Showing

PreviousNext property

$858

4294967295 BR / 5 BA / Sleeps 2

Allamanda - Montego Bay vacation rentals
1 / 29

$858

Inquire

Allamanda

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
  • Microwave
  • Satellite or cable TV
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$671

2 BR / 2 BA / Sleeps 4

Round Hill 2br - Montego Bay vacation rentals
1 / 23

$671

Inquire

Round Hill 2br

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

PreviousNext property

$1,215

4 BR / 4 BA / Sleeps 8

Destiny - Montego Bay vacation rentals
1 / 15

$1,215

Inquire

Destiny

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

PreviousNext property

$786

3 BR / 3 BA / Sleeps 6

Goat Hill - Montego Bay vacation rentals
1 / 27

$786

Inquire

Goat Hill

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

PreviousNext property

$400

2 BR / 3 BA / Sleeps 5

Beachfront luxury 2 BdRm Penthouse in Jamaica - Montego Bay vacation rentals
1 / 64

$400

Book

Beachfront luxury 2 BdRm Penthouse in Jamaica

2 BR / 3 BA / Sleeps 5 | Quick view

Details

The Palmyra is a luxury and unique vacation opportunity in a quiet and relaxed setting featuring a private white sand beach, an infinity edge pool, lounge chairs, private parking, exercising amenities, 24 hour security and concierge services. The Space: A luxury destination, 10 minutes from Montego Bay Airport. …
  • Waterfront
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

PreviousNext property

$139

2 BR / 2 BA / Sleeps 6

11 Reviews

$139

Book

Seacastles Beach Penthouse apartment

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

PreviousNext property

$55

2 BR / 1 BA / Sleeps 2

2 Reviews

$55

Book

MoBay Rental (BV)

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…

PreviousNext property

$1,285

5 BR / 5 BA / Sleeps 12

1 / 20

$1,285

Inquire

5 Bedroom Villa with Pool in Montego Bay

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

PreviousNext property

$643

5 BR / 5 BA / Sleeps 1

1 / 19

$643

Inquire

Drambuie

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

PreviousNext property

$2,000

6 BR / 14 BA / Sleeps 12

1 / 39

$2,000

Inquire

Flower Hill

6 BR / 14 BA / Sleeps 12 | Quick view

Details

Flower Hill - This breathtaking and luxurious 18,000 sq. ft. villa completed in the summer of 2012 is located in the Montego Bay, Spring Farm villas overlooking the Half Moon Resort golf course and the Caribbean Sea. The 6-bedroom 14-bathroom villas was constructed using the finest materials and with immaculate …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$785

3 BR / 3 BA / Sleeps 9

1 / 55

$785

Inquire

Goat Hill

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

PreviousNext property

$1,298

5 BR / 6 BA / Sleeps 10

1 / 14

$1,298

Inquire

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

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

PreviousNext property

$428

3 BR / 3 BA / Sleeps 6

1 / 15

$428

Inquire

Star Apple

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

PreviousNext property

$115

0 BR / 1 BA / Sleeps 4

1 / 11

$115

Book

Montego Bay Club AA6

0 BR / 1 BA / Sleeps 4 | Quick view

Details

Montego Bay Club is a high–rise resort actually built into the side of a mountain, and best of all, it's right across the street from the world–famous Doctor's Cave Beach. Guests can lounge by the top pool and take in the magnificent ocean views. This small apartment has all the essentials; air conditioning, …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

PreviousNext property

$1,000

5 BR / 5 BA / Sleeps 12

1 / 18

$1,000

Inquire

Wild Orchid - Jamaica

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

PreviousNext property

$715

3 BR / 4 BA / Sleeps 6

1 / 28

$715

Inquire

None VL SBT

3 BR / 4 BA / Sleeps 6 | Quick view

Details

VL SBT is a charming three-bedroom beach house on a fabulous site, a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea. Tryall is a private club…
  • A/C or climate control
  • Satellite or cable TV
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$458

3 BR / 3 BA / Sleeps 7

1 / 10

$458

Inquire

Elegant 3 Bedroom Villa with Private Pool in Montego Bay

3 BR / 3 BA / Sleeps 7 | Quick view

Details

Deluxe private villa with a sweeping view of the blue Caribbean Sea and Montego Bay. Three bedrooms, two and a half bathrooms, there is also one daybed in children's play room. 16' x 32' private pool. Onsite staff includes a cook, housekeeper/laundress, gardener and butler. Digital satellite system, televisions, …
  • 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

PreviousNext property

$80

1 BR / 1 BA / Sleeps 2

14 Reviews

$80

Book

Montego Bay Studio, great ocean views, near beach

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, …

PreviousNext property

$90

7 BR / 8 BA / Sleeps 16

1 / 33

$90

Book

Villa Roma

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

    PreviousNext property

    $1,686

    6 BR / 7 BA / Sleeps 12

    1 Reviews

    $1,686

    Book

    Dreamtime - Beachfront in Montego Bay Jamaica

    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 …

    PreviousNext property

    $99

    16 BR / 16 BA / Sleeps 32

    2 Reviews

    $99

    Book

    Sea View Heights Villa Montego Bay

    16 BR / 16 BA / Sleeps 32 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Located in Barrette Town - Rose Hall, Montego Bay Recently Completed in 2007, Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican Homes, and Luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, stereo and comfortable furniture …
    • Ocean or water views
    • Mountain Views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Pet friendly
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (2)

    A Charming Home From Home in Rose Hall Jamaica

    Left on Dec 12, 2011 for a stay in November 2011

    Having spent a week at an all-inclusive we really wanted to experience something more authentic, the real Jamaica, and you cannot find more authentic a home than Sea View Heights in the charming little rural village of Barrette Town, Rose Hall, close to Montego Bay.

    We had tired of the bland food and decor  of our all inclusive hotel. Tired of the constant flow of hustlers on the beach and …

    PreviousNext property

    $135

    1 BR / 1 BA / Sleeps 4

    1 / 30

    $135

    Book

    Montego Bay Club Penthouse

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Montego Bay Club is a high–rise resort actually built into the side of a mountain, and best of all, it's right across the street from world–famous Doctor's Cave Beach. Guests can lounge by the unique roof top pool and take in the magnificent views. The Montego Bay Club is found in Montego Bay and Vicinity, an …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Shared outdoor pool (unheated)
    • Housekeeping Optional
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible - ask

    PreviousNext property

    $2,597

    7 BR / 7 BA / Sleeps 14

    1 / 28

    $2,597

    Inquire

    Exquisite Twins Palms At Tryall Club offers bar, game room, staff and two pools

    7 BR / 7 BA / Sleeps 14 | Quick view

    Details

    Twin Palms villa resembles a Romanesque palace overlooking a fairy tale garden. The villa is fronted by seven connecting pools of varying depths that flow ingeniously from one to the next. The children’s pool is shallow, the adults’ long and deep, while the whirlpools bubble. Part of the famed Tryall Golf Club, …
    • A/C or climate control
    • Grill
    • Dishwasher
    • Microwave
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $728

    4 BR / 4 BA / Sleeps 8

    1 / 14

    $728

    Inquire

    Hillside Villa

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    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

    PreviousNext property

    $1,500

    4 BR / 4 BA / Sleeps 8

    1 / 38

    $1,500

    Inquire

    Villa Janus

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    Villa Janus is located on the highest point at the exclusive Round Hill Resort. The home provides exceptional panoramic views of the Caribbean. An stunning home, the villa was named for the Roman God "Janus" who was the God of entrances, doors as well as endings. Janus was represented by a double faced head with each …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Grill
    • Dishwasher
    • Suitable for children
    • Suitable for the elderly - ask

    PreviousNext property

    $1,428

    5 BR / 5 BA / Sleeps 10

    1 / 24

    Details

    With a sweeping view of the Caribbean Sea, Pineapple House is a spacious villa located on Copper Ridge, along Jamaicas exclusive North Shore. Distinctive in its architecture, Pineapple Houses extensive fret-work and Oliver Messel design is defined by its Messel-green shutters, coral stone exterior, authentic Saltillo …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Fitness Room
    • Grill
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $2,000

    6 BR / 6 BA / Sleeps 17

    1 / 42

    $2,000

    Inquire

    Flower Hill

    6 BR / 6 BA / Sleeps 17 | Quick view

    Details

    Flower Hill is one of the newest villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club. A special amenity of the villa is the complementary membership to the nearby Half Moon Tennis & Beach Resort. …
    • Washing Machine
    • Clothes Dryer
    • Patio
    • Fitness Room
    • Grill
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    PreviousNext property

    $928

    6 BR / 6 BA / Sleeps 13

    1 / 25

    $928

    Inquire

    Nutmeg

    6 BR / 6 BA / Sleeps 13 | Quick view

    Details

    Nutmeg, which is located in the upscale residential neighborhood of Spring Farm, recently underwent a massive whole house renovation. The villa is located just five minutes from three world-class golf courses, upscale boutiques, shops, bars, restaurants and beaches. Included in the rental rate of the villa is …
    • Washing Machine
    • Clothes Dryer
    • Grill
    • Dishwasher
    • Microwave
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    PreviousNext property

    $1,285

    5 BR / 5 BA / Sleeps 12

    1 / 20

    $1,285

    Inquire

    Allamanda Villa

    5 BR / 5 BA / Sleeps 12 | Quick view

    Details

    Allamanda Villa is a brilliant new contemporary private villa with large pool that will be heated as of December 1 this year, an excellent staff including top-rated chef, and nearby memberships at Round Hill and Golf access at Tryall Golf, Tennis & Beach Club. Brand New 8,000-square-foot private villa on 2 acres ... …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Dishwasher
    • Microwave
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    PreviousNext property

    $1,948

    8 BR / 8 BA / Sleeps 16

    1 / 11

    $1,948

    Inquire

    Fabulous Haystack at Tryall Club with full staff, ocean views and jacuzzi

    8 BR / 8 BA / Sleeps 16 | Quick view

    Details

    Brilliant views of the Caribbean Sea set the backdrop for the largest private villa at the world-famous Tryall Club. In honor of the top tier golfing and amenities present at Tryall Club, this prestigious Montego Bay destination has been ranked by Cond Nast as one of the best in the world. At Haystack villa, you will …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Books
    • Television
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $1,948

    5 BR / 5 BA / Sleeps 10

    1 / 15

    $1,948

    Inquire

    Windrush on 5 acres of private gardens with pool, resort access and private chef

    5 BR / 5 BA / Sleeps 10 | Quick view

    Details

    Windrush villa offers the sophistication and elegance of true Caribbean luxury chic. Located on five acres of private gardens and nestled on a privileged vantage point of the prestigious Tryall Club, it offers privacy, yet ease of access to all the five star facilities offered by the resort. Windrush villa is indeed …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Television
    • DVD Player
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $1,298

    4 BR / 5 BA / Sleeps 8

    1 / 20

    Details

    Enjoy the panoramic 360 degree view of the Caribbean Sea, the forest and a championship eighteen hole golf course at Little Hill. Built in 1959 by the architect Robert Hartley, this villa was designed in the Classic West Indies style around a circular swimming pool surrounded by covered terraces. Part of the acclaimed…
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Satellite or cable TV
    • Ceiling Fans
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $1,948

    6 BR / 6 BA / Sleeps 12

    1 / 30

    $1,948

    Inquire

    Villa Viviana at Tryall, 6 acres of land-golf carts to explore it and full staff

    6 BR / 6 BA / Sleeps 12 | Quick view

    Details

    Majestic ocean views and a lion’s head water fountain await you at Villa Viviana. The property is part of the famed Tryall Club, ranked by Condé Nast as one of the best places to stay in the world. A true golfer’s paradise, this villa provides all the perks required for a relaxing and rejuvenating stay. The villa…
    • Shared outdoor pool (unheated)
    • Internet Access
    • Television
    • DVD Player
    • VCR
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $1,371

    7 BR / 7 BA / Sleeps 12

    3 Reviews

    $1,371

    Inquire

    Greatview

    7 BR / 7 BA / Sleeps 12 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    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 …
    • Hot Tub/Jacuzzi
    • Sauna
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    Details

    Reviews

    (3)

    Spring Farms Finest

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

    This villa was absolutely amazing. Our compliments to the owner and architect. The view is as true as the villa name. The house was furnished impecably and the staff was outstanding. This house is a 5 star resort with the privacy of your own villa. We couldnt say enough about this villa!

    PreviousNext property

    $1,883

    10 BR / 6 BA / Sleeps 20

    2 Reviews

    $1,883

    Inquire

    Silent Waters

    10 BR / 6 BA / Sleeps 20 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable vacation site, which consists of …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Patio
    • Safe
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Absolutely remarkable villa

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

    As one of the owners of Villas Caribe, I have seen the vast majority of our villas. The result is that I am the ultimate critic. I had the opportunity to stay at this villa an it is simply amazing. The attention to detail is remarkable in all aspects of this house. From the outstanding villa suites to the stunning view, the villa is one of the finest in the Caribbean. The butler, \"Ozzie\" is as …

    PreviousNext property

    $1,075

    6 BR / 5 BA / Sleeps 12

    2 Reviews

    $1,075

    Inquire

    Pavilion Villa

    6 BR / 5 BA / Sleeps 12 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Pavilion is a gorgeous villa located at the end of a cul-de-sac with stunning views of the Caribbean Sea to the north and a tranquil viewa of the mountains to the south. The villa is very spacious and beautiful. The home is designed as five separate 400 square foot octagons located in separate wings. All five bedrooms…
    • Hot Tub/Jacuzzi
    • Washing Machine
    • Clothes Dryer
    • Fitness Room
    • Dishwasher
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    Details

    Reviews

    (2)

    Pavilion - Our Dream Vacation

    Left on Aug 29, 2013 for a stay in August 2013

    Pavilion – Half Moon

    Aug 17-24, 2013. After much anticipation, our one year of planning this dream vacation was finally arriving! My husband and I went on this vacation with three other couples. We chose this villa because of the master bedrooms, the unlimited golfing, the pool, and access to Half Moon Resort. And, it did not disappoint us at all.

    Once getting through customs, some of…

    PreviousNext property

    $1,214

    4 BR / 4 BA / Sleeps 8

    1 Reviews

    $1,214

    Inquire

    Destiny

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

    Details

    Reviews

    (1)

    Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural gem. A winding road leads up past well-manicured grounds to the electronic gate that the villa sits behind. <br /><br />The gate opens to a bougainvillea draped …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Fitness Room
    • Grill
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Thomas Family

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

    wonderful staff, incredible views and scrumptious food I would recommed to anyone wanting a private retreat.

    PreviousNext property

    $730

    4 BR / 4 BA / Sleeps 8

    3 Reviews

    $730

    Inquire

    Calypso Shores

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

    Details

    Reviews

    (3)

    Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in beautiful Montego Bay. Calypso Shores is located in a lovely Gated Community with 24 hr. Security, shared Tennis Courts, shared Work-out Facilities, and an Oversized Lap …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Fitness Room
    • Grill
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    Details

    Reviews

    (3)

    This villa is a MUST for anyone.

    Left on Mar 20, 2013 for a stay in May 2008

    It is extremely clean and decorated beautifully. The staff is excellent and the cook should be given a 10+. We had two little ones in the group and it was so safe and convenient for the parents. The grounds are very nice and secure. The villa is away from the city which gives you a lot of privacy. The scenery from the lanai is just magnificent. It was like being at home with all the pampering. We…

    PreviousNext property

    $1,142

    6 BR / 6 BA / Sleeps 12

    3 Reviews

    $1,142

    Inquire

    Endless Summer

    6 BR / 6 BA / Sleeps 12 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte-cochere where beveled glass doors open dramatically to an 80 columned space. A dramatic stone staircase curves gracefully from the foyer to a gallery encircling and overlooking the sunken …
    • Washing Machine
    • Clothes Dryer
    • Patio
    • Fitness Room
    • Grill
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    fabulous retreat

    Left on Jan 20, 2013 for a stay in December 2012

    rented Endless Summer for one week in December for venue for my daughters wedding and short family break. The villa provided a beautiful setting for the wedding and luxurious, comfortable accommdation for family of 7 adults and 3 children. The staff (cook, butler, housekeepers and groundsman) were terrific, attentive and very helpful. A very memorable holiday

    PreviousNext property

    $1,298

    7 BR / 8 BA / Sleeps 14

    2 Reviews

    $1,298

    Inquire

    Phoenix at Tryall Club- serene private beach & pool, steps from the first tee

    7 BR / 8 BA / Sleeps 14 | Quick view
    “ Very Good ” 2 Reviews

    Details

    Reviews

    (2)

    Phoenix is a colossal, elegant seaside villa located at the famed Tryall Club in Montego Bay. A golfer’s paradise, Tryall Club has been ranked by Condé Nast as one of the top places to stay in the world. Steps from the first tee of an eighteen hole championship course, as well as the beach club and bar, Phoenix is …
    • Shared outdoor pool (unheated)
    • Housekeeping Optional
    • A/C or climate control
    • Satellite or cable TV
    • DVD Player
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Left on Aug 09, 2013 for a stay in August 2013

    - Mark L., Kentucky, USA

    PreviousNext property

    $1,928

    5 BR / 5 BA / Sleeps 10

    4 Reviews

    $1,928

    Inquire

    Impressive Infinity at Tryall offers, private chef, infinity pool and ocean view

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

    Details

    Reviews

    (4)

    Infinity is a spectacular recent addition to the Tryall Club family of villas in Montego Bay. Located at one of the top golfers paradises in the world, Infinity villa provides relaxation and refinement for the discerning traveler. Go ahead, take a swing! This tropical getaway will surely be one for the books. The …
    • Internet Access
    • A/C or climate control
    • Satellite or cable TV
    • DVD Player
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    Our Stay at Infinity at Tryall

    Left on Aug 19, 2011 for a stay in June 2011

    Pure relaxation. Stunning pool and setting. Exceptional service n food. Duane the butler is so amicable. Chef is superb. First class everything. So relaxing for our friends. Thank u

    PreviousNext property

    $1,857

    7 BR / 8 BA / Sleeps 14

    1 Reviews

    $1,857

    Inquire

    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 …

    PreviousNext property

    $1,948

    6 BR / 9 BA / Sleeps 12

    2 Reviews

    $1,948

    Inquire

    Rose Cottage at Tryall, exceptional mountain and ocean views with full staff

    6 BR / 9 BA / Sleeps 12 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Rose Cottage is a magnificently designed luxury villa located at the world renowned Tryall Club in Montego Bay. Designed by Nancy D. Maffasanti, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe. Rose Cottage is an expansive, meticulously crafted, deluxe destination that…
    • Shared outdoor pool (unheated)
    • Internet Access
    • Satellite or cable TV
    • Ceiling Fans
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Our Stay at Rose Cottage at Tryall

    Left on Oct 27, 2010 for a stay in August 2010

    Rose Cottage is the best experience we have had in a villa so far. The amenities and comfort of the villa and the experience and professionalism of all the staff were exemplary. It was such a welcoming and relaxing environment. Everyone in our group thoroughly enjoyed ourselves and agreed that we would return in a heartbeat.

    PreviousNext property

    $1,298

    6 BR / 6 BA / Sleeps 12

    1 / 30

    $1,298

    Inquire

    Following Seas at Tryall Club- manicured acres with majestic sea views & staff

    6 BR / 6 BA / Sleeps 12 | Quick view

    Details

    Flanked by palm trees and overlooking the deep blue Caribbean Sea, Following Seas marks a prime spot to unwind in the warm Jamaican sun. Located at the Tryall Club, which is ranked by Condé Nast as one of the best places to stay in the world, Following Seas is a golfer’s paradise. Feel free to ask our concierge …
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Patio
    • Grill
    • Satellite or cable TV
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $1,298

    6 BR / 6 BA / Sleeps 12

    1 Reviews

    $1,298

    Inquire

    Waterfront Karma Bay at Tryall- fully staffed serene pavilions, near beach- golf

    6 BR / 6 BA / Sleeps 12 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Enjoy a splash in the kidney shaped pool right by the water’s edge at Karma Bay Villa. The villa is located at the famed Tryall Club in Montego Bay, rated by Condé Nast as one of the most desirable destinations in the world. A paradise for avid golfers, the lush and opulent surroundings at Karma Bay will surely …
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Safe
    • Satellite or cable TV
    • DVD Player
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Our Stay at Karma Bay at Tryall

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

    As far as the villa is concern the view,the feel and location is superb. However with the exception of Radcliff the server, the others were mediocre. The gardener came out to serve with Radcliff for approximately 2 days. The food was not prepared to our taste and being Jamaican and having a Jamaican Chef I expected the taste to be authentic and it was not. The Chef who is also the acting manager …

    PreviousNext property

    $1,010

    7 BR / 8 BA / Sleeps 14

    1 / 14

    $1,010

    Inquire

    Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

    7 BR / 8 BA / Sleeps 14 | Quick view

    Details

    Fairway Manor is a private luxury getaway well suited for the avid golfer. The villa is located close to Montego Bay and within minutes of four championship golf courses: the Ritz-Carlton, Half Moon Bay, Wyndham and Ironshore. Perched on a verdant Jamaican hillside, the estate occupies a prestigious location …
    • Internet Access
    • Housekeeping Optional
    • A/C or climate control
    • Patio
    • Fitness Room
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $1,428

    5 BR / 5 BA / Sleeps 10

    1 / 13

    $1,428

    Inquire

    Villa Overlook with views of the Caribbean sea and access to a gym and tennis

    5 BR / 5 BA / Sleeps 10 | Quick view

    Details

    Built on one of the prime sites at Tryall Club, Overlook villa is a golfer’s paradise designed with 180 degree views of the golf course and Caribbean Sea—from indoors, to its pool deck and one hundred foot long verandah. While providing a setting of classic elegance, Overlook is also fitted with the latest modern …
    • Internet Access
    • Television
    • Stereo or CD player
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $2,071

    5 BR / 7 BA / Sleeps 10

    1 / 17

    $2,071

    Inquire

    Ocean view Trinity Villa at Tryall- infinity pool, near beach- award-winning golf

    5 BR / 7 BA / Sleeps 10 | Quick view

    Details

    Located at the famed Tryall Club, Trinity Villa is a deluxe luxury destination situated high above the Caribbean Sea that boasts breathtaking views of the ocean, tropical forests and a championship eighteen hole golf course. The infinity pool itself is a feat of architecture with the stairs from the balcony above …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $858

    5 BR / 6 BA / Sleeps 10

    1 / 21

    $858

    Inquire

    Marvelous 5 Bedroom Villa with Pool in Montego Bay

    5 BR / 6 BA / Sleeps 10 | 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)
    • Internet Access
    • A/C or climate control
    • Books
    • Television
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $707

    4 BR / 4 BA / Sleeps 8

    1 / 48

    $707

    Inquire

    Delightful 4 Bedroom Waterfront Villa in Montego Bay

    4 BR / 4 BA / Sleeps 8 | 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-…
    • Waterfront
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Fitness Room
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible
    123 4 567
    page 4 of 7
    Load more