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Luxury Villa Rentals Jamaica

Luxury Villa Rentals in Jamaica for 2 people

Destination Guide

Rio Chico Private Estate

Ocho Rios, Jamaica

8 Bedrooms, Sleeps 20

Rio Chico Private EstateRio Chico Private Estate #2Rio Chico Private Estate #3Rio Chico Private Estate #4Rio Chico Private Estate #5Rio Chico Private Estate #6Rio Chico Private Estate #7Rio Chico Private Estate #8Rio Chico Private Estate #9Rio Chico Private Estate #10Rio Chico Private Estate #11Rio Chico Private Estate #12Rio Chico Private Estate #13Rio Chico Private Estate #14Rio Chico Private Estate #15Rio Chico Private Estate #16Rio Chico Private Estate #17Rio Chico Private Estate #18
Starting at $55,000 /week.

Stella by the Sea

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Stella by the SeaStella by the Sea #2Stella by the Sea #3Stella by the Sea #4Stella by the Sea #5Stella by the Sea #6Stella by the Sea #7Stella by the Sea #8Stella by the Sea #9Stella by the Sea #10
Starting at $30,000 /week.

Point of View

Tryall Club, Jamaica

5 Bedrooms, Sleeps 10

Point of ViewPoint of View #2Point of View #3Point of View #4Point of View #5Point of View #6Point of View #7Point of View #8Point of View #9Point of View #10
Starting at $25,455 /week.

Wag Water

Ocho Rios, Jamaica

3 Bedrooms, Sleeps 6

Wag WaterWag Water #2Wag Water #3Wag Water #4Wag Water #5Wag Water #6Wag Water #7Wag Water #8Wag Water #9Wag Water #10Wag Water #11Wag Water #12
Starting at $3,521 /night.

Twin Palms

Tryall Club, Jamaica

7 Bedrooms, Sleeps 14

Twin PalmsTwin Palms #2Twin Palms #3Twin Palms #4Twin Palms #5Twin Palms #6Twin Palms #7Twin Palms #8Twin Palms #9Twin Palms #10Twin Palms #11Twin Palms #12Twin Palms #13
Starting at $24,550 /week.
Round Hill 4 Bedroom Premium VillaRound Hill 4 Bedroom Premium Villa #2Round Hill 4 Bedroom Premium Villa #3Round Hill 4 Bedroom Premium Villa #4Round Hill 4 Bedroom Premium Villa #5Round Hill 4 Bedroom Premium Villa #6Round Hill 4 Bedroom Premium Villa #7Round Hill 4 Bedroom Premium Villa #8Round Hill 4 Bedroom Premium Villa #9Round Hill 4 Bedroom Premium Villa #10
Starting at $3,419 /night.

Create Abundance

Tryall Club, Jamaica

10 Bedrooms, Sleeps 20

Create AbundanceCreate Abundance #2Create Abundance #3Create Abundance #4Create Abundance #5Create Abundance #6Create Abundance #7Create Abundance #8Create Abundance #9Create Abundance #10Create Abundance #11Create Abundance #12Create Abundance #13Create Abundance #14Create Abundance #15Create Abundance #16Create Abundance #17Create Abundance #18Create Abundance #19Create Abundance #20Create Abundance #21Create Abundance #23Create Abundance #24Create Abundance #25Create Abundance #26
Starting at $23,740 /week.

Haystack

Tryall Club, Jamaica

8 Bedrooms, Sleeps 16

HaystackHaystack #2Haystack #3Haystack #4Haystack #5Haystack #6Haystack #7Haystack #8Haystack #9Haystack #10Haystack #11
Starting at $23,000 /week.

Villa Dragonfly

Tryall Club, Jamaica

7 Bedrooms, Sleeps 14

Villa DragonflyVilla Dragonfly #2Villa Dragonfly #3Villa Dragonfly #4Villa Dragonfly #5Villa Dragonfly #6Villa Dragonfly #7Villa Dragonfly #8Villa Dragonfly #9Villa Dragonfly #10Villa Dragonfly #11Villa Dragonfly #12Villa Dragonfly #13Villa Dragonfly #14Villa Dragonfly #15
Starting at $22,000 /week.

Hummingbird House

Tryall Club, Jamaica

7 Bedrooms, Sleeps 14

Hummingbird HouseHummingbird House #2Hummingbird House #3Hummingbird House #4Hummingbird House #5Hummingbird House #6Hummingbird House #7Hummingbird House #8Hummingbird House #9Hummingbird House #10Hummingbird House #11Hummingbird House #12Hummingbird House #13Hummingbird House #14
Starting at $22,000 /week.

Frankfort

Ocho Rios, Jamaica

6 Bedrooms, Sleeps 12

FrankfortFrankfort #2Frankfort #3Frankfort #4Frankfort #5Frankfort #6Frankfort #7Frankfort #8Frankfort #9Frankfort #10Frankfort #11Frankfort #12Frankfort #13Frankfort #14Frankfort #15Frankfort #16Frankfort #17Frankfort #18Frankfort #19Frankfort #20Frankfort #21
Starting at $3,023 /night.
Round Hill 5 Bedroom Luxury VillaRound Hill 5 Bedroom Luxury Villa #2Round Hill 5 Bedroom Luxury Villa #3Round Hill 5 Bedroom Luxury Villa #4Round Hill 5 Bedroom Luxury Villa #5Round Hill 5 Bedroom Luxury Villa #6Round Hill 5 Bedroom Luxury Villa #7Round Hill 5 Bedroom Luxury Villa #8Round Hill 5 Bedroom Luxury Villa #9
Starting at $2,859 /night.

Sugar Hill

Tryall Club, Jamaica

8 Bedrooms, Sleeps 16

Sugar HillSugar Hill #2Sugar Hill #3Sugar Hill #4Sugar Hill #5Sugar Hill #6Sugar Hill #7Sugar Hill #8Sugar Hill #9Sugar Hill #10Sugar Hill #11Sugar Hill #12Sugar Hill #13Sugar Hill #14Sugar Hill #15Sugar Hill #16Sugar Hill #17
Starting at $20,000 /week.

Harmony Hill

Tryall Club, Jamaica

7 Bedrooms, Sleeps 14

Harmony HillHarmony Hill #2Harmony Hill #3Harmony Hill #4Harmony Hill #5Harmony Hill #6Harmony Hill #7Harmony Hill #8Harmony Hill #9Harmony Hill #10
Starting at $20,000 /week.

Flower Hill

Montego Bay, Jamaica

6 Bedrooms, Sleeps 12

Flower HillFlower Hill #2Flower Hill #3Flower Hill #4Flower Hill #5Flower Hill #6Flower Hill #7Flower Hill #8Flower Hill #9Flower Hill #10Flower Hill #11Flower Hill #12Flower Hill #13Flower Hill #14Flower Hill #15Flower Hill #16Flower Hill #17Flower Hill #18Flower Hill #19Flower Hill #20Flower Hill #21Flower Hill #22Flower Hill #23Flower Hill #24Flower Hill #25Flower Hill #26
Starting at $20,000 /week.

Zion Hill

Tryall Club, Jamaica

7 Bedrooms, Sleeps 14

Zion HillZion Hill #2Zion Hill #3Zion Hill #4Zion Hill #5Zion Hill #6Zion Hill #7Zion Hill #8
Starting at $18,185 /week.

Windrush

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

WindrushWindrush #2Windrush #3Windrush #4Windrush #5Windrush #6Windrush #7Windrush #8Windrush #9Windrush #10
Starting at $18,182 /week.

Quinntessential

Tryall Club, Jamaica

5 Bedrooms, Sleeps 10

QuinntessentialQuinntessential #2Quinntessential #3Quinntessential #4Quinntessential #5Quinntessential #6Quinntessential #7Quinntessential #8Quinntessential #9Quinntessential #10Quinntessential #11Quinntessential #12Quinntessential #13Quinntessential #14Quinntessential #15Quinntessential #16Quinntessential #17Quinntessential #18Quinntessential #19
Starting at $18,000 /week.

Aqua Bay

Tryall Club, Jamaica

4 Bedrooms, Sleeps 8

Aqua BayAqua Bay #2Aqua Bay #3Aqua Bay #4Aqua Bay #5Aqua Bay #6Aqua Bay #7Aqua Bay #8Aqua Bay #9Aqua Bay #10Aqua Bay #11Aqua Bay #12Aqua Bay #13Aqua Bay #14Aqua Bay #15
Starting at $18,000 /week.

Canoe Cove

Ocho Rios, Jamaica

7 Bedrooms, Sleeps 14

Canoe CoveCanoe Cove #2Canoe Cove #3Canoe Cove #4Canoe Cove #5Canoe Cove #6Canoe Cove #7Canoe Cove #8Canoe Cove #9Canoe Cove #10Canoe Cove #11Canoe Cove #12Canoe Cove #13Canoe Cove #14
Starting at $17,880 /week.

Amanoka

Discovery Bay, Jamaica

7 Bedrooms, Sleeps 14

AmanokaAmanoka #2Amanoka #3Amanoka #4Amanoka #5Amanoka #6Amanoka #7Amanoka #8Amanoka #9Amanoka #10Amanoka #11
Starting at $17,600 /week.

Rose Cottage

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Rose CottageRose Cottage #2Rose Cottage #3Rose Cottage #4Rose Cottage #5Rose Cottage #6Rose Cottage #7Rose Cottage #8Rose Cottage #9Rose Cottage #10Rose Cottage #11
Starting at $16,365 /week.

Phoenix

Tryall Club, Jamaica

7 Bedrooms, Sleeps 14

PhoenixPhoenix #2Phoenix #3Phoenix #4Phoenix #5Phoenix #6Phoenix #7Phoenix #8Phoenix #9
Starting at $16,365 /week.

Silent Waters Villa

Montego Bay, Jamaica

7 Bedrooms, Sleeps 20

Silent Waters VillaSilent Waters Villa #2Silent Waters Villa #3Silent Waters Villa #4Silent Waters Villa #5Silent Waters Villa #6Silent Waters Villa #7Silent Waters Villa #8Silent Waters Villa #9Silent Waters Villa #10Silent Waters Villa #11Silent Waters Villa #12Silent Waters Villa #13Silent Waters Villa #14Silent Waters Villa #15Silent Waters Villa #16Silent Waters Villa #17Silent Waters Villa #18Silent Waters Villa #19Silent Waters Villa #20
Starting at $2,320 /night.

Following Seas

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Following SeasFollowing Seas #2Following Seas #3Following Seas #4Following Seas #5Following Seas #6Following Seas #7Following Seas #8Following Seas #9Following Seas #10Following Seas #11Following Seas #12Following Seas #13
Starting at $15,910 /week.

Bumper's Nest

Tryall Club, Jamaica

6 Bedrooms, Sleeps 15

Bumper's NestBumper's Nest #2Bumper's Nest #3Bumper's Nest #4Bumper's Nest #5Bumper's Nest #6Bumper's Nest #7Bumper's Nest #8Bumper's Nest #9Bumper's Nest #10Bumper's Nest #11Bumper's Nest #12
Starting at $15,910 /week.
Round Hill 4 Bedroom Luxury VillaRound Hill 4 Bedroom Luxury Villa #2Round Hill 4 Bedroom Luxury Villa #3Round Hill 4 Bedroom Luxury Villa #4Round Hill 4 Bedroom Luxury Villa #5Round Hill 4 Bedroom Luxury Villa #6Round Hill 4 Bedroom Luxury Villa #7Round Hill 4 Bedroom Luxury Villa #8
Starting at $2,269 /night.

Anticipation

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

AnticipationAnticipation #2Anticipation #3Anticipation #4Anticipation #5Anticipation #6Anticipation #7Anticipation #8Anticipation #9
Starting at $15,685 /week.

Whispering Waters

Discovery Bay, Jamaica

7 Bedrooms, Sleeps 14

Whispering WatersWhispering Waters #2Whispering Waters #3Whispering Waters #4Whispering Waters #5Whispering Waters #6Whispering Waters #7Whispering Waters #8Whispering Waters #9Whispering Waters #10Whispering Waters #11Whispering Waters #12Whispering Waters #13Whispering Waters #14Whispering Waters #15Whispering Waters #16Whispering Waters #17Whispering Waters #18Whispering Waters #19Whispering Waters #20Whispering Waters #21Whispering Waters #22Whispering Waters #23Whispering Waters #24Whispering Waters #25Whispering Waters #26Whispering Waters #27Whispering Waters #28Whispering Waters #29Whispering Waters #30Whispering Waters #31Whispering Waters #32Whispering Waters #33
Starting at $15,500 /week.

Karma Bay

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Karma BayKarma Bay #2Karma Bay #3Karma Bay #4Karma Bay #5Karma Bay #6Karma Bay #7Karma Bay #8Karma Bay #9Karma Bay #10Karma Bay #11Karma Bay #12
Starting at $15,000 /week.
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GUIDE TO LUXURY VILLA RENTALS IN JAMAICA

As Seen From Your Luxury Villa Rental in Jamaica: A Laid Back Caribbean Paradise

Immediate associations with Jamaica may include the following: gorgeous sunsets, reggae music, and complete and utter relaxation, all of which would be accurate. With so much to offer every type of traveler, it's not hard to see why Jamaica is one of the most popular destinations in the Caribbean for ocean views, villa vacations, and an authentic Rastafarian culture experience that allows visitors to enjoy life on “island-time.” This paradise on the Caribbean Sea also happens to be the birthplace of world-famous reggae singer Bob Marley, as well as one of the fastest men on earth, retired sprinter Usain Bolt. Jamaica has long been a popular destination, and it is also quite safe, as tourism is one of its main industries. As such, the luxury vacation rentals Jamaica has on offer can be found in nearly every price range, ready to cater to any traveller.

Jamaica Vacation: Weather At The Caribbean Sea

Jamaica has a hot and humid tropical climate, which means that, year-round, temperatures change only slightly from highs around 90 to lows in the 70s. Jamaica’s rainiest months are in the spring and fall. November-April is generally the best and most popular time to book luxury vacation rentals in Jamaica.

Luxury Villa Rentals In Jamaica: Choose The One That Suits Your Vacation Style

Our luxury villas in Jamaica can be found beachfront amid white sands, hillside, seaside, cliffside, with a private pool, and more. Maybe you are looking for bay villas? The villas we offer represent endless options. We offer luxury Jamaica villas of all sizes and price ranges so that everyone has the option of enjoying the wonder of this truly awe-inspiring destination. Choosing the Jamaica vacation rental that’s right for you is easy once you know where you would like to stay.

Choose Your Own Adventure

Jamaica has something for everyone. Negril’s Seven Mile Beach is very popular on the island. By day, this family-friendly spot is ideal for a swim, and by night, the many beach bars make for a fun celebration every time. Those seeking stimulating nightlife, lively music, and great dancing will enjoy staying in Negril. There, visitors enjoy live reggae while sipping rum punch on the beach and taking in stunning sunsets. View our Jamaican luxury villas in Negril to get started booking your luxury vacation rental.

Jamaica is so much more than parties and live music, however. If you're looking for something calmer, Montego Bay and Runaway Bay are known for striking natural beauty, inspiring waterfalls, and scenic beaches. Our luxury vacation rentals in Jamaica’s Montego Bay make a prime spot for family trips and honeymooners alike, as do our spectacular luxury villas in Runaway Bay. If you are craving a stress-free family vacation, try one of our exquisite Tryall Club luxury villa rentals in Montego Bay. All guests enjoy membership at the Tryall Club, which offers a truly vast and impressively picturesque golf course, and the beach is well-planned for parents and children.

If you’re traveling with children, you will adore Mystic Mountain, an eco-friendly theme park in Ocho Rios. Its star attraction is a bobsled ride through the tropical rainforest—inspired by the famous 1988 Jamaican bobsled team. Take in your surroundings at a calm pace on a chairlift that transports you into the forest canopy, providing breathtaking views of Dunn’s River Falls—one of the most popular destinations on the island. Our Jamaican luxury villa rentals in Ochos Rios are the perfect sanctuary after a day at the park.

Silver Sands, another popular destination, is located along the North Coast, halfway between Montego Bay and Ocho Rios. Go there to watch the sunrise, the sunset, or the full-moon from the romantic gazeb.o that sits on the end of the Silver Sands Jetty.

Jamaica: A Nature-Lover’s Paradise

With its many mountains and rivers, the island is home to several spectacular waterfalls. Jamaica’s limestone construction has naturally eroded over time under the constant flow of water to create tiered steps and refreshing pools. Konoko Falls is a great pick for a more off-the-beaten-track experience. Adrenaline junkies will love Rick’s Cafe in Negril, which has been a popular cliff-jumping location for years; locals and tourists alike attempt back flips and dives, and anyone can watch or join in the fun.

A true paradise for hikers and campers, the Blue Mountains are the longest mountain range in Jamaica and a must-see. The island's highest point, reachable on foot, is Blue Mountain Peak, which stands tall at 2256 m (7402 ft). From the summit, both the north and south coasts of the island can be seen, and on a clear day, so can the outline of the island of Cuba.

Eat, Drink, And Be Merry

Jamaica has incredible food to satisfy a variety of palates. From sophisticated dining rooms to relaxed beach cafes, eating well is an integral part of island life. You will find the best jerk fish and chicken at local beachfront or roadside shacks. Also, be sure to try Jamaica’s signature ackee and saltfish dish—a typical breakfast made with salted cod, boiled ackee fruit, and scotch bonnet peppers. Enjoy it from the balcony of your very own luxury vacation rental in Jamaica by requesting a private chef. Rum-lovers, of course, have come to the right place and can head inland for a rum-tasting at the 265-year-old Appleton Estate.

Transportation To And From Your Luxury Vacation Rentals

As Jamaica is an island, most visitors arrive by flying into Sangster International Airport. Though a car rental makes reaching your luxury villa rental in Jamaica easier, it is not necessary if you are not planning on exploring other regions. Many prefer taking taxis or minibuses to get around, and an airport pick-up service can easily be arranged. Our team will work with your personal preferences to arrange any travel logistics as well as find a villa suited to your needs. All you have to do is sit back, relax, and enjoy your luxury villa rental in Jamaica.

Quick Facts

Currency

Jamaican dollar (US$1 is equal to about J$101).

Airports

International
Norman Manley International Airport (KIN) - Kingston, Jamaica
Sangster International Airport (MBJ) - Montego Bay, Jamaica
Ian Fleming International Airport (OCJ) - Ocho Rios, Jamaica

Domestic
Tinson Pen Aerodrome (KTP) - Kingston/St. Andrew
Negril Aerodrome (NEG) - Negril
Ken Jones Aerodrome (POT) - Port Antonio

Tipping

Tipping is very appreciated in Jamaica. Unless a restaurant adds a 10-15% gratuity charge, a tip of 10-18% will be expected (this should not be confused with a service charge, which is sometimes added to bills but does not go to the staff, in which case a tip is still appropriate). A 10-15% tip on taxi rides is also appropriate. Bag handlers tend to be tipped US$1-2 per bag. For fully-staffed Jamaican villas, 10-15% of the stay is a customary tip and is split among the whole staff. Tips can be given in either US or Jamaican dollars.

Average Temperatures


Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

°C

24.1

24.1

24.9

25.2

26.0

26.7

27.0

27.1

26.7

26.2

25.5

24.8

°F

75.4

75.4

76.8

77.4

78.8

83.7

80.7

80.8

80.1

79.2

78.0

76.7

 

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