staffed
Galina St. Mary Parish
With a stay at this villa in Galina, you'll be within a 15-minute drive of Jamaica Beaches and James Bond Beach.
Pool
Hot Tub
One Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
$248 nightly
The price is $280 total per night
$280 total
Dec 14 - Dec 15
Total with taxes and fees
With a stay at this villa in Port Antonio, you'll be within a 5-minute walk of Rio Grande and Anglican Church.
Kitchen
Air conditioning
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly
Port Antonio Portland Parish
$130 nightly
The price is $135 total per night
$135 total
Dec 14 - Dec 15
Total with taxes and fees
When you stay at this villa in Port Antonio, you'll be by the sea, within a 5-minute drive of Musgrave Market and Port Antonio Square.
Kitchen
Washer
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.
Windsor Castle Villas essential information
Accommodation | 80 Villas |
|---|---|
Lowest Price | $93 |
Highest Price | $987 |
Popular accommodation | Tapioca Village Retreat, Bougan Blu - Beach front cottage , Port Maria , St. Mary, Reggae Legends Estate, The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed, Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets., A place in paradise - family villa on a peninsula directly by the sea, Heaven Villa - We are not on the water, we are above!, Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa, The Anton Villas, 2 Villas in Jamaica-22 guests-Fully staffed, One Bedroom Sea View Villa, Frenchman's Cove Resort, Horse Shoe Villa Port Antonio air conditioned close to it all family friendly |