Jamaica Rentals
From $750 per night (USD)HomeAway
BUTLER SERVICE, PRIVATE POOL,EXCLUSIVE COMMUNITY, CHEF, BEACH 2 MINS!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
OMG! You have found a villa with a VERY SPECIAL OFFER!! COMPLIMENTARY 12 SEATER VAN AND DRIVER FOR WEEKLY BOOKINGS!! Inc ...
From $750 per night (USD)HomeAway
From $1316 per night (USD)VRBO
SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Serenity on the Beach, a wonderful 4 bedroom beachfront villa located on Jamaica’s stunning north coast. Its ...
From $1316 per night (USD)VRBO
From $996 per night (USD)HomeAway
Tangerine Villa, Exclusive With Full Staff, Members Beach, Fabulous Ocean Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Note: Corona situation 2020, As the world is fighting the corona virus, we would like to take this opportunity to ma ...
From $996 per night (USD)HomeAway
From $86 per night (USD)VRBO
A breath of rest and relaxation on one of the top beaches in the world!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Centrally located on beautiful 7 mile beach in Negril Jamaica, within walking distance to local restaurants, grocery sto ...
From $86 per night (USD)VRBO
From $160 per night (USD)HomeAway
Chippewa Village Main House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Main House is is a garden level 3 bedroom apt next to the pool and barbecue area. It has 3 double beds,full kitchen, ...
From $160 per night (USD)HomeAway
From $160 per night (USD)VRBO
Chippewa Village Loft Apt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The loft apt is a large 2nd story apt, facing the mountains, featuring a multi level ground floor and 2nd story Loft bed ...
From $160 per night (USD)VRBO
From $1299 per night (USD)HomeAway
TRYALL CLUB 4 Bd Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Little Hill was built in 1959 by the acclaimed architect Robert Hartley. It is built in the classic West Indies style ar ...
From $1299 per night (USD)HomeAway
From $3391 per night (USD)VRBO
TRYALL CLUB 10 Bd w/ Infinity Pool Incl Concierge Service & 1 Year Priority Pass
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
The Tryall Club requires all villa and condo guests to become members during their stay via a temporary membership fee o ...
From $3391 per night (USD)VRBO
From $25 per night (USD)HomeAway
Rose Hall Bungalow 10 Mins Walk to Secluded Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
I would like to share with you my special piece of paradise. This is a unique opportunity to experience Jamaica outside ...
From $25 per night (USD)HomeAway
From $2430 per night (USD)VRBO
Nutmeg Villa - 5 Private Acres on the Spring Farm Estate, Half Moon membersip
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This Montego Bay villa sits on five private acres on the Spring Farm Estate. It boasts stunning ocean views, full servic ...
From $2430 per night (USD)VRBO
From $3214 per night (USD)HomeAway
WATERFRONT Villas! SNORKEL! KAYAKS! 4 to 15BR
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom Villa-Ann Marie- Newly refurbished waterfront luxury villas! Enjoy the luxury and peaceful surroundings of the ...
From $3214 per night (USD)HomeAway
From $1571 per night (USD)VRBO
WATERFRONT Villas! SNORKEL! KAYAKS! CHEF! POOL! 4 to 16BR
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Two 4 Bedroom Villa-Laura and Villa Ann Marie- For a total of 8 bedrooms Newly refurbished waterfront luxury villas! En ...
From $1571 per night (USD)VRBO
From $999 per night (USD)HomeAway
Wild Orchid 5 BR 5.5 Bth staff transport Private Paradise Spring Gardens Montego
- Bedrooms:
- 6.5
- Bathrooms:
- 5
- Sleeps:
- 10
7000 sq. Ft of indoor and outdoor living space on 6 acres of manicured grounds within this private 220 acres property. ...
From $999 per night (USD)HomeAway
From $714 per night (USD)VRBO
New Listing! Private Villa w/Majestic Ocean Views. Pool. 10 min Beach. Free WiFi
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 7
The property in located at 52 Daniela Drive in Unity Hall, Montego Bay, on 1.4 acres of land. It is situated at the ve ...
From $714 per night (USD)VRBO
From $58 per night (USD)HomeAway
Ultimate Retreat Townhouse
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 4
This beautifully furnished spacious townhouse has high ceilings and a great layout. The ground floor has a home office w ...
From $58 per night (USD)HomeAway
From $643 per night (USD)VRBO
Sunrise Estate Luxury villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $643 per night (USD)VRBO
From $974 per night (USD)HomeAway
TRYALL CLUB 4 Bdr Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $974 per night (USD)HomeAway
From $643 per night (USD)VRBO
Bluebird Luxury villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $643 per night (USD)VRBO
From $75 per night (USD)HomeAway
CASTLE BY THE SHORE...!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Castle by the Shore is a Condo located on the beach in the resort town of Ocho Rios. Recently renovated 1 bedroom, 1 bat ...
From $75 per night (USD)HomeAway
From $25 per night (USD)VRBO
Luxurious Rooms And Crisp, Virgin Mountain Air Awaits....Chef on Call
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled between two mountain ranges, Charley's Inn offers a taste of the real Jamaican country-style living, wrapped in ...
From $25 per night (USD)VRBO
From $2090 per night (USD)HomeAway
Greatview- 6 bd private villa overlooking Half Moon Bay
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 12
This large and luxurious villa overlooks a serene golf course, Half Moon Bay and the dazzling Caribbean Sea. The home ha ...
From $2090 per night (USD)HomeAway
From $359 per night (USD)VRBO
Sea Spray 50 Steps to the Sea, COOK, POOL! BEACH! AFFORDABLE! FAMILY!, 3 BR
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Sea Spray Villa...Just 50 Steps To The Sea is a wonderful 3 bedroom casual villa rental in Jamaica, located within the g ...
From $359 per night (USD)VRBO
From $786 per night (USD)HomeAway
WATERFRONT! SEA KAYAKS! CHEF! Golden Cove Boscobel 4BR
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom Villa-Laura- Newly refurbished waterfront luxury villas! Enjoy the luxury and peaceful surroundings of these f ...
From $786 per night (USD)HomeAway
From $1785 per night (USD)VRBO
BEACHFRONT LUXURY! FULLY STAFFED! POOL! JACUZZI! Sweet Spot, Runaway Bay 6BR
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Sweet Spot Villa is fabulous luxury beachfront villa rental in Jamaica in the picturesque Runaway Bay area. Its remarkab ...
From $1785 per night (USD)VRBO
From $100 per night (USD)HomeAway
1 BEDROOM 1 BATH ULTIMATE OCEAN VIEW SUITE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our ultimate ocean view suite. Each window in this suite has a ocean view. You can hear the waves, most days you get to ...
From $100 per night (USD)HomeAway
From $839 per night (USD)VRBO
Spacious Villa for Family and Friends | Luxury, Relaxation, Adventure
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 16
*Now our guests get FREE admission to Puerto Seco Members Beach!* **Discounted Chukka Cove Adventures and Tours!** L ...
From $839 per night (USD)VRBO
From $1830 per night (USD)HomeAway
Fairway Manor- 7 bd staffed villa with ocean views and nearby golf in Montego Bay
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Nestled within lush gardens in the hillside and overlooking the beautiful Half Moon Golf Resort and the Caribbean Sea, F ...
From $1830 per night (USD)HomeAway
From $2857 per night (USD)VRBO
TRYALL CLUB 8 Bd w/ Pool & Spa! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $2857 per night (USD)VRBO
From $2091 per night (USD)HomeAway
TRYALL CLUB 5 Bd ESTATE w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $2091 per night (USD)HomeAway
From $220 per night (USD)VRBO
Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the North Eastern shoreline of sub-tropical Jamaica, Moonlight Magic is just one of the accommodations on our ...
From $220 per night (USD)VRBO
From $80 per night (CAD)HomeAway
The Royal Escape Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Royal home away from home is a brand new tastefully well decorated 2 bedroom 2 bathroom home. This property is loca ...
From $80 per night (CAD)HomeAway
From $1786 per night (USD)VRBO
TRYALL CLUB 5 Bds w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Pineapple House is nestled on the brow of Copperwood Ridge, overlooking an extensive portion of the Tryall Club 18 hole ...
From $1786 per night (USD)VRBO
From $3325 per night (USD)HomeAway
7 bd. villa-resort, Ocho Rios beachfront pool, family friendly, fully staffed, gym, spa, tennis
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
This newly built villa in Ocho Rios offers luxurious beachfront living space and plenty of space for friends and family. ...
From $3325 per night (USD)HomeAway
From $3507 per night (USD)VRBO
TRYALL CLUB 7 Bd w/ Pool & View! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Tryall Club requires all villa and condo guests to become members during their stay via a temporary membership fee o ...
From $3507 per night (USD)VRBO
From $357 per night (USD)HomeAway
Captain's Choice Luxury villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $357 per night (USD)HomeAway
From $3143 per night (USD)VRBO
TRYALL CLUB 7 Bds! Pool & View! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $3143 per night (USD)VRBO
From $2338 per night (USD)HomeAway
TRYALL CLUB 6 Bd Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 7.5
- Bathrooms:
- 6
- Sleeps:
- 12
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $2338 per night (USD)HomeAway
From $80 per night (USD)VRBO
Chippewa Village COTTAGE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Chippewa Village Apartments and Cottages is on the western tip of Jamaica, just across from Negril’s famous white sands ...
From $80 per night (USD)VRBO
From $786 per night (USD)HomeAway
Avalon Villa Luxury villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Avalon is a restful hideaway, beautifully furnished and nestled in a magnificent garden rich with fruit trees and offeri ...
From $786 per night (USD)HomeAway
From $786 per night (USD)VRBO
TRYALL CLUB 4 Bds! Shuffleboard! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sweeping views of the changing hues of the sea, gentle waves lapping against the reef and pleasant trade winds fanning t ...
From $786 per night (USD)VRBO
From $643 per night (USD)HomeAway
Fairwinds Luxury villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $643 per night (USD)HomeAway
From $1100 per night (USD)VRBO
Villa Elysian Plain Luxury villa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $1100 per night (USD)VRBO
From $1000 per night (USD)HomeAway
TRYALL CLUB 4 Bdr Villa with Pool! Incl Concierge Service & 1 Year Priority Pass
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Built and owned by the same family for over forty years, Ma Moura's unique setting comprised of four lots, sits high on ...
From $1000 per night (USD)HomeAway
From $110 per night (USD)VRBO
Chippewa Village MOUNTAIN VIEW
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Chippewa Village Apartments and Cottages is on the western tip of Jamaica, just across from Negril’s famous white sands ...
From $110 per night (USD)VRBO
From $20 per night (USD)HomeAway
M @ Mystic Ridge (Full)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
M @ Mystic Ridge is a newly remodeled hotel room (September 2016) overlooking the resort town and bay of Ocho Rios. It i ...
From $20 per night (USD)HomeAway
From $2360 per night (USD)VRBO
Sweet Spot- 6 bdrm beachfront villa on Runaway Bay with pool and outdoor living
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Right on Runaway Bay’s famous mile-long white sand beach, this is a two-story plantation-style home set amid rolling law ...
From $2360 per night (USD)VRBO
From $137 per night (CAD)HomeAway
Tranquility Villa, Port Antonio - Jamaica
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Tranquility Villa Port Antonio Jamaica Tranquility Villa is the perfect hideaway for those who want a priv ...
From $137 per night (CAD)HomeAway
From $1000 per night (USD)VRBO
TRYALL CLUB 4 Bds! Golf Front! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Coo Yah is a four bedroom villa set amid lush landscaping overlooking the golf course and Caribbean Sea. Surrounded by b ...
From $1000 per night (USD)VRBO
From $1675 per night (USD)HomeAway
Summerhill Villa, overlooking Montego Bay/Half Moon Resort, 5 min. to beach
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 18
This three-story home, influenced by Spanish architecture, is elegant both inside and out. The villa’s main entry featur ...
From $1675 per night (USD)HomeAway
From $2338 per night (USD)VRBO
TRYALL CLUB 7 Bd Beachfront Villa! Incl Concierge Service & 1 Year Priority Pass
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $2338 per night (USD)VRBO
From $1310 per night (USD)HomeAway
6 bd. family friendly villa on Runaway Bay, private pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
SunSpot is a spacious & recently renovated six bedroom villa on Jamaica’s north shore. Guests are just steps from the sa ...
From $1310 per night (USD)HomeAway
From $160 per night (USD)VRBO
Chippewa Village Poolside Apt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Chippewa Village Apartments and Cottages are located on the western tip of Jamaica, boasting the most sunshine year roun ...
From $160 per night (USD)VRBO
From $714 per night (USD)HomeAway
Retreat Villa Luxury villa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Retreat enjoys a charming setting with views of the Caribbean Sea. The house sits alongside the 18th fairway and is a st ...
From $714 per night (USD)HomeAway
From $1395 per night (USD)VRBO
6 room, 270 degree sea views, eco friendly luxury, child friendly
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Seaweed Villa is an eco-friendly architectural masterpiece that boasts 270 degree views of the Caribbean Sea. The villa ...
From $1395 per night (USD)VRBO
From $2860 per night (USD)HomeAway
Annabella, Tryall Club- 6bd air-conditioned villa with Tryall Club access in Montego Bay
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Annabella is secluded on six private acres on the grounds of the renowned Tryall Club, Montego Bay, Jamaica. Situated o ...
From $2860 per night (USD)HomeAway
From $1949 per night (USD)VRBO
TRYALL CLUB 6 Bd Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This magnificent villa is located on Mahogany Drive with the entrance driveway on Ocean View Drive. Constructed to the h ...
From $1949 per night (USD)VRBO
From $2270 per night (USD)HomeAway
Round Hill Luxury Villa 10- 4bd oceanview villa with outdoor shower in Montego Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Located on the grounds of Round Hill Hotel, Montego Bay, Villa 10 is a four bedroom, spacious villa featuring dedicated ...
From $2270 per night (USD)HomeAway
From $110 per night (USD)VRBO
Chippewa Village PENTHOUSE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Chippewa Village Apartments and Cottages is on the western tip of Jamaica, just across from Negril’s famous white sands ...
From $110 per night (USD)VRBO
From $132 per night (CAD)HomeAway
The Dorchester - Kingston, Jamaica
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
For business or pleasure, you can relax in a renovated luxurious apartment located in the heart of new Kingston in the ...
From $132 per night (CAD)HomeAway
From $90 per night (USD)VRBO
Chippewa Village STUDIO
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Chippewa Village Apartments and Cottages is on the western tip of Jamaica, just across from Negril’s famous white sands ...
From $90 per night (USD)VRBO
From $1949 per night (USD)HomeAway
TRYALL CLUB 7 Bd Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $1949 per night (USD)HomeAway
From $1000 per night (USD)VRBO
TRYALL CLUB 5 Bds w/ Pool/Gazebo! Incl Concierge Service & 1 Year Priority Pass
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
As you draw up at the entrance to Cielo it is impossible not to break into a wide smile. Straight ahead of you the two w ...
From $1000 per night (USD)VRBO
From $650 per night (USD)HomeAway
Linger Longer Luxury villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $650 per night (USD)HomeAway
From $160 per night (USD)VRBO
Intimate, Romantic Swinging King Size Bed, on Private White Sand Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on the North Eastern shoreline of sub-tropical Jamaica, Bolt Suite is just one of the accommodations on our 18 a ...
From $160 per night (USD)VRBO
From $25 per night (USD)HomeAway
1 bedroom 1 bath in Sheffield Jamaica
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer an apartment in our villa for rent. The place is completely separated from the rest of the house with its own e ...
From $25 per night (USD)HomeAway
From $207 per night (USD)VRBO
Secrets & Dreams on Private White Sand Beach Scenery Landscape and Beach View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located on the North Eastern shoreline of sub-tropical Jamaica, Secrets and Dreams is just one of the accommodations on ...
From $207 per night (USD)VRBO
From $25 per night (USD)HomeAway
1 bedroom 1 bath in Sheffield Jamaica
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We offer an apartment in our villa for rent. The place is completely separated from the rest of the house with its own e ...
From $25 per night (USD)HomeAway
From $20 per night (CAD)VRBO
Front View Apartment in a Modern Container Conversion
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
On a hill in the heart of the city with a view of both mountains & the sea. Located on quiet cul-de-sac, views of the ...
From $20 per night (CAD)VRBO
From $682 per night (USD)HomeAway
Estate Serenity Luxury villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
High on the hillside of Copperwood Ridge and almost hidden among its exceptionally pretty gardens and surrounded by an a ...
From $682 per night (USD)HomeAway
From $2273 per night (USD)VRBO
TRYALL CLUB 6 Bd Villa! Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Commanding a strategic position atop one of the highest points of Tryall, Following Seas is a gracious, visually arresti ...
From $2273 per night (USD)VRBO
From $714 per night (USD)HomeAway
Reveille by the Sea Luxury villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $714 per night (USD)HomeAway
From $650 per night (USD)VRBO
Somewhere Villa, Ocho Rios-4 bedroom oceanfront villa in Prospect Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Somewhere Villa is nestled in Prospect Estate’s lush tropical garden overlooking the crystal clear waters of the Caribbe ...
From $650 per night (USD)VRBO
From $1299 per night (USD)HomeAway
TRYALL CLUB 4 Bds w/ Pool & Bar! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $1299 per night (USD)HomeAway
From $50 per night (GBP)VRBO
Two Bedroom Townhouse In Caribbean Estate
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 5
I bought this house because I was tired of living out of a suitcase when I visited Jamaica on my many tours of the beaut ...
From $50 per night (GBP)VRBO
From $395 per night (CAD)HomeAway
Fantasea Villa - Whitehouse, Jamaica
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Want peace and quiet, still off the beaten path, the south coast of Jamaica is unhurried and unfettered. With tranquil c ...
From $395 per night (CAD)HomeAway
From $3880 per night (USD)VRBO
Round Hill 3-6 Bedroom Luxury Villas - 3-6bd ocean view villas with balconies in Montego Bay
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Located on the grounds of Round Hill Hotel, Montego Bay, these spacious 3- 6 bedroom luxury villas feature dedicated sta ...
From $3880 per night (USD)VRBO
From $786 per night (USD)HomeAway
Yellowbird Luxury villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $786 per night (USD)HomeAway
From $3286 per night (USD)VRBO
TRYALL CLUB 8 Bd Villa with Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $3286 per night (USD)VRBO
From $2143 per night (USD)HomeAway
TRYALL CLUB 8 Bd w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $2143 per night (USD)HomeAway
From $1430 per night (USD)VRBO
Four Winds Villa, 5 bd, walk to private beach, Old Fort Bay, staffed
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This cozy villa is nestled next to the sea, with a private beach, sheltered lagoon and two acres of private gardens. The ...
From $1430 per night (USD)VRBO
From $99 per night (USD)HomeAway
Beautiful, Elegant Villa Overlooking the Oracabessa Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Serenity Villa is a breathtaking, elegant villa surrounded by the Jamaican country side. This absolutely magnificent hom ...
From $99 per night (USD)HomeAway
From $1819 per night (USD)VRBO
TRYALL CLUB 5 Bd Villa with Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $1819 per night (USD)VRBO
From $2241 per night (USD)HomeAway
TRYALL CLUB 6 Bd Villa with Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The Tryall Club requires all villa and condo guests to become members during their stay via a temporary membership fee o ...
From $2241 per night (USD)HomeAway
From $857 per night (USD)VRBO
TRYALL CLUB 4 Bds! Pool & View! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...
From $857 per night (USD)VRBO
From $1624 per night (USD)HomeAway
TRYALL CLUB 6 Bdr Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The Tryall Club requires all villa and condo guests to become members during their stay via a temporary membership fee o ...
From $1624 per night (USD)HomeAway
From $1559 per night (USD)VRBO
TRYALL CLUB 6 Bds w/ Pool & Deck! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Stella is situated on the brow of Copperwood Ridge. It is an easy walk to Tryall's world-class tennis courts, its ...
From $1559 per night (USD)VRBO
From $1559 per night (USD)HomeAway
TRYALL CLUB 5 Bd Villa with Pool! Incl Concierge Service & 1 Year Priority Pass!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Overlook is an exceptional home with a perfect location offering commanding views and proximity to the many facilities o ...
From $1559 per night (USD)HomeAway
From $865 per night (USD)VRBO
Eight Rivers, sea access, Ocho Rios, 4 bd., pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Ocho Rios, this lovely four bedroom villa allows for complete privacy yet close proximity to golf, restaurant ...
From $865 per night (USD)VRBO
From $9 per night (USD)HomeAway
Charming Tropical cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Good Hope Retreat is a private artists retreat now open to the public. It consists of three extraordinary hand-crafted w ...
From $9 per night (USD)HomeAway
From $60 per night (CAD)VRBO
'SISU' Private 2 Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
On a hill in the heart of the city with a view of the mountains SISU cottage is within walking distance of the town cent ...
From $60 per night (CAD)VRBO
From $880 per night (USD)HomeAway
4 bd. beachfront villa, Runaway Bay, pool, staff, family friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Historic town of Runaway Bay is home Spanish Cove, a lovely four bedroom, four bathroom vacation villa. This two-sto ...
From $880 per night (USD)HomeAway
From $61 per night (GBP)VRBO
2BD @ KENSINGTON PLACE - NEW KINGSTON
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Type: Entire 2 bedroom apartments Location: New, Kingston, Jamaica Parking: Free reserved parking Internet: Free W ...
From $61 per night (GBP)VRBO
From $800 per night (USD)HomeAway
Lejartre's Retreat, A Vacation Villa in the Blue & John Crow Mountains, Jamaica
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Lejartre. A rustic, ornate and quaint Villa situated in the foothills of the Blue and John Crow Mountains in ...
From $800 per night (USD)HomeAway
From $3 per night (USD)VRBO
Chill on tha hill/ free wi fi A/c, free wi fi, gated community
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy split level condo,2 bd/3bath relax in style and enjoy the breathtaking panormic view overlooking the heart of och ...
From $3 per night (USD)VRBO
From $30 per night (USD)HomeAway
Scenic/Spacious Two bedrooms Apartment Rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Furnished two bedroom apartment with air-condition, private bathroom with hot water, kitchen, living room with cable tel ...
From $30 per night (USD)HomeAway
From $1075 per night (USD)VRBO
Half Moon Resorts uniquely-designed prestige ocean suites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Prestige Ocean Suites at Half Moon resort are designed with attention to detail. Each featured with your own patio o ...
From $1075 per night (USD)VRBO
From $1750 per night (USD)HomeAway
Kenyan Sunset Golf Villa-White Witch golf course setting, access to Sunset Beach
- Bedrooms:
- 9
- Bathrooms:
- 5
- Sleeps:
- 12
Situated at the White Witch golf course and within minutes of both Half Moon and Cinammon Hill courses, Kenyan Sunset Go ...
From $1750 per night (USD)HomeAway
From $20 per night (GBP)VRBO
Home Away from home in a gated community, 15 mins drive to Ochi Rios , WIFI avai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The accommodation is situated in a gated community with security guards on the development 24 hours a day, 7 days a week ...
From $20 per night (GBP)VRBO
From $2000 per night (USD)HomeAway
Idle Awhile, 1-5 Bdrm. Oceanfront Negril Villa Resort, Family Friendly, Staffed
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
This lush Negril property boasts a collection of six unique oceanfront villas that share beach access and a large pool. ...
From $2000 per night (USD)HomeAway
From $4900 per night (USD)VRBO
Roaring Pavilion - Ultimate Luxury Villa with Full Time Spa Therapist, beachfrnt
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This stunning and unique beachfront property emphasizes wellness, and has its own on-site spa, cutting-edge gym and prof ...
From $4900 per night (USD)VRBO