Jamaica Villas & Vacation Rentals

These are the 27 most popular villa rentals in Jamaica. Narrow your search above.

Six acre estate with beachfront access to coral reefs, on-site sports courts, and two freshwater pools. 7, 8, 9, 10 & 11 BR rates available.
Has specials.
Lounge by the pool at Golden Clouds

Ocho Rios, Jamaica

Pool | AC

from $1571/Nt
An impressive pool and terrace winds throughout this luxury villa. 5, 6 & 9 BR rates available. Aerial View of Silent Waters

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $2482/Nt
An exceptional choice for those who want a carefree and luxurious Caribbean vacation. Plenty of poolside lounging at Ma'Moura Villa

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $1299/Nt
Dramatic view of the Caribbean Sea with Montego Bay in the distance. Lush tropical surroundings with amazing ocean views await at Folly Villa

Montego Bay, Jamaica

Pool | Resort Villa

from $643/Nt
Your group will love the views - and - the attention to the details The Luxurious pool and back yard area at Rose Cottage

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $2338/Nt
Tryall Club offers first-rate amenities and access to the beautiful beaches of Montego Bay. Sundance Villa at Tryall Club has a beautiful pool

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $3143/Nt
Huge 6-bedroom villa on the beach has tons of amenities, including a full staff and the use of Jamaica's famed Tryall Club Lounge just steps away from the ocean - by the pool at Karma Bay Villa

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $2214/Nt
One of the largest villas at Tryall Club, with a basketball court, game room, and playground. 9 BR rate available. Create Abundance photo

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $3391/Nt
Windward Villa offers fun, sun, and relaxation in a spacious and stunning Jamaican villa Windward Villa at Tryall Club photo

Montego Bay, Jamaica

Near Beach | Pool | AC | Resort Villa

from $1624/Nt
Lush surrounding and tropical vistas at Villa Lolita

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $1949/Nt
Resort style luxury at Hanover Grange

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $3052/Nt
Low-key and relaxing villa sits right on the water's edge and comes with its own helpful staff Tradewinds Villa has an amazing pool overlooking the ocean

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $1714/Nt
Beachfront home at Tryall Club with a large pool and hot tub. The patio at Seaspray Villa is the perfect place to relax and enjoy some cocktails

Montego Bay, Jamaica

Beachfront | Pool | AC | Resort Villa

from $786/Nt
Lovely hillside villa with pool, a full staff, and Tryall Club amenities View of Caribbean

Montego Bay, Jamaica

Pool | AC

from $1429/Nt
Live like kings and queens for the duration of your vacation at Tryall Club's Round House Villa Roundhouse Villa has beautiful outdoor spaces

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $2143/Nt
Fully staffed villa with access to a private beach, spa, and seven acres of privacy. Harmony Hill at Tryall photo

Montego Bay, Jamaica

Pool | AC | Resort Villa

from $3143/Nt
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Looking to rent a villa in Jamaica?

Jamaica is calling, and you’re wondering where to stay. There are plenty of accommodations available on Jamaica, so it really boils down to personal preferences. If you like your privacy and the feeling of being in a home setting, a Jamaica villa rental is perfect. Villas on Jamaica come in a variety of sizes and prices. There are quaint villas with a strong island influence like the Moondance Villas; large palatial villas like the Half Moon Royal Villa; or sprawling, multi-suite villas like the Golden Clouds.  Visit the island of Jamaica and you will never want to return home!

What's special about Jamaica?

Jamaica is a Caribbean island of diverse options and pleasures. From the botanical gardens in Kingston to the contemporary art museum, the buggy adventure in Montego Bay to the healing waters of Bath’s mineral springs, this is an island with many faces. 

Beach resorts and 5-star hotels are a given on this tropical island-with many of them just a short walk from the warm waters of the Caribbean Sea. These resorts have all of the amenities you could want with excellent spas, full service restaurants, and private swimming pools available right on the property. Many of the rooms have private balconies with excellent ocean views; this is the perfect place to enjoy a cocktail while watching the sun as it goes down over the water.

Private villas offer another option for visitors that like a little more space and privacy. These freestanding estates are designed to take care of every need the renter might have. They are within easy access of the beach, and may even be situated on the waterfront. Most accommodate at least 6 people and many allow children. One of the advantages of a villa is that there is a fully equipped kitchen so if you want to entertain, or dine at home, you have that option. 

The beaches on Jamaica offer opportunities for beach combing, long walks, picnics, and just lolling in the sun while you work on your tan. Have caution, though, the Caribbean sun is hot here, and using some skin protection is a preventative measure you’ll be glad you took. If you have longed for a chance to experience swimming au natural, the beaches of Jamaica will give you the chance to live out your fantasy-just don’t forget the sun block. 

A favorite destination for couples wanting to marry, Jamaica offers a number of wedding packages and wedding coordinators to help you make your “island wedding on the beach” dreams come true. These weddings do require some pre-planning, though, so don’t wait until the last possible moment before putting your plans into motion.

One last tip; if you get into Kingston, take the bite out of a busy, hot day and stop at Devon House for some Jamaican ice cream. This beautiful villa home-turned confectionary-was the residence of the first black millionaire in Jamaica.

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