Entire home
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
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Reviews
9.8 out of 10
Exceptional
3 bedrooms 3+ bathrooms Sleeps 5
Popular amenities
Explore the area

roundhill, montego bay
- Montego Bay Cruise Ship Terminal12 min drive
- Doctor's Cave Beach15 min drive
- Sunset Beach Resort Au Natural Beach15 min drive
- Montego Bay (MBJ-Sir Donald Sangster Intl.)18 min drive
Rooms & beds
3 bedrooms (sleeps 5)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Double Beds
3 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Hair dryer
Bathroom 3
Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer
Bathroom 4
Soap · Toilet
Spaces
Deck or patio
Kitchen
Outdoor play area
Garden
Dining area
About this property
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
Hello I'm Mel Thank you for looking at Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety is first, It also has to be cost friendly….within your budget. With that in mind lets talk about what you get. Free transportation from the airport to A fully equipped, user friendly, 3 bedroom, 4 bathroom villa, located on a very safe and comfortable property, 15 minutes from the airport. Transportation (with seating capacity for 6) available on property. Every bedroom is air conditioned and has its own bathroom. Free wifi, cable, and hot water. There is an out door bar and BBQ grill, 2 out door lounge areas, , and a hose keeper to make sure you don’t work while on vacation. (laundry services available on property). Ask about our meal plan options. The pictures will help you visualize the beauty of this property and the reviews will allow you to look through the eyes of experience (those who have been there and done that). Thank you for your time and interest.
Windfall villas: An estate available for rental to individuals, couples, small groups, (events are allowed at an additional cost) medium sized families; a haven for relaxation; beautiful, natural, modern yet authentically Caribbean
A place to get away from life’s stressors and back to what’s important to you, family connections.
Windfall Villas is more than just a roof over your head, but a villa you can call your own. Enjoy the spectacular view of the ocean, the hills, and Montego Bay from 2 covered outdoor living areas, and the pool. WindFall villa is a fun, comfortable, safe, colorful, vacation getaway, with a great staff. The housekeeper and airport pickup are included in the rate...
In the morning have your coffee, and get swept away by the ever changing sea and sky while listening to the songs of the tropical birds... Watch the ship come in... A walk on the Beach, a one mile drive away, is an amazing way to start your day, then take a dip in the sea. Maybe get your dinner from one of the local fisherman, or go out fishing with them and catch your own!
During the day, you can lounge by the pool, , stare at the ocean, (we get an amazing breeze off the sea), go snorkelling, take a relaxing bamboo raft ride on The Great River, or you can take a day trip. There are literally hundreds of attractions and adventures in this paradise for a person to have all the fun and excitement one can stand!
In the evening, you will be mesmerized by the harmonic sounds of the tiny tree frogs, while gazing at the twinkling lights of Montego Bay and the hundreds of shimmering stars. You watch the ship leave port, it's like a sparkling little city floating by...
Come, lose yourself in this tropical paradise!
Windfall villas: An estate available for rental to individuals, couples, small groups, (events are allowed at an additional cost) medium sized families; a haven for relaxation; beautiful, natural, modern yet authentically Caribbean
A place to get away from life’s stressors and back to what’s important to you, family connections.
Windfall Villas is more than just a roof over your head, but a villa you can call your own. Enjoy the spectacular view of the ocean, the hills, and Montego Bay from 2 covered outdoor living areas, and the pool. WindFall villa is a fun, comfortable, safe, colorful, vacation getaway, with a great staff. The housekeeper and airport pickup are included in the rate...
In the morning have your coffee, and get swept away by the ever changing sea and sky while listening to the songs of the tropical birds... Watch the ship come in... A walk on the Beach, a one mile drive away, is an amazing way to start your day, then take a dip in the sea. Maybe get your dinner from one of the local fisherman, or go out fishing with them and catch your own!
During the day, you can lounge by the pool, , stare at the ocean, (we get an amazing breeze off the sea), go snorkelling, take a relaxing bamboo raft ride on The Great River, or you can take a day trip. There are literally hundreds of attractions and adventures in this paradise for a person to have all the fun and excitement one can stand!
In the evening, you will be mesmerized by the harmonic sounds of the tiny tree frogs, while gazing at the twinkling lights of Montego Bay and the hundreds of shimmering stars. You watch the ship leave port, it's like a sparkling little city floating by...
Come, lose yourself in this tropical paradise!
Property manager
Owner/Property Manager
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
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Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, (60 reviews)
House Rules
Check in after 12:00 PM
Minimum age to rent: 18
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings, birthday parties, weddings
Parties and events will be an additional cost.
Pets
Pets allowed: dogs and cats less than 23 kg per pet (limit one pet total)
Smoking
Smoking allowed: in designated areas
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 50
Note from host: Parties and events will be an additional cost.
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a first aid kit
We should mention
A car is not required for transport to and from this property
About the area
Montego Bay
Located in Montego Bay, this villa is near theme parks and by the sea. While the natural beauty of Jamaica Beaches and Sunset Beach Resort Au Natural Beach can be enjoyed by anyone, those looking for an activity can explore Montego Bay Cruise Ship Terminal.
Travelling with kids? Consider Rocklands Bird Sanctuary and Widowmaker's Cave. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.

roundhill, montego bay
What's nearby
- Montego Bay Cruise Ship Terminal - 12 min drive - 13.4 km
- Montego Bay Marine Park - 13 min drive - 13.5 km
- Freeport Peninsula - 14 min drive - 14.6 km
- Doctor's Cave Beach - 15 min drive - 15.1 km
- Sunset Beach Resort Au Natural Beach - 15 min drive - 15.3 km
Getting around
Restaurants
- World Cafe - 14 min drive
- Jerky's Bar and Grill - 10 min drive
- Coco Cafe - 13 min drive
- Montego Bay Yacht Club - 14 min drive
- Cafe Mocha - 11 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
9.8/10
Listing accuracy
Reviews
5 Jan 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2021
10/10 Excellent
kim p.
6 Feb 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
A Piece of Paradise
kim p.
Stayed 2 nights in Feb 2023
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Tamara P.
28 Apr 2016
Felt like I was at home
Tamara P.
Stayed 5 nights in Apr 2016
10/10 Excellent
Heather M.
30 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful vacation home with incredible vista of MoBay
Heather M.
Stayed 7 nights in Mar 2023
10/10 Excellent
Traci W.
1 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Just what the doctor ordered...
Traci W.
Stayed 7 nights in Apr 2023
10/10 Excellent
Dorothee W.
23 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Entspannter Ort mit super Aussicht
Dorothee W.
Stayed 5 nights in Apr 2023
10/10 Excellent
ada b.
14 Dec 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect MoBay Get-away
ada b.
Stayed 3 nights in Dec 2021
10/10 Excellent
Tamala J.
1 July 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
MAGICAL
Tamala J.
Stayed 8 nights in Jun 2021
10/10 Excellent
Cindy R.
14 Sept 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mel is a great host
Cindy R.
10/10 Excellent
Marjorie M.
21 Aug 2018
The Perfect Paradise!!
Marjorie M.
Stayed 3 nights in Aug 2018
This review was submitted before 2018 and has not been verified.
8/10 Good
Missy F., Switzerland
23 Sept 2017
Beautiful view on Mobay and great people
Missy F.
Stayed 7 nights in Jul 2017
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Kristi R.
20 June 2017
Family Vacay in Jamaican paradise
Kristi R.
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Robert N.
26 Apr 2017
Wonderful place
Robert N.
Stayed 7 nights in Apr 2017
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Tim W.
2 Mar 2017
Amazing place
Tim W.
Stayed 7 nights in Feb 2017
This review was submitted before 2018 and has not been verified.
8/10 Good
Debbie S.
25 Jan 2017
A wonderful trip
Debbie S.
Stayed 7 nights in Jan 2017
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Rosemarie D., Newark Delaware
21 June 2016
Amazing!
Rosemarie D.
Stayed 8 nights in Jun 2016
This review was submitted before 2018 and has not been verified.
10/10 Excellent
12 Jan 2016
No where else like Windfall Villas
This review was submitted before 2018 and has not been verified.
10/10 Excellent
Shawn W.
11 Jan 2016
More than I expected
Shawn W.
About the host
Hosted by Owner/Property Manager

Melvin Chambers is the child of Jamaican father and Cuban mother. Raised in Jamaica, he left as a young adult to make a better life for himself and his family. He gained experience in the automotive industry in Europe and later Canada, then settled in America for 15 years as a real estate professional. It was by acquiring properties, and managing business operations in New York, USA that Melvin sharpened his expertise in the areas of commerce enhancement, client relations, and real estate development and management.
Although immensely successful in New York, Melvin longed for the natural, free-flowing climate of home. After traveling back and forth for many years, Melvin sold many of his properties in New York to invest in properties in Jamaica; and he moved back to Jamaica for good in 1988, residing on the estate he purchased in 1986, Windfall Villas. In 2004, he sent for his son Mel to learn the real estate business and help manage the beautiful estate of Windfall Villas.
Mel Chambers is the property manager and contract advisor of Windfall Cottages and a host of other properties in Jamaica.
Although immensely successful in New York, Melvin longed for the natural, free-flowing climate of home. After traveling back and forth for many years, Melvin sold many of his properties in New York to invest in properties in Jamaica; and he moved back to Jamaica for good in 1988, residing on the estate he purchased in 1986, Windfall Villas. In 2004, he sent for his son Mel to learn the real estate business and help manage the beautiful estate of Windfall Villas.
Mel Chambers is the property manager and contract advisor of Windfall Cottages and a host of other properties in Jamaica.
Why they chose this property
Free transportation to A fully equipped, user friendly, 3 bedroom, 4 bathroom villa, located on a very safe and comfortable property, 15 minutes from the airport. Transportation (with seating capacity for 7) available on property. Every bedroom is air conditioned and has its own bathroom. Free wifi, cable, and hot water. There is an out door bar and BBQ grill, 2 out door lounge areas, one with ping pong table (table tennis) and exercise machines, also a hose keeper to make sure you don’t work while on vacation, (laundry services available on property). Upon arrival, free international calls are available to let your loved ones know you have arrived safely. You will also be given A complimentary local cell to ensure that my advise and assistance is only a phone call away.
What makes this property unique
Free airport transfer
free international call to let family know you arrived safely
free supermarket trip
free house keeping
free local phone to ensure assistance is only a phone call away.
free international call to let family know you arrived safely
free supermarket trip
free house keeping
free local phone to ensure assistance is only a phone call away.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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