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$707

6 BR / 7 BA / Sleeps 13

Glamorous 6 Bedroom Villa in Montego Bay - Montego Bay vacation rentals
1 / 40

$707

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Glamorous 6 Bedroom Villa in Montego Bay

Montego Bay villa
6 BR / 7 BA / Sleeps 13 | Quick view

Details

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars & restaurants, gift shops, water sports, Internet room, beach parties Mon-Wed-…
  • 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 - ask
  • Wheelchair accessible - ask

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$1,689

7 BR / 8 BA / Sleeps 14

Harmony Hill at the Tryall Club - Montego Bay vacation rentals
1 / 26

$1,689

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Harmony Hill at the Tryall Club

Montego Bay villa
7 BR / 8 BA / Sleeps 14 | Quick view

Details

One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. Additional amenities include: ping pong table, golf on site or nearby, linda …
  • Heated Pool
  • 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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$643

4 BR / 4 BA / Sleeps 8

Exotic 4 Bedroom Villa in Montego Bay - Montego Bay vacation rentals
1 / 25

$643

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Exotic 4 Bedroom Villa in Montego Bay

Montego Bay villa
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents & children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars and restaurants, gift shops, water sports, Internet room, beach parties Mon-Wed-…
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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

Montego Bay villa
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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$200

3 BR / 3 BA / Sleeps 7

The Penthouse Suite at Seacastle Beach Apartments - Montego Bay vacation rentals
1 / 11

$200

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The Penthouse Suite at Seacastle Beach Apartments

Montego Bay condo
3 BR / 3 BA / Sleeps 7 | Quick view

Details

Third floor ocean view 1,054 square ft 3 bedroom queen beds, 3 bathroom w/bath and shower private roof top sundeck and wet bar. Cable TV, Wi-FI internet , air condition, full kitchen Maid Service /Nanny service upon request, access to our private pool and beach. Located in Rose Hall Montego Bay 5 …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Deck
  • Smoking allowed
  • Suitable for children

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$452

4 BR / 4 BA / Sleeps 8

4 Bedroom Villa Adjacent to Tyrall Golf Course in Montego Bay - Montego Bay vacation rentals
1 / 24

$452

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4 Bedroom Villa Adjacent to Tyrall Golf Course in Montego Bay

Montego Bay villa
4 BR / 4 BA / Sleeps 8 | Quick view

Details

CALYPSO is a charming open air villa adjacent to the 16th hole of the championship Tryall golf course. Four bedroom private villa at the famous Tryall Club. Uniquely located next to the 16th hole of the championship Tryall golf course. Onsite staff includes butler, cook, housekeeper, laundress and gardener. 30' …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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

Montego Bay villa
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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$75

2 BR / 1 BA / Sleeps 4

1 Reviews

$75

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Palm Cove Cozy 2 Bedroom/1 bath Vacation Home

Montego Bay house
2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Beautiful panoramic views 2 bedroom 1 bathroom a/c units in all rooms wi-fi digital cable on demand DVD players Parking Available close proximity to beach, airport, movie theature, and fairview shopping mall. Chef, made service, and driver are available upon request.
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

WONDERFUL STAY

Left on Aug 24, 2014 for a stay in August 2014

My friends and i stayed at Palm Cove the first week of august and had a delightful experience. the rooms where very cozy and spacious. The bathroom was cleaned to perfection. The kitchen was just perfect and convienent to cook in.

There were flat screen televisions in rooms which featured flow digital cable on demand, which my friends and i were highly pleased to have. We felt very safe and …

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$1,295

5 BR / 5 BA / Sleeps 10

1 / 24

$1,295

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Half Moon - 5br Royal Villas

Montego Bay villa
5 BR / 5 BA / Sleeps 10 | Quick view

Details

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 …
  • Safe
  • Microwave
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$642

5 BR / 6 BA / Sleeps 10

1 / 31

$642

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Drambuie

Montego Bay villa
5 BR / 6 BA / Sleeps 10 | Quick view

Details

lt;p class="VLSMain">Built in the 1940‘s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus contemporary…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Books
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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$1,285

4294967295 BR / 5 BA / Sleeps 2

1 / 29

$1,285

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Allamanda

Montego Bay house
5 BA / Sleeps 2 | Quick view

Details

Allamanda Villa completed in 2012, is an elegant five bedroom Caribbean vacation home. All on one level, the villa boasts a dramatic fifteen hundred square foot great room with soaring twenty foot ceilings and fifty feet of sliding glass doors that open up onto an expansive covered terrace.Master Bedroom 1 - (20Â&…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Outdoor Dining Area
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,371

6 BR / 6 BA / Sleeps 12

1 / 34

$1,371

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Greatview

Montego Bay house
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking the Half Moon Bay golf course and the Caribbean Sea. It is immediately apparent why the owners chose this name for their villa. From the colorful blue hues of the Caribbean Sea to the green mountains beyond, the …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Outdoor Dining Area
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$100

1 BR / 1 BA / Sleeps 2

1 / 13

$100

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Beach Studio Montego Bay Club

Montego Bay condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Bright studio apartment 5 minutes from the airport located on the Hip Strip in Montego Bay. Walk to the beach, bars, and restaurants, all within steps from the building! In an old building, but well kept apartment. Great ocean view studio apartment in a very old building! * queen size bed * Cable TV, and central A…
  • Ocean or water views
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children

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$53

2 BR / 1 BA / Sleeps 4

6 Reviews

$53

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The Village Rose Hall

Montego Bay house
2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 6 Reviews

Details

Reviews

(6)

Bright two bed room Villa located in Rose Hall Montego Bay. beach, bars, and restaurants, all within 10 minutes drive to the beach The Space Ocean view Condo' Great 2 bedroom Villa in Montego Bay, centrally located Rose Hall opposite the Hilton Hotel Spend the day at the beach, drink rum punches at the …
  • Internet Access
  • Washing Machine
  • Patio
  • Parking
  • Garden
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

misrepresented details

Left on Nov 12, 2014 for a stay in November 2014

the ad stated it was one mile from the airport but after a 35 US dollars taxi fare and 55 minutes later we arrived at this dump. Scruffy accomodation. washing up still on the sink, filthy bathroom with just one single towel, dirty dirty dirty kitchen with grubby kitchen utensils...a garden that was a building site....flooding water from the roof...what can i say more...awful awful awful....im …

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$786

3 BR / 3 BA / Sleeps 6

1 / 27

$786

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Goat Hill

Montego Bay house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the Great River ~ the west view is an equally lovely vista toward Round Hill, the Caribbean Sea and …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,285

7 BR / 9 BA / Sleeps 14

1 / 37

$1,285

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Belle Abri

Montego Bay villa
7 BR / 9 BA / Sleeps 14 | Quick view

Details

Completed in 2006, Belle Abri ("beautiful sanctuary") is a large home overlooking the Half Moon golf course and Caribbean Sea offering breathtaking views. A deluxe home, it offers 12,000 square feet and seven bedrooms as well as a private pool and private tennis court. Located in the prestigious Spring Farm area, the …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$1,813

7 BR / 7 BA / Sleeps 14

1 / 25

$1,813

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Half Moon - 7br Royal Villas

Montego Bay villa
7 BR / 7 BA / Sleeps 14 | Quick view

Details

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 …
  • Safe
  • Microwave
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$80

1 BR / 1 BA / Sleeps 2

14 Reviews

$80

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Montego Bay Studio, great ocean views, near beach

Montego Bay condo
1 BR / 1 BA / Sleeps 2 | Quick view
“ Very Good ” 14 Reviews

Details

Reviews

(14)

A lovely studio apartment in small block within the grounds of the El Greco resort. A stones throw from the beautiful Doctor’s Cave beach which is just across the bridge and down the stairs. Just up from the vibrant Hip Strip with it’s many bars and restaurants, this apartment benefits from being in a quiet …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(14)

Affordable With a Beautiful View

Left on May 22, 2012 for a stay in May 2012

This condo stay started out as a disaster with air condition problems the 1st 2 nights and hot. My plan was to move after the 3 paid days were up. However, as soon as Doreen McKenzie, the property manager, saw the problem, it was taken care of and the stay improved. Doreen was great at providing a blender and coffee pot and being responsive. The studio/condo is affordable, clean, simple, …

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$1,071

9 BR / 9 BA / Sleeps 18

1 / 24

$1,071

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Summerhill

Montego Bay villa
9 BR / 9 BA / Sleeps 18 | Quick view

Details

Summerhill is one of the newest villas located in the Spring Farm area, just past the exclusive Half Moon Golf & Country Club and just ten minutes east of Montego Bay. It is located on lush tropical grounds that offer flowering trees, a massive well-manicured lawn, walking paths and a garden sitting area designed for …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Books
  • Suitable for children
  • Suitable for the elderly - ask

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$715

5 BR / 5 BA / Sleeps 10

1 / 16

$715

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Cliffside Cottage

Montego Bay villa
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities include: available for …
  • 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 - ask

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$786

3 BR / 3 BA / Sleeps 1

1 / 14

$786

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Reveille

Montego Bay house
3 BR / 3 BA / Sleeps 1 | Quick view

Details

Reveille By The Sea was totally renovated in 2009 and sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the …
  • Waterfront
  • Ocean or water views
  • Safe
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

2 BR / 1 BA / Sleeps 4

1 / 16

$250

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2 Bedroom Luxury Sea View Villa

Ironshore villa
2 BR / 1 BA / Sleeps 4 | Quick view

Details

2 Sea View Double Rooms available, one with sofa bed, direct access to pool and private entrance. Rooms comes with wardrobe, dressing table and side tables. Rooms have access to lounge, kitchen, garden, dining area and Flat Screen cable TV The Villa has a beautiful sea view with a swimming pool overlooking a front …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$858

7 BR / 6 BA / Sleeps 14

2 Reviews

$858

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Tranquillity on the Beach

Montego Bay villa
7 BR / 6 BA / Sleeps 14 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff. Additional amenities include: available for large groups, connecting bedroom(s), 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 - ask

Details

Reviews

(2)

noisy road and noisy neighbors

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

It was a nice location on a beach, but the water was dirty ( lots of debris in water from the nearby river) and because it was so close to a main road it was hard to sleep at night because of honking horns and motorcycle engines racing. The staff were friendly, but not as attentive as I had hoped. Food was very good. All in all, it was an okay villa but I would not go back.

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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

Montego Bay villa
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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$1,948

7 BR / 7 BA / Sleeps 12

4 Reviews

$1,948

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Sugar Hill at Tryall Club with gym, pool, amazing ocean view and maid service

Montego Bay villa
7 BR / 7 BA / Sleeps 12 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Sugar Hill is an archetypal Jamaican villa that captures spectacular views of the shimmering Caribbean Sea, the edges of the northwest coastline and the lush surrounding hillside. Beautiful flowers and exotic birds inhabit the manicured tropical gardens. This golfer’s paradise is located at the famed Tryall Club in …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Television
  • DVD Player
  • Ceiling Fans
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Our Stay at Sugar Hill at Tryall

Left on Oct 14, 2011 for a stay in February 2011

The villa is wonderful, including the staff, whom we viewed as part of the family. The Tryall facilities are wonderful. From the time we were picked up at Sangster to the time, one week later, that we were dropped off there, we felt that we were being looked after by people who really cared that everything was going well for us.

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$786

4 BR / 4 BA / Sleeps 8

1 / 12

$786

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Coo Yah

Montego Bay house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Coo Yah is a deluxe four-bedroom villa located in the renowned Tryall Club on the west side of Montego Bay. Coo yah is Jamaican patois for Look here. And what you will find is a spectacular newly renovated (2009) villa overlooking the golf course and Caribbean Sea. The villa is architect designed and is uniquely …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,284

5 BR / 6 BA / Sleeps 13

1 / 26

$1,284

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Knockando

Montego Bay villa
5 BR / 6 BA / Sleeps 13 | Quick view

Details

Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name "Knockando" is a Gaelic term which refers to the distillery in Scotland which is renowned as the home of the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,558

6 BR / 8 BA / Sleeps 12

1 / 25

$1,558

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Astonishing 6 Bedroom Villa in Montego Bay

Montego Bay villa
6 BR / 8 BA / Sleeps 12 | Quick view

Details

Onsite staff includes chef, butlers, housekeeper, laundress and gardener. Two acres of spacious, landscaped grounds with soccer goals and lawn games. Sirius XM radio with 200 channels. Handicap accessible: 36" doorways, seamless entrances to large showers - perfect family home, extremely child friendly Option of …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Television
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$671

2 BR / 2 BA / Sleeps 4

1 / 23

$671

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Round Hill 2br

Montego Bay villa
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style elegance. You may find wicker, mahogany or bamboo furniture, slip covers and beautiful wooden floors. Bedrooms may be closed off and air conditioned. Living rooms convey a very …
  • Fitness Room
  • Safe
  • Stereo or CD player
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$750

3 BR / 4 BA / Sleeps 1

1 / 9

$750

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Serenity

Montego Bay house
3 BR / 4 BA / Sleeps 1 | Quick view

Details

The inviting cobblestone driveway leads you to the most delightful ambiance of Serenity Villa ; a three bedroom hillside property located on the world’s acclaimed Tryall Club resort. Serenity, perched on Copperwood Ridge, has astounding views of the Caribbean Sea and is surrounded by beautiful lush landscaping …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Safe
  • Satellite or cable TV
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$629

3 BR / 3 BA / Sleeps 6

1 / 14

$629

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Calabash at Tryall

Montego Bay house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Calabash at Tryall is a 3 bedroom house on the water, which provides guests with the unique opportunity of stepping off your lawn and into the inviting Caribbean Sea for swimming and snorkeling when the water is calm. It is also within walking distance of The Tryall Clubs beach and golf course. Its swimming pool is …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$929

5 BR / 6 BA / Sleeps 10

1 / 12

$929

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None VL PAV

Montego Bay house
5 BR / 6 BA / Sleeps 10 | Quick view

Details

VL PAV is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful, and beautiful. A complimentary Half Moon Golf, Tennis & Beach Club Membership make villa VL …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,286

6 BR / 6 BA / Sleeps 12

1 / 23

$1,286

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Endless Summer at Montego Bay, Jamaica - Ocean View, Pool

Montego Bay villa
6 BR / 6 BA / Sleeps 12 | Quick view

Details

From the porte-cochere, beveled glass doors open to a dramatic 80' columned space. A sweeping white stone staircase curves gracefully from the foyer to a balustraded gallery encircling and overlooking the sunken living room ... topped high above by the dome of this home's highest turret. From the gallery, as from all …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$629

3 BR / 0 BA / Sleeps 6

1 / 9

$629

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Seagrape

Montego Bay house
3 BR / Sleeps 6 | Quick view

Details

Seagrape is a magnificent three-bedroom villa facing the edge of the blue waters of the Caribbean Sea. With an impressive panorama of sea, horizon, and twinkling night views of Montego Bay; Seagrape is the ideal spot to make vacation dreams come true.-Bedroom 1 Master bedroom is is furnished with a king size bed, air …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,300

4 BR / 4 BA / Sleeps 8

1 / 18

$1,300

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Seaside Cottage on Round Hill

Montego Bay villa
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Seaside Cottage is a four-bedroom private home at famous Round Hill. Its exquisite location provides one of the most spectacular views in the Caribbean. Hidden from the awareness of others ... this cottage is only minutes from all amenities of posh Round Hill Hotel and beach club. Additional amenities include: golf …
  • 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 - ask

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$53

2 BR / 1 BA / Sleeps 4

1 / 7

$53

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Rhyne Park INN

Montego Bay house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

This GREAT guest house is an ideal choice for travellers on a budget. This is a family friendly house and accommodate people of all ages and from all countries. It has two rooms each with 1 Queen size bed and 1 King size bed , The property is close to everywhere yet away-from-it-all. Dwelling comfortably fits…
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Porch
  • Parking
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$1,285

5 BR / 5 BA / Sleeps 12

1 / 20

$1,285

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5 Bedroom Villa with Pool in Montego Bay

Montego Bay villa
5 BR / 5 BA / Sleeps 12 | Quick view

Details

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room, beach parties Mon-…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$1,215

4 BR / 4 BA / Sleeps 8

1 / 15

$1,215

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Destiny

Montego Bay house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Destiny Villa is the perfect union of dramatic architecture and spectacular setting. Located in the prestigious Great River Private, Destiny affords dramatic views of both sea and mountains. The 10,000 sq. ft. house sits on 7 acres of spectacularly landscaped gardens and fruit trees.-Bedroom 1 (Master Bedroom) has a …
  • Ocean or water views
  • Patio
  • Fitness Room
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,215

4 BR / 5 BA / Sleeps 8

1 Reviews

$1,215

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Destiny

Montego Bay villa
4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10,000 square feet of indoor-outdoor living space. Additional amenities include: piano, poolside shower, golf on site or nearby, golf available, beach club, cook or chef vetted as gourmet, fully staffed villa, available for weddings…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Amazing villa, amazing staff, amazing vacation!

Left on Jun 13, 2013 for a stay in November 2012

This is as close to perfection as you can get! The villa is simply gorgeous, the chef cooked the most delicious food, and Donald, the butler, took care of everything- we wanted for nothing!! We were incredibly sad to leave and hope to be able to go there again sometime. The best vacation choice we have ever made!!

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$643

5 BR / 5 BA / Sleeps 1

1 / 19

$643

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Drambuie

Montego Bay house
5 BR / 5 BA / Sleeps 1 | Quick view

Details

Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego Bay. The villa was built in the 1940's by the Duke of Malborough as their private winter residence. Using cut stone walls brought from England over 200 years ago as ships ballast, the villa is constructed to resemble…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Patio
  • Satellite or cable TV
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$30

1 BR / 1 BA / Sleeps 2

1 / 6

$30

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Jardin d'Eden Jamaica

Montego Bay house
1 BR / 1 BA / Sleeps 2 | Quick view

Details

In the Jardin d'Eden Jamaica, we offer our guests an experience out of the ordinary. Indeed, you will live an authentic stay. You will wake up by the sound of roosters, you will enjoy your coffee quietly on the veranda admiring the morning mist, you could milk the goats, cultivate and harvest the fruits and vegetables…
  • Mountain Views
  • Wireless Internet
  • Balcony or terrace
  • Parking
  • Grill
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$428

3 BR / 3 BA / Sleeps 6

1 / 15

$428

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Star Apple

Montego Bay villa
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the Caribbean Sea sitting within it's own fully landscaped, private, secluded 6 acre grounds. The house offers superior accommodation and service for up to six guests and is a 25 minute drive west of Montego Bay and 7 miles…
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$785

3 BR / 3 BA / Sleeps 9

1 / 55

$785

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Goat Hill

Montego Bay villa
3 BR / 3 BA / Sleeps 9 | Quick view

Details

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward the Round Hill …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Suitable for children
  • Suitable for the elderly - ask

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$169

2 BR / 2 BA / Sleeps 6

11 Reviews

$169

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Seacastles Beach Penthouse apartment

Montego Bay condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

Montego Bay furnishes 2 bedroom beach penthouses Apartment with spectacular view of the beach and pool. Feature an upstairs master bedroom with own private bathroom, 2 twin beds that easily transfer into a king-size bed, second bedroom downstairs has a queen bed with a full bathroom, Kitchen, sitting area / dining …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(11)

Paradisee existing earth

Left on Jan 15, 2013 for a stay in October 2012

If there is any place that has made my holiday one of the best...I'd say its this very condo...I enjoyed every bit of it...the sight seeing was beautiful and omg the beach is absolutely gorgeous...I had a great time and the coolness of the area made my head clear of so many things...lovely place

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$1,298

5 BR / 6 BA / Sleeps 10

1 / 14

$1,298

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Sea Salt at Tryall offers magnificent grounds private chef and infinity pool

Montego Bay villa
5 BR / 6 BA / Sleeps 10 | Quick view

Details

A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of the best eighteen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • 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

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$1,000

5 BR / 5 BA / Sleeps 12

1 / 18

$1,000

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Wild Orchid - Jamaica

Montego Bay villa
5 BR / 5 BA / Sleeps 12 | Quick view

Details

Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original plantation. The interiors are spacious and feature Oriental rugs, hand laid tiled and custom cedar accents. An extensive covered veranda is comfortably furnished with …
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Fitness Room
  • Suitable for children
  • Suitable for the elderly - ask

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$1,500

6 BR / 6 BA / Sleeps 12

1 / 24

$1,500

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None VL TRB

Montego Bay house
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Villa VL TRB is a stunning 4,800-square-foot beachfront home on a sweeping acre of soft, beautifully landscaped lawn with a stone walkway that leads through the lush garden to the beach. 100 yards offshore is Holden's Reef, a continuation of the barrier reef complex that fronts much of Jamaica's north coast. This live…
  • Waterfront
  • Shared outdoor pool (unheated)
  • 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

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$55

2 BR / 1 BA / Sleeps 2

2 Reviews

$55

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MoBay Rental (BV)

Montego Bay house
2 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

MoBay Rental is the most affordable vacation rental in Jamaica. For only $55 nightly, you will get a newly furnished two bedroom bungalow in Montego Bay that sleeps up to 2 adults. The bungalow can accommodate up to 2 additional persons at an extra nightly rate. Note - * Please be aware that Flipkey will add a $100 …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • A/C or climate control
  • Smoking allowed
  • Suitable for the elderly

Details

Reviews

(2)

Excellent

Left on Sep 09, 2014 for a stay in September 2014

As a first timer to jamaica , Oliver Was very welcoming . He Meet me at the airport and took me for grocery Shopping. He Has a very safe and enjoyable Chauffeur Service. Oliver is very accomadating , informative and overall a very nice Person i really enjoyed my two weeks there at mobay rentals and would recommend anybody. The rooms As Well were very clean , the place itself is secure.location is…

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$90

7 BR / 8 BA / Sleeps 16

1 / 33

$90

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Villa Roma

Montego Bay villa
7 BR / 8 BA / Sleeps 16 | Quick view

Details

Villa Roma is perched in the hills of ironshore overlooking the area, the rooms are spacious and fully equipped, the bathroom has glass shower enclosure, and a very nice open kitchen/bar area that has quite a unique design that is in the open. Villa Roma is 15 minutes from the Airport, 5 minutes away from the Blue …
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $1,500

    6 BR / 7 BA / Sleeps 12

    1 Reviews

    $1,500

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    Dreamtime - Beachfront in Montego Bay Jamaica

    Ironshore villa
    6 BR / 7 BA / Sleeps 12 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Dreamtime is a contemporary luxury villa Jamaica with an enviable beachfront location. The Jamaica villa has 6 beautiful bedrooms and 6.5 bathrooms. Located in the picturesque Montego Bay area, at a 12 minutes' drive from Montego Bay Airport, this is one of the newest villa rentals in Jamaica. The villa's architecture…
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    The nicest place we've ever stayed with the best staff ever!!!

    Left on Dec 22, 2014 for a stay in November 2014

    Dreamtime is so appropriately named because that is what it is- a dream come true! The location is great- minutes from the airport, and on a private piece of beach. The house is gorgeous! Almost impossible to imagine that the owner's put so much detail into a vacation rental. The pool is spectacular and so well kept. There is plenty of common space and yet the bedrooms are all LARGE spaces with …

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