Windsong Villa villa rental - 1

Windsong Villa

Property 27497

Overview

4 8 4

Round Hill membership: Complimentary beach, two connecting heated pools for parents & children, jogging trail. For various fees: Pineapple Kids Club, tennis, Fitness Centre, hair salon & spa, bars & restaurants, gift shops, water sports, Internet room, afternoon tea, beach parties Mon-Wed-Fri. Round Hill membership is guaranteed for guests traveling until November 1, 2024. There may be occasions when some or all the facilities of the hotel may be closed for membership guest services due to a private hotel event. Round Hill reserves the right to change or alter its membership packages with no advance notice. Prices are liable to change without notice.

Windsong Villa is a beautifully designed and very private home conveniently located just minutes from Montego Bay’s renowned Round Hill property where guests enjoy complimentary beach membership.

This charming tropical villa encapsulates a complete Jamaican experience. Noted for its sweeping panoramic views, airy rooms, lush rolling landscape, and well-laid-out tropical gardens, Windsong Villa is itself simply gorgeous and exquisitely inviting – from the outside in.

The home and its elegant features cleverly blend the beauty of nature into the indoor settings and guests get an instant sense of serenity upon arrival.

The Windsong experience begins as soon as you turn onto the circular driveway encompassing the shade of our majestic banyan tree - resplendent with hanging orchids - and continues as you enter the welcoming courtyard with its vibrant tropical plants and water fountains inviting you to enjoy the finest of Caribbean living.

Windsong’s unique hill located on the outskirts of Montego Bay is perfect to marvel at the most amazing views whilst enjoying the favorable trade winds of the season. The east view captures the rising sun over Montego Bay, while to the west is an equally lovely vista of Round Hill and breathtaking tropical sunsets above the lush green hills of Hanover.

With soothing water features throughout, you will feel instantly welcome and at home. The well-cared grounds are thoughtfully filled with a variety of local tropical trees, plants and flowers, and fruit trees – the produce of which make it to the breakfast table when in season. Wander at leisure through this extensive garden and get to know Jamaica’s flora.

The villa is managed by a highly experienced team of staff who will ensure that your stay here meets and exceeds your expectations. The team will be happy to offer suggestions and recommendations when asked.

Plan your meals with the skillful creative chef who will work with your tastes and dietary needs – serving up meal after sumptuous meal made from the freshest of ingredients, for your culinary delight.

You may wish dinner to be served by candlelight indoors or in the more casual al fresco dining area on the verandah overlooking the pool. The poolside bar is kept stocked with ice and drinks for your convenience, and the sound system supplies music both indoors and out.

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Rates & Fees

Rates

Category Date Range Rate Min stay
Apr 16 - Nov 22, 2024 (2 Bedrooms) Apr 16, 2024 to Nov 22, 2024 $715 per Night$5,000 per Week 5 Nights
Dec 1 - Dec 14, 2024 (2 Bedrooms) Dec 1, 2024 to Dec 14, 2024 $715 per Night$5,000 per Week 5 Nights
Apr 27 - Nov 21, 2025 (2 Bedrooms) Apr 27, 2025 to Nov 21, 2025 $794 per Night$5,556 per Week 5 Nights
Nov 30 - Dec 14, 2025 (2 Bedrooms) Nov 30, 2025 to Dec 14, 2025 $794 per Night$5,556 per Week 5 Nights
Category Date Range Rate Min stay
Apr 16 - Nov 22, 2024 (3 Bedrooms) Apr 16, 2024 to Nov 22, 2024 $961 per Night$6,725 per Week 5 Nights
Dec 1 - Dec 14, 2024 (3 Bedrooms) Dec 1, 2024 to Dec 14, 2024 $961 per Night$6,725 per Week 5 Nights
Apr 27 - Nov 21, 2025 (3 Bedrooms) Apr 27, 2025 to Nov 21, 2025 $1,068 per Night$7,472 per Week 5 Nights
Nov 30 - Dec 14, 2025 (3 Bedrooms) Nov 30, 2025 to Dec 14, 2025 $1,068 per Night$7,472 per Week 5 Nights
Category Date Range Rate Min stay
Apr 16 - Nov 22, 2024 (4 Bedrooms) Apr 16, 2024 to Nov 22, 2024 $1,135 per Night$7,945 per Week 5 Nights
Nov 23 - Nov 30, 2024 (4 Bedrooms) Nov 23, 2024 to Nov 30, 2024 $1,904 per Night$13,325 per Week 7 Nights
Dec 1 - Dec 14, 2024 (4 Bedrooms) Dec 1, 2024 to Dec 14, 2024 $1,135 per Night$7,945 per Week 5 Nights
Dec 15 - Dec 18, 2024 (4 Bedrooms) Dec 15, 2024 to Dec 18, 2024 $1,904 per Night$13,325 per Week 7 Nights
Dec 19 - Dec 26, 2024 (4 Bedrooms) Dec 19, 2024 to Dec 26, 2024 $2,223 per Night$15,555 per Week 7 Nights
Dec 27 - Jan 2, 2025 (4 Bedrooms) Dec 27, 2024 to Jan 2, 2025 $2,223 per Night$15,555 per Week 7 Nights
Jan 3 - Apr 18, 2025 (4 Bedrooms) Jan 3, 2025 to Apr 18, 2025 $1,904 per Night$13,325 per Week 7 Nights
Apr 19 - Apr 26, 2025 (4 Bedrooms) Apr 19, 2025 to Apr 26, 2025 $1,904 per Night$13,325 per Week 7 Nights
Apr 27 - Nov 21, 2025 (4 Bedrooms) Apr 27, 2025 to Nov 21, 2025 $1,262 per Night$8,828 per Week 5 Nights
Nov 22 - Nov 29, 2025 (4 Bedrooms) Nov 22, 2025 to Nov 29, 2025 $1,904 per Night$13,325 per Week 7 Nights
Nov 30 - Dec 14, 2025 (4 Bedrooms) Nov 30, 2025 to Dec 14, 2025 $1,262 per Night$8,828 per Week 5 Nights
Dec 15 - Dec 18, 2025 (4 Bedrooms) Dec 15, 2025 to Dec 18, 2025 $1,904 per Night$13,325 per Week 7 Nights
Dec 19 - Dec 26, 2025 (4 Bedrooms) Dec 19, 2025 to Dec 25, 2025 $2,223 per Night$15,555 per Week 7 Nights
Dec 26 - Jan 2, 2026 (4 Bedrooms) Dec 26, 2025 to Jan 2, 2026 $2,223 per Night$15,555 per Week 7 Nights
Show 2 more rates

Other Fees

Damage WaiverNon-refundable damage waiver (up to $2,000) $299 Flat  
Service Fee $50 Flat  

Check-in/Check-out

Check-in time: 15:00 Check-out time: 11:00

Additional Info

• Extra guests in any room attract a surcharge of $30 per guest per night.

• Rooms are for priced for double occupancy only. Extra guests may be approved by the homeowner and an extra guest fee may be applied.
• The rates for this property are dynamic and are constantly changing. The price listed above is only a starting rate and does not necessarily reflect the price for your travel dates. Please contact a reservations agent for exact pricing details.

• Staff gratuity - 10% (high season) to 15% (low season) of villa rental rate is to be paid to the head of house in Jamaican or US Dollars at the end of the stay.

Amenities & Activities

  • Air Conditioning
  • Gated Community
  • Golf
  • Pool
  • Staff
  • Wifi
View all amenities

Activities

  • Beachcombing
  • Bird Watching
  • Eco Tourism
  • Fishing
  • Golf
  • Scuba diving
  • Snorkeling
  • Surfing
  • Swimming
  • Tennis
  • Water skiing

Attractions

  • Health & Beauty Spa
  • Reefs

Entertainment

  • Books
  • CD Player
  • DVD Player
  • Movie Library
  • Music Library
  • Satellite or cable
  • Sound System
  • Television

Events

  • Weddings ($)

General

  • Air Conditioning
  • Gated Community
  • Golf
  • Pool
  • Staff
  • Wifi

Indoor Features

  • Bed Linens
  • Hair Dryer
  • Pool/Beach Towels
  • Safe
  • Toiletries
  • Washer/Dryer
  • Wet Bar

Kitchen

  • Blender
  • Coffee maker
  • Cooking utensils
  • Dining Area
  • Dish washer
  • Freezer
  • Fully Equipped Kitchen
  • Highchair
  • Ice Maker
  • Iron & board
  • Microwave
  • Oven
  • Refrigerator
  • Stove Top Burners
  • Toaster

Nearby Facilities

  • ATM/Bank
  • Fitness Center
  • Groceries
  • Massage Therapist
  • Medical Services
  • Restaurants
  • Shopping

Outdoor Features

  • Dining Table
  • Furnished Terrace/Balcony
  • Garden
  • Garden Chairs
  • Gazebo
  • Lounging Area
  • Parking
  • Patio
  • Poolside Lounge Chairs
  • Private Pool
  • Terrace

Staff

  • Butler(s)
  • Chef
  • Gardener
  • Housekeeper(s)
  • Laundress

Additional Information

Windsong Villa is equipped with an array of included amenities and services:
• Personal service by the villa staff including a butler, chef, housekeeper and laundress, gardener and driver (a full-time complimentary driver is included in full house rentals)
• Membership to Round Hill Beach club and Resort

Amenities and services available upon request (extra cost):
• Gas is an additional cost

Special Health and Safety Measures

  • Disinfectant used for cleaning
  • Enhanced cleaning practices
  • High-touch surfaces disinfected
  • Linens washed at high-temp
  • Masks and Distancing protocols during Check-in/Checkout
  • Min 24 hours between stays
  • Self-checkin/checkout available

Industry Association Recommended Cleaning Practice: SafeHome

Rooms

Bedrooms (4)

Bedroom 1 | Primary 1 Queen 2 Guests Additional Info
Bedroom 2 2 Single 2 Guests Additional Info
Bedroom 3 2 Single 2 Guests Additional Info
Bedroom 4 2 Single 2 Guests Additional Info

Bathrooms (4)

Bathroom 1 | Primary Toilet, Tub, ShowerEn-suite.
Bathroom 2Toilet, Tub/Shower ComboEn-suite.
Bathroom 3Toilet, Tub/Shower ComboEn-suite.
Bathroom 4Toilet, Tub/Shower ComboEn-suite.

Location

Montego Bay, Jamaica

Reviews

Merritt O.

Jan 9, 2018

Windsong villa

Windsong villa was incredibly beautiful with spectacular views of the Caribbean and the mountains of Jamaica. The staff was outstanding and their kindness and hospitality were what made our family trip extra special. We would love to go back! Our son was recovering from surgery so our activities were limited, but we relished relaxing by our own pool as well as spending time at beautiful Round Hill. We also loved having our own tennis court at Windsong and played every day. The furnishings and grounds at the villa are so wonderful, but it was the stunning views that amazed us every single day - sunrise on one side and sunset on the other. It was an incredible family trip and one we will never forget!

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