Jamaica Resort Villas


Resort villas are a great option for travelers looking to enjoy resort amenities with the spacious at home experience of a private villa. Resort villas are connected to and share facilities with a resort providing a wide ranges of on site amenities such as spa services, fitness centers, sports and water activities and resort restaurants. A resort villa often has multiple bedrooms as well as a full kitchen where simple or gourmet meals can be created, eliminating the additional expense of eating all meals at the resort restaurants. Take a look at some of our top choices for Caribbean resort villas below.


An impressive pool and terrace winds throughout this luxury villa. 5, 6 & 9 BR rates available.
Has specials during your dates.
Aerial View of Silent Waters

Montego Bay, Jamaica

Pool

from $2320/Nt
Super spacious luxury villa with next-level outdoor amenities. 5, 6, 7 & 8 BR rates available. Haystack Villa is located in the prestigious Tryall Club

Montego Bay, Jamaica

Pool

from $2000/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

from $3391/Nt
Resort style luxury at Hanover Grange

Montego Bay, Jamaica

Pool

from $3052/Nt
Enjoy amazing sunsets on the balcony at Sugar Hill

Montego Bay, Jamaica

Pool

from $2857/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

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

from $3143/Nt
Beachfront villa with an open design and golf course access. Phoenix Villa at Tryall photo

Montego Bay, Jamaica

Beachfront | Pool | AC

from $2338/Nt
Twin Palms: Fabulous pool spread out over seven levels will make you feel like you have a resort all to yourself Twin Palms Villa at Tryall photo

Montego Bay, Jamaica

Pool

from $3507/Nt
Ocean and pool view from back patio

Montego Bay, Jamaica

Pool

from $3143/Nt
Anticipation Villa on Montego Bay: views of the Caribbean Sea and the Tryall Golf Course will vy for your attention Anticipation Villa at Tryall Club photo

Montego Bay, Jamaica

Pool

from $2241/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

from $2338/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

from $2143/Nt
Huge 6-bedroom oceanfront villa has access to a private beach, comes with a full staff, and has tons of extras Annabella Villa Estate located at the Tryall Club

Montego Bay, Jamaica

Pool

from $1714/Nt
Spectacular 6-bedroom villa with resort amenities, privacy, views, and plenty of activities Following Seas Villa at Tryall Club photo

Montego Bay, Jamaica

Pool

from $2273/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

from $1624/Nt
Jubilation is located on a tropical setting at the famous Tryall club

Montego Bay, Jamaica

Pool

from $1949/Nt
Opulently manicured villa with five-star resort amenities and a full staff. Quinntessential photo

Montego Bay, Jamaica

Pool

from $2571/Nt
Lounge by the pool in the Jamaican sun at Retreat villa

Montego Bay, Jamaica

Near Beach | Pool

from $714/Nt
The view is unmatched anywhere in Tryall Club! No Le Hace is a beautiful villa over looking the ocean from the Tryall club

Montego Bay, Jamaica

Pool

from $1429/Nt
Opulent villa with a full staff and luxurious decor. Infinity Villa at Tryall Club photo

Montego Bay, Jamaica

Pool

from $2091/Nt
Luxury vacationing, Jamaican style There are fabulous ocean views from the porch at Overlook Villa

Montego Bay, Jamaica

Pool

from $1559/Nt
Ocean front villa ideal for families with young children Sunset at the Tryall Club has a beautiful beachfront pool and hot tub

Montego Bay, Jamaica

Beachfront | Pool | AC

from $1949/Nt
Lush surrounding and tropical vistas at Villa Lolita

Montego Bay, Jamaica

Pool

from $1949/Nt
Mahogany Hill is for travelers in want of high-class resort accommodations, top-of-the-line luxury and privacy, and plenty of activities to do Lush tropical landscaping and private pool at Mahogany Villa

Montego Bay, Jamaica

Pool

from $1624/Nt
A large and gorgeous Tryall Club rental that provides guests with the club's first-rate amenities and access to the beautiful beaches of Montego Bay. Exterior view with pool

Montego Bay, Jamaica

Pool

from $1949/Nt
Luxury villa with spacious rooms and a circular layout wrapped around a cobalt tiled pool. Casuarina photo

Montego Bay, Jamaica

Pool

from $1299/Nt
Relaxing and chic villa with media room, gym, swimming holes, and a huge outdoor living space. Living up to it\'s namesake - Aqua View Villa enjoys amazing views of the Caribbean

Montego Bay, Jamaica

Near Beach | Pool

from $2571/Nt
An all-encompassing and relaxing Jamaican vacation awaits Fairwinds villa is located int the luxury community of the Tryall Club

Montego Bay, Jamaica

Pool

from $643/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

from $1636/Nt
This private 4-bedroom villa located on a golf course comes with a pool, a staff of 5, and tons of amenities Luxurious pool and patio areas at Coo Yah Villa

Montego Bay, Jamaica

Pool

from $1000/Nt
Stunning beachfront property with private pool, full staff, and access to resort amenities. Elegant poolside lounging at Reef House

Montego Bay, Jamaica

Beachfront | Pool | AC

from $857/Nt
Good times await at Montego Bay Yellowbird Villa photo

Montego Bay, Jamaica

Pool

from $786/Nt
A secluded and relaxing island vacation awaits Relax by the pool at Eve Song Villa

Montego Bay, Jamaica

Pool

from $707/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

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

from $643/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

from $786/Nt
Fully staffed and located within Jamaica’s exclusive and premier Tryall Club Luxurious pool area at Linger Longer Villa

Montego Bay, Jamaica

Pool

from $650/Nt
Serenity Villa on Montego Bay gives its guests easy water access, tropical beauty, and unbelievably elegant living - a true Caribbean sanctuary Serenity Villa is surrounded by beautiful tropical landscaping

Montego Bay, Jamaica

Pool

from $682/Nt