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$375

4 BR / 4 BA / Sleeps 12

3 Reviews

$375

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Skylark Villa

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

At Skylark the terrace and pool enjoy the warm ocean views and breezes. Guests will be pampered by our skilled staff who will cook, clean and make guests feel welcome in a real home away from home environment. Skylark is located on a hill above Half Moon Bay amongst 2 acres of gardens providing privacy and security. …
  • Internet Access
  • Grill
  • Safe
  • Microwave
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(3)

very pleased

Left on Nov 07, 2012 for a stay in October 2012

Just want to start out by thanking Sonya Howard and Deloris. They couldn't have been any nicer. Really made you feel at home. We recently stayed here for a very low key relaxing bachelor party. The villa is clean and deloris' cooking was excellent. Our second night there the transformer in front of the villa blew and we had no electric. Immediately Sonya was on the phone to have it repaired…

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$1,169

5 BR / 5 BA / Sleeps 12

Modern 5 Bedroom Villa with Private Terrace & Pool in Montego Bay - Montego Bay vacation rentals
1 / 22

$1,169

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Modern 5 Bedroom Villa with Private Terrace & Pool in Montego Bay

5 BR / 5 BA / Sleeps 12 | Quick view

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Highest Premier rating named villa of the year 2009. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Excellent multi-speaker sound system and Sirius radio. Private air conditioned gym and steam room. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$570

6 BR / 0 BA / Sleeps 12

2 Reviews

$570

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TENNIS! BEACH ACCESS! STAFF! LUXURY!

6 BR / Sleeps 12 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

This wonderful, spacious property which sits on 7 hillside and rolling acres near Montego Bay. This villa now enjoys the luxuries of a new renovation which has produced a wonderful tropical home with gracious floors of rich mahogany and local limestone. This stunning villa features an extra large and most spacious L …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

Wonderful in every way, not one complaint

Left on Jun 23, 2014 for a stay in June 2014

This is a truly beautiful villa, tastefully decorated, hardwood floors, pool and huge verandah with numerous sitting areas overlooking the Caribbean Sea. The staff are wonderful, they are attentive without being overbearing, they have been very kind to my son and are authentically not bothered by any request. The chef, Brenda, has prepared wonderful meals for us, which have been served with …

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$857

8 BR / 0 BA / Sleeps 16

1 Reviews

$857

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FAMILY REUNIONS! STAFF! POOL! WEDDINGDream Castle

8 BR / Sleeps 16 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Dream Castle Villa is a private gated villa where the focus is on relaxation....in your luxurious surroundings where the staff and all amenities of the property are at your full disposal. Enjoy incredible views of the Caribbean Sea and the Iron Shore Golf Course. Gardens planted wtih natural fruit trees and exotic …
  • Waterfront
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

The Dream Castle is truly a "dream" and we loved it.

Left on Oct 27, 2011 for a stay in October 2011

I have stayed at the Dream Castle five different times with five different groups and we have always been totally satisfied and happy. The staff is great and strives to serve you and keep you happy. I am always excited to go back and see the staff; they have become like family to me. They live by their "no problem" Jamaican belief. Every bedroom is beautifully decorated and comfortable. …

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$728

4 BR / 4 BA / Sleeps 8

Hillside Villa - Montego Bay vacation rentals
1 / 14

$728

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Hillside Villa

4 BR / 4 BA / Sleeps 8 | Quick view

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When Round Hill was only an undeveloped lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the vision to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular views in all the Caribbean…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$500

4 BR / 4 BA / Sleeps 8

SEAVIEWS! FULLY STAFFED! PRIVATE POOL! Bienvenue - Montego Bay vacation rentals
1 / 20

$500

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SEAVIEWS! FULLY STAFFED! PRIVATE POOL! Bienvenue

4 BR / 4 BA / Sleeps 8 | Quick view

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The elegant Bienvenue Villa, set on a beautiful hillside offers a panoramic view of the sparkling Caribbean Sea and is one of the most popular villas in Jamaica,. The two acres of private lush tropical gardens that house this luxurious villa are set in the heart of Spring Farm, an upscale Montego Bay community. …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$585

9 BR / 9 BA / Sleeps 18

1 Reviews

$585

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Seaview Chateau Villa

9 BR / 9 BA / Sleeps 18 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Exclusive 9 room French Style Luxury Villas. Located in a serene setting with a magnificent ocean view, swimming pool, and just 200 yards from a 18 hole golf course. Seaview Chateau in Montego Bay is a 9 bedroom French Style luxury property. Elegant furnishings and spectacular views help to make this a must stay while…
  • Fitness Room
  • Dishwasher
  • Microwave
  • Toaster
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

What a perfect getaway property in Montego Bay!

Left on Jan 25, 2014 for a stay in March 2012

I look forward to booking my next group into the SeaView Chateau... I know the inviting pool deck, and the gentle Caribbean breeze at night after our dinner events will be well worth it.

This property easily is one of the top values in all of Jamaica, for a Villa of this size. It is not the biggest, not the grandest - but a very good Villa property for the money. Most other Villa's don't have …

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$350

4 BR / 0 BA / Sleeps 8

1 Reviews

$350

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BEACH IN 10 MIN!! STAFF! POOL! COSY!! Skylark

4 BR / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

SKYLARK nestles among two peaceful acres of gated tropical gardens of lawn, flowers, palms, fruit trees and plantings. SKYLARK nestles among two peaceful acres of gated tropical gardens of lawn, flowers, palms, fruit trees and plantings. The property is very private and secure. There are views of the Caribbean that …
  • Waterfront
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Lovely home away from home

Left on Feb 22, 2015 for a stay in February 2015

Our family immensely enjoyed our first trip to Jamaica, thanks in large part to our comfortable home away from home at Skylark Villa. Howard, Delores and Sonia warmly welcomed us and made our stay a special one. Our meals were delicious and we will remember them fondly. It was a treat to gather together at the beginning and end of a fun-filled vacation day around a beautifully set table. Ask for …

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$680

6 BR / 6 BA / Sleeps 12

1 / 28

$680

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Serendipity with pool, full staff and 180º sea views & of Half Moon Golf Course

6 BR / 6 BA / Sleeps 12 | Quick view

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Otherwise known as “the occurrence of events by chance in a beneficial way,” Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the “Elegant Corridor” in Montego Bay, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$730

4 BR / 4 BA / Sleeps 8

1 / 13

$730

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Beautiful Beachfront Villa with Private Pool

4 BR / 4 BA / Sleeps 8 | Quick view

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Welcome to Calypso Shores, a stunning fully staffed, waterfront villa with its own private beach and pool. Ten minutes from the airport in beautiful Montego Bay. Exclusive VIP service at the airport upon arrival. Located in a lovely gated community with round the clock security, tennis courts, work out facilities, and…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Clothes Dryer
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,238

8 BR / 10 BA / Sleeps 16

1 / 36

$1,238

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Round House at the Tryall Club

8 BR / 10 BA / Sleeps 16 | Quick view

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From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club. Additional amenities include: poolside shower, available for large …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,572

9 BR / 9 BA / Sleeps 18

1 / 20

$1,572

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Summerhill at Montego Bay, Jamaica - Fully Staffed, Pool, Hillside

9 BR / 9 BA / Sleeps 18 | Quick view

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Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living and 9 spacious bedrooms. …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$428

4 BR / 0 BA / Sleeps 8

1 / 31

$428

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AFFORDABLE! POOL! STAFF! MONTEGO BAY! Top Notch

4 BR / Sleeps 8 | Quick view

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3 bathroom, 3 bedroom affordable villa in the Ironshore, Montego Bay area. Expansive swimming pool deck with views to the north, with great Caribbean Sea views! * Fully staffed villa with own cook, housekeper, gardener * 3 bedrooms, 3 bathrooms - with an extra bedroom for 2 more guests in a 4th bedrooms for a …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly - ask

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$1,285

5 BR / 6 BA / Sleeps 13

2 Reviews

$1,285

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Knockando on Round Hill

5 BR / 6 BA / Sleeps 13 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a renowned resort for …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Knockando villa is delightful with a spectacular view and a warm

Left on Jun 14, 2013 for a stay in January 2013

This was our 10th stay in Linda Smith's villas and 5th time at Knockando which is our favorite. Trip #11 is already reserved at Knockando in 2014. The view is magnificent down the coastline and changes as the sun moves across the sky each day. The villa is perfect for our group of 8 women with lots of spots to gather or just relax and read a book. And the Staff!!! They're the best!! After 5 …

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$1,143

5 BR / 5 BA / Sleeps 12

22 Reviews

$1,143

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Jamaica Villa Nutmeg, Montego Bay, Jamaica

5 BR / 5 BA / Sleeps 12 | Quick view
“ Excellent ” 22 Reviews

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Reviews

(22)

OCEAN VIEW: Great for GOLFERS, YOGA & WEDDINGS: A 5 bedroom elegant villa with magnificent views of the ocean from each room. The entrance has wide airy views of the swimming pool. Our full staff at Nutmeg will be there at your beck and call. You will be pampered by the butler, the cook, the housekeeper and our …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(22)

Nutmeg Villa - Montego Bay, Jamaica

Left on Sep 04, 2012 for a stay in August 2012

I spent a few days at Nutmeg Villa and I must tell you, as a Jamaican, this was truly a home away from home experience...only I didn't have to cook :-)

The food was great and the wonderful staff even better. My room was very cosy and man, the view is to live for.

Will definitely go back. Came away with a great tan!

Michelle McKay

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$1,857

7 BR / 8 BA / Sleeps 14

1 Reviews

$1,857

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Ocean view Hanover Grange at Tryall Club is fully staffed with infinity edge pool

7 BR / 8 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has been described by Condé Nast as one…
  • Internet Access
  • A/C or climate control
  • Television
  • DVD Player
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The Most Amazing and Wonderful Trip Ever!!

Left on Jun 29, 2013 for a stay in June 2013

OMG!! is what it was! I went in with some very high expectation. I must say that all of my expectation was met and they were exceeded. When going with a group, you cant please everyone. But I must say that EVERYONE" was extremely satisfied. It was 12 in our group, and we have already started planing our next Vacation back to Harmony Hill. The staff was unbelievable. They made us feel so welcome …

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$1,299

6 BR / 8 BA / Sleeps 12

1 Reviews

$1,299

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Viviana at the Tryall Club

6 BR / 8 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Completely Wonderful Experience

Left on Jun 14, 2013 for a stay in February 2013

If anyone asks me to recommend a villa expert in the Caribbean, Villas By Linda Smith is where I would send them. And my entire family would do the same. Our representatives (we have had more than one over the years) have always exceeded our expectations in service, timeliness, and advice. We are lucky to have a group with both a professional and friendly approach. The home we stayed in, …

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$65

7 BR / 14 BA / Sleeps 30

1 / 16

$65

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Villa Donna

7 BR / 14 BA / Sleeps 30 | Quick view

Details

Here at Villa Donna Inn, we provide a relaxing atmosphere where you can unwind in private with family and friends. We also do functions and parties, The room rate comes with full breakfast. The property is located on the Rose Hall Corridor , all the rooms are fully equipped with air condition, wireless …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace

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$1,171

5 BR / 6 BA / Sleeps 10

1 Reviews

$1,171

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Ocean view Mahogany Hill at Tryall golf on 11 acres with 2 freshwater pools & full staff

5 BR / 6 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Mahogany Hill is a beautiful three-level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural design combines Asian, …
  • Shared outdoor pool (unheated)
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Our Stay at Mahogany Hill at Tryall

Left on May 07, 2010 for a stay in December 2009

The property managers seemed very nice, but a bit anal about their electronics and surround systems (possibly because we were only the 2nd guests ever). They even told us they were going to charge the prior guests a fee from their deposit to cover sending over a techie to fix the system because they didn't know how to. Seemed inappropriate to share that info, as well as wrong to bill the prior …

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$650

4 BR / 4 BA / Sleeps 8

8 Reviews

$650

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Lazy Laguna - New Waterfront 4 bed/4bath Villa

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

Lazy Laguna is a waterfront home, in a gated and child-friendly community located in Montego Bay, Jamaica. The community offers tennis courts and pools. Lazy Laguna has 4 bedrooms and 4 bathrooms and will sleep 8 comfortably. It has just been newly renovated with brand new limestone tile floors downstairs and Jatoba, …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(8)

An amazing place for family getaway!

Left on Mar 18, 2014 for a stay in January 2014

We spent a week at this location celebrating my brother's 40th birthday. We had 9 people in our group and were all able to stay comfortably. We had wanted a villa where we could all stay together but still be close enough to activities and things to do in Montego Bay. This was a perfect location and villa for us. Jill was a very gracious host and Marcia was amazing. Marcia was there with a …

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$2,078

7 BR / 8 BA / Sleeps 14

1 / 15

$2,078

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None VL PTC

7 BR / 8 BA / Sleeps 14 | Quick view

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Villa VL PTC sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee, and driving range are within walking distance of the villas front door. Nine Laykold tennis courts are just a golf cart ride up the hill. Tryall …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$142

4 BR / 5 BA / Sleeps 8

15 Reviews

$142

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Enjoy True Jamaican Hospitality at Davelyn Villa

4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

Davelyn is a private resort villa situated just outside of Montego Bay, Jamaica, complete with the services of a cook, maid, and caretaker to handle the chores while pampering you with inimitable Jamaican hospitality. Each bedroom at Davelyn Villa has luxury bedding, an en-suite bathroom, air conditioning and …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(15)

Davelyn Villa was our vacation castle!

Left on Mar 17, 2011 for a stay in June 2010

My boyfriend and I stayed at Davelyn Villa last summer and had a wonderfully relaxing time! We were recommended by a friend who had stayed here before and we were not disappointed.

The villa was beautiful, spacious, clean, cool and comfortable. We were pleasantly surprised to find many of the modern conveniences that we have at home, like plasma screen TVs, iPod docks and WiFi in every room…

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$135

4 BR / 4 BA / Sleeps 10

26 Reviews

$135

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Bogue Villa

4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 26 Reviews

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Reviews

(26)

Bogue Villa - is located in a quiet location minutes from the airport and Montego Bay. The villa offers a unique experience of a privately owned villa for people who really want to explore Jamaica culturally--to gain an intimate understanding of Jamaican life, its environs, cuisine, history, music, and beauty. …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(26)

Paradise!

Left on Apr 12, 2011 for a stay in April 2011

This was the most amazing villa. The home was tastefully decorated and welcoming. The staff was more like family. I will never vacation in a resort again as long as the Bogue Villa is available.

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$1,883

10 BR / 6 BA / Sleeps 20

12 Reviews

$1,883

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Silent Waters Villa - Private Luxury Villa

10 BR / 6 BA / Sleeps 20 | Quick view
“ Excellent ” 12 Reviews

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Reviews

(12)

Winner of the Caribbean Travel & Living Awards "Best Luxury Villa of the Year" for 2004 - 2012! Silent Waters Villa is a superb location for a family reunion, corporate retreat, destination wedding (seating 54 guests) or just a small group of friends seeking a most unusual holiday experience. Nestled in the hills of …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Fantasic experince - can't wait to go back

Left on Jul 16, 2011 for a stay in April 2011

Breath takng views overlooking Montego Bay; 5 star accomodations, 5 star service and 5 star dining. Have gone there numerous times, can't wait to go back. Highly recommended.

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$500

5 BR / 5 BA / Sleeps 10

1 / 20

$500

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Bogue Villa - Montego Bay, Jamaica Villas

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Bouge Villa is located to all the conveniences of Montego Bay’s shopping, beaches and restaurants! 5 air conditioned bedroom villa Bogue Villa in Jamaica offers the opportunity to spend your vacation in the luxury, privacy, and splendor of a private home in a quiet residential neighborhood in a suburb of Montego …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$893

5 BR / 7 BA / Sleeps 10

2 Reviews

$893

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Noble House on the Beach

5 BR / 7 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace. Additional amenities include: poolside…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Fairy Tales Do Come True

Left on Nov 14, 2013 for a stay in November 2013

After a short 3-1/2 hour non-stop flight from Philadelphia though an annoyingly long wait to get through customs, we arrived at Noble House. Upon entering the beautiful arched and gated drive, we were met by the entire staff of 9 offering ice cold washcloths and rum punch for the adults and fruit punch for the kids and the vibes of the Island playing on the stereo. Our worries, concerns, and …

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$1,071

6 BR / 6 BA / Sleeps 12

13 Reviews

$1,071

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Sea Island Villa/Tennis Court/5-Star Staff

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 13 Reviews

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Reviews

(13)

Sea Island is a fully-staffed luxury villa situated in Jamaica's beautiful Montego Bay. With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom (each with en-suite bathrooms) home is the perfect place to create memories to last a lifetime. Your culinary- trained chef…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(13)

Luxe comfort, with privacy - everything you need in one place.

Left on Nov 05, 2014 for a stay in January 2012

This gorgeous home has everything you need: amenities, a fabulous pool, tennis courts and top notch, friendly service. We went into town a few times, but I would have been happy to stay put. Sea breezes and the smell of the ocean immediately relax you, and the staff is incredibly attentive without being too 'present.' It was one of the most rejuvenating trips I ever took. We went as a couple…

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$1,010

7 BR / 8 BA / Sleeps 14

4 Reviews

$1,010

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Fairway Manor

7 BR / 8 BA / Sleeps 14 | Quick view
“ Excellent ” 4 Reviews

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Reviews

(4)

Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its rooms open onto an 85' verandah, where the sweeping 120-degree views of manicured grounds, golf course, sea and sky are truly breathtaking. The villa is less than a five …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Great Family Vacation

Left on Mar 20, 2013 for a stay in September 2005

Our family vacation at Fairway Manor was the most enjoyable and enriching experience of a lifetime. Our children were enveloped by the friendly and attentive service of your staff throughout our stay, providing them with a cultural, safe and culinary experience that I\'m certain they will never forget. The property was maintained at a level beyond our expectations and the food that was served to …

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$125

7 BR / 2 BA / Sleeps 4

1 Reviews

$125

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Waters Edge Guest House

7 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Waters Edge Guest house is a very luxurious Guest house located on the Unity hall main road, its taste of luxury will far reach all guest expectation, the Guest house boast eleven (11) 50 inches Samsung Smart Television , state of the art bathroom fixtures by Moen, exquisite furnishing by Thomasville Furniture …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children

Details

Reviews

(1)

AMAZING

Left on Mar 05, 2015 for a stay in February 2015

me and my girlfriend stayed at the Waters Edge guest house for 4 days, and honestly it is one of the best places places I have ever stayed, the location is perfect the view is beyond beautiful and the rooms are extremely clean, l love this place.

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$928

6 BR / 6 BA / Sleeps 12

22 Reviews

$928

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6bd/6ba Luxury Estate,17 acres,spec views of Mobay

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 22 Reviews

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Reviews

(22)

Hammerstein Highland House is a spectacular estate on 17 acres on the hillside in Montego Bay, Jamaica. Oscar Hammerstein wrote "The Sound of Music" from the terrace, overlooking the beautiful hillside. The home is very private and located about 5 minutes from the beach and 20 minutes from the airport. The home is …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(22)

Best Wedding Ever!! Literally.

Left on Feb 01, 2012 for a stay in November 2011

We got married at the Highland House on November 7th, 2011 and rented it from Nov. 4 - 9th. It was a dream come true in large part, because of the villa. We felt like celebities and so did our guests. The day we arrived to see the villa..it blew our minds and it blew our guests minds too. Many wondered why we wanted to go off site to get married and everyone understood once they arrived. …

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$785

6 BR / 6 BA / Sleeps 12

1 / 43

$785

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BEACH MEMBERSHIP! KID FRIENDLY! TENNIS!Summertime

6 BR / 6 BA / Sleeps 12 | Quick view

Details

ABOUT PHAROS-SUMMERTIME VILLA, MONTEGO BAY: Fulltime 12 seater van and Complimentary Driver Included for weekly bookings only. (If booking less than a week, One complimentary round trip transfers) * 6,000 square foot private villa on 5 acres with magnificient views of the Caribbean Sea * 6 air-conditioned bedrooms + …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$715

5 BR / 5 BA / Sleeps 12

1 / 20

$715

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GOLF! RESORT BEACH ACCESS! STAFF! Pavilion

5 BR / 5 BA / Sleeps 12 | Quick view

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Pavilion Villa in Montego Bay is a beautiful Jamaica villa privately positioned at the end of a cul-de-sac, offering glorious views of the glittering Caribbean Sea on one side and a serene ten mile expanse of mountains on the other. Spacious, peaceful, quiet and beautiful, Pavilion Villa is one of the most popular …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$1,142

6 BR / 0 BA / Sleeps 12

1 / 30

$1,142

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BEACH ACCESS! BUTLER! STAFF! POOL! Endless Summer

6 BR / Sleeps 12 | Quick view

Details

Resort Membership to Half Moon Resort for all guests staying at Endless Summer Villa. This full membership offers the following to our guests. Resort Membership Benefits Use of Sunrise Beach, Hibiscus & Oleander Pools, Jacuzzi, tennis courts, Fitness Centre, Croquet, Miniature putting green. FAMILY FRIENDLY…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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$800

5 BR / 4 BA / Sleeps 10

11 Reviews

$800

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Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community

5 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is wrapped by an uber-cool, …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

Exquisite Luxury Vacation

Left on Mar 10, 2014 for a stay in March 2014

"Exquisite, Luxury Vacation..."

From our second email to the owners we knew we had made new friends. This is one of the most 'undersold' experience we have ever had. For 11 years my husband and I visited the Ritz Carlton in MBJ, because we knew there would be consistent service with a warm staff... Well, we were pleasantly surprised at the well appointed 'home', professional, warm service of …

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$730

4 BR / 4 BA / Sleeps 8

1 Reviews

$730

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Calypso Shores on the Beach

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located in a lovely California-style residential neighborhood named Lagoons, Calypso Shores is one of the newest homes in this collection. Its prize location is a beachfront acre on a calm lagoon. Lovers of water sports will revel in this location. Additional amenities include: poolside shower, golf available, beach …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

The best vacation trip yet!

Left on May 28, 2014 for a stay in May 2014

Everything about this trip was fabulous!!! From the time we got off the plane and had VIP treatment thru customs, till the time we arrived at the house all the way up to the time we had to depart and go home!!!

The house is wonderful, the staff was very professional, friendly, and catered to all of our needs. No matter what we needed it was "no problem". The food was great and the service was …

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$858

5 BR / 7 BA / Sleeps 10

1 / 16

$858

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Sensational 5 Bedroom Villa with Ocean View in Montego Bay

5 BR / 7 BA / Sleeps 10 | Quick view

Details

Featured in 'Caribbean Travel and Life,' the villa offers the ambiance of a private retreat with the ultimate in relaxation and pampered service selected by dignitaries, diplomats and CEO's. Ultra modern in conveniences and amenities,yet classically Jamaican, the 5 bedroom luxury home is considered one of the most …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$800

4 BR / 4 BA / Sleeps 8

1 / 21

$800

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Jamaican villa on prestigious Round Hill

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound. Its unique location atop Round Hill offers magnificent views of Montego Bay, pleasant tropical breezes and spectacular sunsets. The furnishings reflect the colonial ambiance of Jamaica with comfortable, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$500

4 BR / 4 BA / Sleeps 8

1 / 21

$500

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Windsong

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally lovely vista of Round …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,000

5 BR / 7 BA / Sleeps 10

1 Reviews

$1,000

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Great River House

5 BR / 7 BA / Sleeps 10 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

Set on over four and one-half acres of gently sloping land and surrounded by well manicured lawns Great River House commands sweeping views of the sea. The property features mature trees including fine citrus and pimento trees together with flowering plants, shrubs and royal palms gently lit in the evening to create a…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Beautiful House but Poorly Maintained & Managed

Left on Sep 04, 2012 for a stay in July 2012

Our family booked Great River House for almost 2 months from July-August. We had been promised a luxury 5* villa with amazing staff. What we got was a lovely house with a kitchen which was badly in need of renovation and a Chef who was a terrible cook with a very bad attitude and questionable book keeping. We had originally agreed to be provided with 1 dinner and 1 breakfast upon arrival and …

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$650

7 BR / 0 BA / Sleeps 14

1 / 28

$650

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BEACH ACCESS! FAMILY! STAFF! POOL! Thomas House

7 BR / Sleeps 14 | Quick view

Details

Thomas House is one of the most spacious Jamaica villas, with spectacular views of the Caribbean Sea and nearby golf greens. It makes the perfect venue for family gatherings, large reunions or weddings. Thomas House was featured in Cool Runnings, a Walt Disney film. Located within a spectacular three acre Thomas …
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Linens Provided
  • Towels Provided
  • Suitable for children
  • Suitable for the elderly - ask

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$550

7 BR / 7 BA / Sleeps 14

1 / 15

$550

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Thomas House

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Thomas House is a spacious, beautiful, fully staffed 7-bedroom/71/2-bathroom private hillside villa located in the exclusive Spring Farm area. Overlooking the Caribbean Sea this villa provides the both spectacular views and privacy. Thomas House is located on the east side of Montego Bay, approximately 15 minutes from…
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,200

4 BR / 4 BA / Sleeps 8

1 Reviews

$1,200

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Half Moon - 4br Royal Villas

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed living and dining areas. Each …
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fantastic staff

Left on Nov 28, 2013 for a stay in November 2013

I just want to say we enjoyed our vacation in villa 26 again. We have been visiting half moon for eight years and Its a must I mention the staff in our villa.

This is the first year we have had a different cook and olive didn't disappoint who is lovely, a great cook and very friendly was fantastic. Casell our butler who never disappoints, he will go out of his way to make you happy. Tracy our …

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$707

6 BR / 7 BA / Sleeps 15

2 Reviews

$707

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Pimento Hill

6 BR / 7 BA / Sleeps 15 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Pimento Hill is a beautiful home with a legendary history. The home overlooks the Caribbean Sea and is conveniently located just a five minute drive from the exclusive Round Hill Resort where guests enjoy complementary beach membership. The villa was originally built in the late 1950's for the French Count and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Be prepared to be spoiled in a luxurious setting

Left on Jun 09, 2013 for a stay in May 2013

Pimento Hill House Villa is most definitely a hidden treasure, the Jamaican staff went above and beyond to make our stay wonderfull. Take the 6 acre grounds tour and taste a fresh mango ripe off the tree or climb the giant coconut palm in the front yard (how cool). The view from the main house veranda is spectacular, we had every meal served outdoors with fresh picked flowers from the property. …

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$865

5 BR / 6 BA / Sleeps 10

1 / 21

Details

No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Club—rated by Condé Nast as one of the most desirable places to stay in the world—and fosters an old warm charm among modern amenities. You will cherish the feeling of lounging in the poolside gazebo as you cast…
  • Shared outdoor pool (unheated)
  • Satellite or cable TV
  • DVD Player
  • Stereo or CD player
  • VCR
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

4 BR / 4 BA / Sleeps 8

1 Reviews

$643

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None VL TTC

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Villa VL TTC sits on two acres in the famous gated community of The Tryall Club, directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass, and other times its waves break dramatically…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The best vacation ever.

Left on Jun 06, 2014 for a stay in May 2014

The tradewinds is perfect, from location to amities. We went for a girls trip and loved being pampered by the staff and enjoying the grounds of the tryall country club. We could have stayed at our location for the whole week and been happy. Can't wait to come back. This would also be a great vacation property for families.

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$2,571

6 BR / 14 BA / Sleeps 14

1 / 47

$2,571

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Extraordinary 6 Bedroom Villa in Montego Bay

6 BR / 14 BA / Sleeps 14 | Quick view

Details

Gym: incliner trainer treadmill, double-sided half-cage with Olympic bars and weights bench, elliptical bike, cybex trainer, cable cross, punch kettle bells, fitness balls and yoga mats. Spa with two tables and cedar steam room: massage, facial, body scrub, manicure, pedicure. 100"projection theater in Serengeti …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$940

7 BR / 9 BA / Sleeps 14

1 / 30

$940

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Stylish 7 Bedroom with Private Pool in Montego Bay

7 BR / 9 BA / Sleeps 14 | Quick view

Details

Today's Fairway Manor is a stylish multi-faceted 10,000 square foot private home, massively renovated with upgrades throughout. Its rooms overlook the famous Half Moon 18 hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea. Fairway Manor's well planned rooms open onto terraces and …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$800

4 BR / 4 BA / Sleeps 8

1 / 23

$800

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Summerland on Roundhill, Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound. Its unique location atop Round Hill offers magnificent views of Montego Bay, pleasant tropical breezes and spectacular sunsets. The furnishings reflect the colonial ambience of Jamaica with comfortable, …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$708

4 BR / 4 BA / Sleeps 8

3 Reviews

$708

Inquire

Serenity on the Beach

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Additional amenities include: poolside shower, snorkel gear, connecting bedroom(s), golf on site or nearby, golf available, beach club, complimentary …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(3)

The Best Vacation Ever

Left on May 14, 2014 for a stay in May 2014

We are 2 couples in our 40's and 50's Previously we have stayed in mid to luxury hotels in Jamaica. For similar costs, we decided to try a vacation villa. We had a wonderful time and I am now spoiled for villas. Upon arrival we were shown the whole property and picked which bedroom we wanted. Two rooms are very large and two are smaller but perfectly fine as each room has a sitting area.I would …

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$643

5 BR / 5 BA / Sleeps 10

1 / 28

$643

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Coconut Cottage

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Coconut Cottage is part of the original Round Hill Estate and is located on the lush "Jamaican Riviera" side of Montego Bay. The villa has a spacious 3 bedroom main house with pool and a lovely, romantically secluded, 2 bedroom cottage for a total of 5 bedrooms. Situated to take advantage of the trade …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
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