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Tradewinds on the Sea

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A pool area with a view of the ocean, surrounded by palm trees and lounge chairs.
A spacious room with a large window overlooking the ocean, a ceiling fan, and a seating area with a sofa and chairs.
A dining area with a glass table set for six, surrounded by wooden chairs. There is a painting on the wall above the table, and a large window with blinds in the background.
A spacious living area with a view of the ocean, a pool, and a ceiling with a fan.
A bedroom with a large bed, a view of the ocean, and a ceiling with exposed beams.

Reviews

10 out of 10
Exceptional

Highlights

  • On-site fitness center
    A rare find - enjoy convenient access to fitness facilities during your stay.
  • Discover nearby landmarks
    Near Jamaica Beaches
4 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Laundry room
  • Air-conditioning

Explore the area

View in a map
Sandy Bay, Hanover Parish
  • Place, Tryall Golf Club
    ‪2 min walk‬
  • Place, Doctor's Cave Beach
    ‪30 min drive‬
  • Place, Rose Hall Great House
    ‪52 min drive‬
  • Airport, Montego Bay (MBJ-Sir Donald Sangster Intl.)
    ‪32 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1 | Primary

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Single Beds

4 bathrooms

Bathroom 1 | Primary

Toilet · Shower only · Outdoor shower

Bathroom 2

Toilet · Shower only · Outdoor shower

Bathroom 3

Toilet · Shower only · Outdoor shower

Bathroom 4

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Outdoor shower
Kitchen
Balcony
Garden
Dining area

About this property

Tradewinds on the Sea

The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Guests can also pay per day, for guests ages 16 and older, who stay for one to four days. This can be either prepaid or upon arrival at the Club. For children 12 years of age and younger, our Temporary Memberships are complimentary.
Please contact a Villa Specialist for exact pricing!

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 colours such as eau de Nil and pale blue reflect the tones of the sea and sky.

The beautiful new swimming pool with an integrated hot tub directly overlooks the sea and the surrounding terrace catches the sun all day long. However, there is a double grass hut that provides shade all day. 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 primary bedroom has a separate small sitting room with the most idyllic sheltered view over the bay.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
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Events

Events allowed
Subject to approval. Additional fees may apply.
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Pets

No pets allowed
Certain exceptions may be made. Please inquire.
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 9659756
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 are allowed on site
Note from host: Subject to approval. Additional fees may apply.
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 a lake. Rocklands Bird Sanctuary and Widowmaker's Cave are local attractions and those in the mood for shopping can visit Fairview Shopping Center and Westgate Shopping Centre. Montego Bay Marine Park and Montego Bay Cultural Centre are also worth visiting. Scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
Map
Sandy Bay, Hanover Parish

What's nearby

  • Tryall Golf Club - 2 min walk - 0.2 km
  • Doctor's Cave Beach - 30 min drive - 26.0 km
  • Sunset Beach Resort Au Natural Beach - 31 min drive - 26.3 km
  • Montego Bay Convention Centre - 50 min drive - 40.4 km
  • Rose Hall Great House - 52 min drive - 41.3 km

Getting around

  • Montego Bay (MBJ-Sir Donald Sangster Intl.) - 41 min drive

Restaurants

  • ‪Sky Beach - ‬3 min drive
  • ‪COLD BEER JOINT - ‬8 min drive
  • ‪Round Hill Beach Bar - ‬8 min drive
  • ‪Pachie's - ‬20 min walk
  • ‪Livity Mini Sports Bar & Restaurant - ‬5 min drive

Frequently asked questions

Does Tradewinds on the Sea have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Tradewinds on the Sea?

As of 23 Aug 2026, prices found for a 1-night stay for 2 adults at Tradewinds on the Sea on 26 Aug 2026 start from £11,402, 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 Tradewinds on the Sea pet-friendly?

No, pets are not allowed at this property.

How much is parking at Tradewinds on the Sea?

On-site parking is available at the property.

What time is check-in at Tradewinds on the Sea?

Check-in begins at 3:00 PM.

What time is check-out at Tradewinds on the Sea?

Checkout is at 12:00 PM.

Where is Tradewinds on the Sea located?

Situated by the ocean, this villa is 2.2 mi (3.6 km) from Chukka Ocean Outpost at Sandy Bay and within 12 miles (20 km) of Fairview Shopping Center and Rocklands Bird Sanctuary. Mayfield Falls & Mineral Springs - Original and Westgate Shopping Centre are also within 12 miles (20 km).

About the host

Hosted by Rental Escapes

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