Jamaica Vacation Rentals
Luxury Villa Rentals in Jamaica for 2+ people
$3,600 - $7,050 /night
Buttonwood Reef
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
This incredible new villa faces the ocean front and center.
From the minute you enter the villa, through the dramatic Jequitiba wood ceiling entranceway and over-sized pivot door, your eye meets the Caribbean Sea. It ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$3,500 - $5,500 /night
Reverie
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Reverie is a very private tropical oasis, 8,500 sq ft villa on an acre of land, nestled in a serene bay community near the shores of one of the best beaches on the north coast.
Inside and outside living, the walls of ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 10%
Taxes: 10%
$3,499 - $7,748 /night
Harmony Hill
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
Taxes: 17.5%
Taxes: 17.5%
$3,429 - $9,600 /night
Oceana
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $6000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$3,358 - $5,991 /night
Aqua Bay
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$3,286 - $9,000 /night
Sundance
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
Taxes: 17.5%
Taxes: 17.5%
$3,285 - $5,715 /night
Makana
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with a private tennis court and swimming pool on a sugary white... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$3,253 - $10,714 /night
Stella by the Sea
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
Taxes: 17.5%
Taxes: 17.5%
$3,143 - $8,142 /night
Sea Salt at Old Fort Bay
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Sea Salt is the perfect family or friend’s getaway, situated on two beautifully cared-for lawns that nudge the golden sand half-moon beach of Old Fort Bay. There is a top-notch staff that will look after your every wis... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$3,142 - $5,715 /night
Amanoka
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
Taxes: 5%
Taxes: 5%
$3,142 - $6,572 /night
Fortlands Point
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
On a stunning promontory, once the site of an old stone fort, sits a remarkable Premier home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquois... more
Additional Fees: Service Fee $50.00 flat, Security Deposit $3000.00 flat
$3,071 - $5,714 /night
Pineapple House
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
Taxes: 17.5%
Taxes: 17.5%