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Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

Photo gallery for Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

A pool with a view of the ocean, surrounded by lounge chairs and umbrellas.
A living room with a sofa set, a coffee table, and a lamp. There is a ceiling fan and a window with curtains.
A view through a window with a view of a grassy yard and a body of water.
A paved pathway leading to a building with a white facade and arches.
Two white chairs and a table under a green structure with a sign that reads "LIVE LAUGH LIVE".

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Ping pong onsite
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
3 bedrooms3+ bathroomsSleeps 5

Popular amenities

  • Private pool
  • Garage parking available
  • Dogs and cats allowed
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
roundhill, montego bay
  • Place, Fairview Shopping Center
    ‪12 min drive‬
  • Place, Rocklands Bird Sanctuary
    ‪13 min drive‬
  • Place, Freeport Peninsula
    ‪14 min drive‬
  • Airport, Montego Bay (MBJ-Sir Donald Sangster Intl.)
    ‪19 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!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 12:00 PM
Check out before 12:00 PM
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Children

Children allowed: ages 0-17
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Events

Events allowed: family gatherings, birthday parties, weddings
Parties and events will be an additional cost.
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Pets

Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total)
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Smoking

Smoking allowed: in designated areas

Check-out instructions

The host requires you complete the following before checking out:
Strip any used beds and gather used towels
Remove personal items
Turn off the lights and return the keys
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 4048421ha
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 there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Montego Bay

Located in Montego Bay, this villa is near theme parks and by the sea. Fairview Shopping Center and Westgate Shopping Centre are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Doctor's Cave Beach and Montego Bay Marine Park. Traveling with kids? Consider Rocklands Bird Sanctuary, or check out an event or a game at Jarret Park. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with horse riding and cycling.
Map
roundhill, montego bay

What's nearby

  • Fairview Shopping Center - 12 min drive - 10.6 km
  • Rocklands Bird Sanctuary - 13 min drive - 10.9 km
  • Westgate Shopping Centre - 13 min drive - 11.8 km
  • Tryall Golf Club - 13 min drive - 10.7 km
  • Freeport Peninsula - 14 min drive - 12.8 km

Getting around

  • Sir Donald Sangster Intl. Airport (MBJ) - 32 min drive

Restaurants

  • ‪Jimmy Buffett's Margaritaville (Montego Bay) - ‬15 min drive
  • ‪Juici Patties - ‬13 min drive
  • ‪The Pork Pit - ‬14 min drive
  • ‪Starbucks - ‬15 min drive
  • ‪27/27 Lounge - ‬15 min drive

Frequently asked questions

Does Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper. have a pool?

Yes, this property has a pool.

How much does it cost to stay at Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.?

As of Aug 19, 2026, prices found for a 1-night stay for 2 adults at Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper. on Aug 25, 2026 start from $329, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper. pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.?

Check-in begins at 12:00 PM.

What time is check-out at Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.?

Check-out is at 12:00 PM.

Where is Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper. located?

Located by the sea, this family-friendly villa is within 9 mi (15 km) of Fairview Shopping Center, Doctor's Cave Beach, and Rocklands Bird Sanctuary. Widowmaker's Cave and Montego Bay Marine Park are also within 9 mi (15 km).

About the host

Hosted by Owner/Property Manager

Host profile image
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.

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.

Languages:

English

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