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Tradewinds on the Sea in Montego Bay by Personal Villa - A Wondrous Place
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4 bedrooms4 bathroomsSleeps 8371.6 sq m
Popular amenities
Explore the area

Montego Bay, Hanover
- Tryall Golf Club6 min walk
- Montego Bay Cruise Ship Terminal19 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
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Balcony
Garden
About this property
Tradewinds on the Sea in Montego Bay by Personal Villa - A Wondrous Place
Summary:
** Please drop us a message before booking the property as we need to check availability for all requests at this villa **
TRADEWINDS ON THE SEA at the TRYALL CLUB, Montego Bay, Jamaica
One of just a handful of Tryall villas which has its own private beach (depending upon the tide), Tradewinds On The Sea has the most spectacular sea views with an interior style that is the epitome of modern beachfront living.
The villa is set right on the shoreline and is built in the classic Caribbean style with 21st-century enhancements. Built on one level with a separate detached cottage, Tradewinds affords an enviable sea frontage with an extensive lawn to the east. Every area of the villa takes advantage of the ocean panorama and the overall design invites the outside in.
Light, airy and with a lovely free-flowing sense of space, Tradewinds offers exceptionally comfortable accommodation with an immediately appealing oceanfront style. The open-plan sitting room and dining room flow into the adjacent media room with all areas having the most stunning panorama of the ocean. Soft watery colors such as Eau de Nil and pale blue reflect the tones of the sea and sky. The beautiful new swimming pool with integrated hot tub directly overlooks the sea and the surrounding terrace catches the sun all day long. To the right of the sitting room is a very spacious veranda with relaxing furniture and a flat-screen television. The bedrooms all enjoy sea views and have immaculate En suite bathrooms with walk-in showers. Three bathrooms also have outdoor showers and one has a tub. All of the bathrooms are air-conditioned. The master bedroom has a separate small sitting room with the most idyllic sheltered view over the bay.
AMENITIES
• Heated walk-in infinity swimming pool
• 8 person spa with waterfall and 2 golf carts
• Country House Jamaica toiletries
• Free Wi-Fi and Games available
• Cable television and SONOS
• Indoor/Outdoor Dining
• Flat screen SMART Televisions and Safe
Features
• Short walk to golf and beach
• Short golf cart ride to tennis
• Massage center and Fitness center
• Boutique and Tryall market
• Games room and Kid’s Club
STAFF
• Butler
• Chef
• Laundress
• Housekeeper
• 2 gardeners
BEDROOM DESCRIPTION
Bedroom 1 - Master: King size bed, A/C, En-suite bathroom + walk-in showers + outdoor showers, and has a separate small sitting room with the most idyllic sheltered view over the bay.
Bedroom 2 - King size bed, A/C, En-suite bathroom + walk-in showers + outdoor showers
Bedroom 3 - King size bed/Twin Beds, A/C, En-suite bathroom + walk-in showers + outdoor showers
Cottage
Bedroom 4 - King size bed, A/C, En-suite bathroom + walk-in showers + tub
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
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 **
TRADEWINDS ON THE SEA at the TRYALL CLUB, Montego Bay, Jamaica
One of just a handful of Tryall villas which has its own private beach (depending upon the tide), Tradewinds On The Sea has the most spectacular sea views with an interior style that is the epitome of modern beachfront living.
The villa is set right on the shoreline and is built in the classic Caribbean style with 21st-century enhancements. Built on one level with a separate detached cottage, Tradewinds affords an enviable sea frontage with an extensive lawn to the east. Every area of the villa takes advantage of the ocean panorama and the overall design invites the outside in.
Light, airy and with a lovely free-flowing sense of space, Tradewinds offers exceptionally comfortable accommodation with an immediately appealing oceanfront style. The open-plan sitting room and dining room flow into the adjacent media room with all areas having the most stunning panorama of the ocean. Soft watery colors such as Eau de Nil and pale blue reflect the tones of the sea and sky. The beautiful new swimming pool with integrated hot tub directly overlooks the sea and the surrounding terrace catches the sun all day long. To the right of the sitting room is a very spacious veranda with relaxing furniture and a flat-screen television. The bedrooms all enjoy sea views and have immaculate En suite bathrooms with walk-in showers. Three bathrooms also have outdoor showers and one has a tub. All of the bathrooms are air-conditioned. The master bedroom has a separate small sitting room with the most idyllic sheltered view over the bay.
AMENITIES
• Heated walk-in infinity swimming pool
• 8 person spa with waterfall and 2 golf carts
• Country House Jamaica toiletries
• Free Wi-Fi and Games available
• Cable television and SONOS
• Indoor/Outdoor Dining
• Flat screen SMART Televisions and Safe
Features
• Short walk to golf and beach
• Short golf cart ride to tennis
• Massage center and Fitness center
• Boutique and Tryall market
• Games room and Kid’s Club
STAFF
• Butler
• Chef
• Laundress
• Housekeeper
• 2 gardeners
BEDROOM DESCRIPTION
Bedroom 1 - Master: King size bed, A/C, En-suite bathroom + walk-in showers + outdoor showers, and has a separate small sitting room with the most idyllic sheltered view over the bay.
Bedroom 2 - King size bed, A/C, En-suite bathroom + walk-in showers + outdoor showers
Bedroom 3 - King size bed/Twin Beds, A/C, En-suite bathroom + walk-in showers + outdoor showers
Cottage
Bedroom 4 - King size bed, A/C, En-suite bathroom + walk-in showers + tub
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
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
Personal Villas
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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10.0 out of 10, (26 reviews)
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 on 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.

Montego Bay, Hanover
What's nearby
- Tryall Golf Club - 6 min walk - 0.6 km
- Montego Bay Cruise Ship Terminal - 19 min drive - 19.7 km
- Freeport Peninsula - 20 min drive - 20.6 km
- Sunset Beach Resort Au Natural Beach - 21 min drive - 20.9 km
- Doctor's Cave Beach - 31 min drive - 21.7 km
Getting around
Restaurants
- COLD BEER JOINT - 9 min drive
- Seaside Terrace - 9 min drive
- Mosquito Cove - 6 min drive
- Smoked Marlin - 5 min drive
- Pachie's - 2 min drive
Frequently asked questions
Reviews
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About the host
Hosted by Personal Villas

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