Montego Bay Vacation Rentals
Luxury Villa Rentals in Montego Bay for 2+ people
$3,300 /night
MilBrooks Resort Villa
10 Bedroom Villa, 11 Bathrooms, Sleeps 20
Surround yourself with the timeless elegance of Milbrooks Resort, Rose Hall, Jamaica. Located within walking distance from the world famous Half Moon Golf Course in Montego Bay.
An Exclusively Elegant Boutique Villa, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$2,853 - $7,845 /night
Silent Waters Villa
9 Bedroom Villa, 6 Bathrooms, Sleeps 20
Welcome to Silent Waters Villa, the epitome of luxury and tranquility nestled amidst the lush hills of Montego Bay, Jamaica. With its awe-inspiring architecture, breathtaking views, and impeccable service, our award-winn... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$2,450 - $5,000 /night
Flower Hill
6 Bedroom Villa, 10 Bathrooms, Sleeps 12
Guests of Flower Hill receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are manda... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,090 - $4,650 /night
Fairway Manor
7 Bedroom Villa, 9 Bathrooms, Sleeps 14
This accommodation includes a complimentary Half Moon Resort membership which grants access to the Half Moon Golf Club. Benefits include unlimited green fees and use of practice facilities, 25% discount on option... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,071 - $4,271 /night
Villa Christina
5 Bedroom Villa, 7 Bathrooms, Sleeps 11
Villa Christina's Tuscan estate offers five luxury bedroom suites featuring stunning views of both the Caribbean Sea and the mountains. Generous entertainment areas include a billiards room complete with a wet bar and ei... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%
$2,000 - $3,429 /night
BougainVilla on Spring Farm
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests of BougainVilla on Spring Farm receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. C... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,000 - $3,429 /night
Villa Rosa
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Guests of Villa Rosa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mandat... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,857 - $3,286 /night
Tek Time
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests of Tek Time receive a complimentary Half Moon Tennis & Beach Club membership. Benefits include access to Sunrise Beach, swimming pools, tennis courts, Jacuzzi, fitness centre, croquet and mini-putt green.... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,650 - $3,350 /night
Nutmeg
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Enter this lovely vacation villa through carved entrance doors with antique brass fittings and the magnificent view is immediately apparent. The view becomes more dramatic as one moves through the large living room to th... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,500 - $3,143 /night
Abacus Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Guests of Abacus Villa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mand... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,500 - $2,395 /night
The Vacation Haven
4 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Vacation Haven is a magnificent luxury villa located in the beautiful hills of the historic landmark Rose Hall, Montego Bay, Jamaica.
It is in a private gated community, adjacent to the beautiful Rose Hall Golf C... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,357 - $3,715 /night
Allamanda
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A special amenity available to guests in this villa is its complimentary membership with The Tryall Club. This membership enhances your stay with exclusive access to The Tryall Club's prestigious amenities and se... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,357 - $4,215 /night
Endless Summer
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte-cochere, bevelled glass doors open to a dramatic 80-foot columned space. A sweeping white stone staircase curves gracefully from the fo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,322 - $3,857 /night
Tranquility on the Beach
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
The well-appointed rooms of Tranquility stretch over 6 300 square feet of rich marble floors. Artful landscaping ensures year-round flowers in bloom which in turn ensure regular visits from hummingbirds and parrots. The ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%
$1,150 - $3,037 /night
Almond Hill
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
A stunning renovation has created the all-new design of picture-perfect bedrooms and modern en-suite bathrooms. Notable are two outdoor showers, one off the primary bedroom, and another by the pool.
Tall library shel... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,092 - $2,358 /night
Serenity by the Sea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Serenity is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Grounds include a shared tennis court, basketball ho... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,050 - $3,949 /night
Noble House
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This accommodation includes complimentary access to the Ocean Cliff Hotel in Negril, an 80-minute drive from the villa. You can enjoy their ocean-fed pool and sandy beach. Additional services such as meals from ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,000 - $1,571 /night
Blue Heaven Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$793 - $2,223 /night
Windsong Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat