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Overlook in Montego Bay by Personal Villas - Exceptional Charming Villa
Photo gallery for Overlook in Montego Bay by Personal Villas - Exceptional Charming Villa





4 bedrooms4 bathroomsSleeps 8464.5 sq m
Popular amenities
Explore the area

Sandy Bay, Hanover Parish
- Tryall Golf Club9 min walk
- Montego Bay Cruise Ship Terminal20 min drive
- Sunset Beach Resort Au Natural Beach21 min drive
- Montego Bay (MBJ-Sir Donald Sangster Intl.)35 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
4 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Kitchen
Garden
About this property
Overlook in Montego Bay by Personal Villas - Exceptional Charming Villa
Summary:
** Please drop us a message before booking the property as we need to check availability for all requests at this villa **
OVERLOOK 4BR at the TRYALL CLUB, Montego Bay, Jamaica
The Overlook Villa is idyllically nestled in the Jamaican hillside and features sweeping views of the cobalt Caribbean Sea while surrounded by lush greenery, majestic palms, and tropical blooms. Its location offers guests easy walking or golf cart access to all that The Tryall Club has to offer. Breezy, wide-open spaces, together with nostalgic Caribbean décor provide an authentic Jamaican experience.
Overlook’s heated swimming pool, with jacuzzi platforms at each side, features a refreshing outdoor shower and is fed by a quiet babbling fountain. Surrounded by royal palm trees, planters abundant with colorful bougainvillea, and spectacular sunshine, this is the ultimate spot for relaxation.
Overlook’s experienced and professional Villa staff, including a Butler, Chef, Housekeeper, Laundress, and Gardner, are dedicated to ensuring all your vacation needs are met. Work in consultation to design menus to your exact taste with your talented Chef. Have your Butler arrange all the details of your day whether you golf, play tennis, or explore far or nearby. Dinner can be under the stars or in the Villa’s air-conditioned dining room and throughout the Villa, you will enjoy Wi-Fi and surround sound audio. As well, all televisions are SMART and connected through Starlink, offering North American coverage.
**This villa has 5 bedrooms and this is the 4 bedroom rate, the other bedroom is simply locked off during the stay. The entire villa is still private for your group**
AMENITIES
Heated Swimming pool (deepest point 6’)
Private outdoor pool shower
Complimentary high-speed internet
Fubo satellite TV (Starlink)
Flat screen SMART television in each bedroom
Large flat screen SMART television in Living Room
SONOS music system
CD/DVD Player
Entertainment library (CD, DVD, Books)
Ceiling fans throughout
2 golf carts for personal use
Organic garden
Indoor/Outdoor Dining
Wet bar
Features
Walking distance to tennis
pickleball facilities, spa, fitness center
Commissary, games room
Kid’s Club and resort amenities
A short cart ride to the golf course
sea-side restaurants, private beach and pool facilities
STAFF
• Butler/Head of House
• Chef
• Housekeeper
• Laundress
• Gardener
BEDROOM DESCRIPTION
Bedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,
Bedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,
Bedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower
Bedroom 4 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower
Bedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower
* Complimentary bathroom amenities, including hair dryers
* Safe in all bedrooms
Mandatory Temporary Membership Dues (TMDs)
*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights
Children ages 13 -15 pay 50% discounted rate
Children 12 & younger – complimentary
TMDs can be either prepaid or paid upon arrival at the Club.
*Cost quoted is inclusive of taxes.
New Temporary Membership Dues (TMDs)
* Effective immediately to all bookings for travel January 1, 2025 and beyond
1- 4 DAYS - PER DAY
16 yrs. and over - $ 34.00+ 15% = $39.10
13-15 yrs. - $17.00+ 15% = $19.55
5- 7 DAYS
16 yrs. and over - $170.00 + 15% - $195.50
13-15 yrs.-$85.00 + 15% = $97.75
*TMD rates are subject to change
The Space:
For your family or friends, Overlook Villa combines elevated service with laid-back Jamaican style. Wake up to cooling trade winds, move through a day filled with activities, or adventure, or simply lounge the day away. Then meet back for views of a glorious sunset and a delicious signature dinner.
Guest Access:
Overlook sits on the upper elevation of Copperwood Ridge and is within easy walking distance of the Great House, gym and tennis courts, massage center and a short ride by the villa’s complimentary golf carts to the legendary Tryall Golf course and the beach.
Other Things to Note:
* All rates quoted in USD.
* Rates are subject to change without notice
* Thanksgiving may be charged at Premium rate.
* Villa staff is exclusively curated and included in all villa rates.
** Please drop us a message before booking the property as we need to check availability for all requests at this villa **
OVERLOOK 4BR at the TRYALL CLUB, Montego Bay, Jamaica
The Overlook Villa is idyllically nestled in the Jamaican hillside and features sweeping views of the cobalt Caribbean Sea while surrounded by lush greenery, majestic palms, and tropical blooms. Its location offers guests easy walking or golf cart access to all that The Tryall Club has to offer. Breezy, wide-open spaces, together with nostalgic Caribbean décor provide an authentic Jamaican experience.
Overlook’s heated swimming pool, with jacuzzi platforms at each side, features a refreshing outdoor shower and is fed by a quiet babbling fountain. Surrounded by royal palm trees, planters abundant with colorful bougainvillea, and spectacular sunshine, this is the ultimate spot for relaxation.
Overlook’s experienced and professional Villa staff, including a Butler, Chef, Housekeeper, Laundress, and Gardner, are dedicated to ensuring all your vacation needs are met. Work in consultation to design menus to your exact taste with your talented Chef. Have your Butler arrange all the details of your day whether you golf, play tennis, or explore far or nearby. Dinner can be under the stars or in the Villa’s air-conditioned dining room and throughout the Villa, you will enjoy Wi-Fi and surround sound audio. As well, all televisions are SMART and connected through Starlink, offering North American coverage.
**This villa has 5 bedrooms and this is the 4 bedroom rate, the other bedroom is simply locked off during the stay. The entire villa is still private for your group**
AMENITIES
Heated Swimming pool (deepest point 6’)
Private outdoor pool shower
Complimentary high-speed internet
Fubo satellite TV (Starlink)
Flat screen SMART television in each bedroom
Large flat screen SMART television in Living Room
SONOS music system
CD/DVD Player
Entertainment library (CD, DVD, Books)
Ceiling fans throughout
2 golf carts for personal use
Organic garden
Indoor/Outdoor Dining
Wet bar
Features
Walking distance to tennis
pickleball facilities, spa, fitness center
Commissary, games room
Kid’s Club and resort amenities
A short cart ride to the golf course
sea-side restaurants, private beach and pool facilities
STAFF
• Butler/Head of House
• Chef
• Housekeeper
• Laundress
• Gardener
BEDROOM DESCRIPTION
Bedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,
Bedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,
Bedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower
Bedroom 4 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower
Bedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower
* Complimentary bathroom amenities, including hair dryers
* Safe in all bedrooms
Mandatory Temporary Membership Dues (TMDs)
*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights
Children ages 13 -15 pay 50% discounted rate
Children 12 & younger – complimentary
TMDs can be either prepaid or paid upon arrival at the Club.
*Cost quoted is inclusive of taxes.
New Temporary Membership Dues (TMDs)
* Effective immediately to all bookings for travel January 1, 2025 and beyond
1- 4 DAYS - PER DAY
16 yrs. and over - $ 34.00+ 15% = $39.10
13-15 yrs. - $17.00+ 15% = $19.55
5- 7 DAYS
16 yrs. and over - $170.00 + 15% - $195.50
13-15 yrs.-$85.00 + 15% = $97.75
*TMD rates are subject to change
The Space:
For your family or friends, Overlook Villa combines elevated service with laid-back Jamaican style. Wake up to cooling trade winds, move through a day filled with activities, or adventure, or simply lounge the day away. Then meet back for views of a glorious sunset and a delicious signature dinner.
Guest Access:
Overlook sits on the upper elevation of Copperwood Ridge and is within easy walking distance of the Great House, gym and tennis courts, massage center and a short ride by the villa’s complimentary golf carts to the legendary Tryall Golf course and the beach.
Other Things to Note:
* All rates quoted in USD.
* Rates are subject to change without notice
* Thanksgiving may be charged at Premium rate.
* Villa staff is exclusively curated and included in all villa rates.
Property manager
owner/property manager
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Air conditioning
Ocean view
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Sandy Bay
Located in Sandy Bay, this villa is near the beach. While the natural beauty of Jamaica Beaches and Doctor's Cave Beach can be enjoyed by anyone, those looking for an activity can explore Montego Bay Cruise Ship Terminal.
Rocklands Bird Sanctuary and Widowmaker's Cave are also worth visiting. Spend some time exploring the area's activities, including golfing.

Sandy Bay, Hanover Parish
What's nearby
- Tryall Golf Club - 9 min walk - 0.8 km
- Montego Bay Cruise Ship Terminal - 20 min drive - 19.9 km
- Freeport Peninsula - 21 min drive - 20.8 km
- Sunset Beach Resort Au Natural Beach - 21 min drive - 21.1 km
- Doctor's Cave Beach - 34 min drive - 21.9 km
Getting around
Restaurants
- the jerk hut at Grand Palladium - 13 min drive
- COLD BEER JOINT - 10 min drive
- Seaside Terrace - 9 min drive
- Mosquito Cove - 7 min drive
- Smoked Marlin - 5 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by owner/property manager

Languages:
English
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