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Montego Bay Holiday Rentals

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Holiday rentals you can trust

[ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Ackee 8 is named after Jamaica’s national fruit. This villa is located on a gentle sloping hillside, has spectacular views of the Caribbean Sea and is also ...
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  • Weekly
    £2,665 - £6,497
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Management: Verified owner
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 4
Min stay:1
Come enjoy diving, snorkeling, and deep sea fishing, just minutes from this vacation paradise. Conveniently located on the North Coast of Jamaica, the ...
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  • Weekly
    £1,302 - £1,454
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Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
La Casita Villa is a brand new, well appointed villa in the prestigious Spring Farm area. Wonderful Caribbean Sea views. This wonderful hideaway is only 15 ...
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  • Weekly
    £1,938 - £2,968
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Contact Manager
Nightly rate from
£260
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 5
This very private and gated community features endless luxuries...Vila Rococo captures the allures of Western Jamaica sharing an ideal spanning of hundreds of ...
  • Nightly
    £260 - £606
  • Weekly
    £1,819 - £4,240
  • Monthly
    £6,185 - £14,417
Contact Manager
Nightly rate from
£563
Management: Professional
Property: Holiday Rental House
Bedrooms: 6, sleeps 12
Bathrooms: 6
Highland House Estate is one of Jamaica's most elegant private homes, previously Oscar Hammerstein Estate in the 1960's. This large 7000sq ft home set on 17+ ...
  • Nightly
    £563 - £822
  • Weekly
    £3,937 - £5,755
  • Monthly
    £13,387 - £19,566
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Located in Jamaica's magnificent Ironshore Resort Estate at Montego Bay, Island Breeze Villa has a beautiful panoramic view of the Caribbean. Located 15 ...
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  • Weekly
    £1,211 - £1,454
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Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Butterfly is a wonderful spacious 4 bedroom villa with five bathrooms. The tall peaked ceilings makes this villa spacious, airy and large. Perfect for ...
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  • Weekly
    £1,454 - £2,120
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Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Pineapple Villas are two unique Jamaican villas, Pineapple Villa is a 7 bedroom and Pineapple II is a 2 bedroom. For large families wanting 9 bedroom this is ...
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  • Weekly
    £848 - £1,211
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Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Calypso is such a charming and tranquil home. It is set on four acres within the famous Tryall Resort and has beautiful gardens and orchards. From the pool ...
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  • Weekly
    £2,998 - £8,935
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Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 4
Serenity is a lovely private villa situated directly on the beach just west of Montego Bay. The villa offers a unique floor plan, beautiful decor throughout, ...
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  • Weekly
    £2,544 - £3,847
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Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 5
Spyglass Hill is a deluxe hillside plantation-style villa.The 6500 square foot main house features four air-conditioned bedrooms with ensuite bathrooms, ...
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  • Weekly
    £3,029 - £3,604
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Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 12
Bathrooms: 5
Mahogany Hill is a deluxe and spacious 5-Bedroom private villa located hillside at the fabulous Tryall Club in Montego Bay.Situated on 3 levels, Mahogany Hill ...
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  • Weekly
    £4,664 - £8,995
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Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 3
This spacious villa has 4 bedrooms/3 baths. The main house master bedroom offers a king size bed, rooms 2 and 3 have queen beds and share a bathroom and room ...
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  • Weekly
    £2,544 - £4,240
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Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 5
Pavilion is a deluxe private villa located hillside in the prestigious Rose Hall area of Montego Bay.Unique in design, Pavilion offers 4 air-conditioned ...
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  • Weekly
    £3,029 - £3,634
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Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Riverlot Gardens has got a new look! This villas has been newly decorated and is a wonderfully set villa, situated among lush tropical foliage. Riverlot is ...
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  • Weekly
    £2,998 - £7,363
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Montego Bay Holiday Rental Advice
Posted by easton714, 6 Nov 2009
... off the price of a rental home in ... ... with them once we leave--and it is good business sense for any vacation rental to have access to a crib. I never thought about that until I had my own children--and, sometimes, it is difficult to find places that do ... more
Posted by jammon13, 18 Oct 2009
... with a cart), and club rental at Negril ... ... I don't play on vacation unless that is the purpose of the trip. My take on a casual round during vacation is that it's time-consuming, expensive and frustrating. I've quit doing it. I can play golf most anywhere ... more
Posted by debdun, 20 Oct 2009
Thanks for all you help...We are looking forward to our vacation.... more
Posted by NewYorkSigma, 1 Jan 2009
... to do the family style vacation. If my information is incorrect, someone please let me know. Big Daddy and his boyz vote for an adult only all inclusive for that week. I really wanna have all of us in the same resort, but I don't play well with kids ... more
Posted by BLACKIEMANGO, 2 Jan 2009
... Our girls trip is planned for July 19-26, 2009. We want to attend Reggae Sumfest. We have not made a final decision on accommodations yet. We are looking at Sunset Resort or Royal Decameron. We have even considered a villa vacation this time. Looking forward to final decision. Blackiemango ... more
Posted by BLACKIEMANGO, 3 Jan 2009
... us to www.vrbo.com (Vacation Rental by Owners). We have tried for the past two years to get Calypso Shores #96468 during Sumfest, and it is booked by someone elso at least a year in advance. Destiny #209734 and AFIMI #196434 also looks interesting. I hope that this helps ... more
Posted by BBMOchie, 8 Jul 2009
Linda Smith is one of the quality villa rental agencies representing some of the more exclusive villas on the island. Very good reputation. Round Hill and Tryall are both high end properties so you'll have a great vacation whichever you choose ! ... more
Posted by SilverQ, 19 Jun 2009
... never choose Jamaica as a vacation destination because of the danger. I have researched a little and found that Kingston is where there is a high amount of violence, etc. How cautious do we need to be? Can I have our shuttle driver (from the resort) stop at a grocery ... more
Posted by Bgiants, 19 Jun 2009
... out in Jersey City...otherwise tell your friends to hang out in Jersey City and they will find where not to vacation. Jamaica is a wonderful place for young-old, with kids-without kids, adventursome fun-or just chilling. You will have a great time AND get off the resort ... more
Posted by prolls, 20 Jun 2009
... not safe to walk around there.I will tell you they are terribly wrong about this one.Use your head & you will be fine. I spent 10 yrs of my life in Toronto & there are places there that i would not venture to go.Go on vacation & enjoy. One Love ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns