Jamaican Vacation Rentals

DISCOVER YOUR PARADISE

Our vacation rental properties are the perfect location for your getaway. We have many locations across Kingston and are fully furnished. Just walk in, unpack and begin your vacation. Our properties feature studio, 1, 2, and 3 bedroom apartments and homes with full size kitchens, baths and common areas. Our well-appointed apartments and homes are great for extended-stay trips, family getaways, or corporate travel while giving you more living space and privacy than impersonal hotel rooms.

Our Special
Rates & Promos

Our vacation rental properties are designed to transport you into a culturally immersive experience. Take your mind off the day-to-day of home life and find your own private paradise in the city of Kingston.

Long Mountain

Flat and pool included

$125

Ei8ht

Studio Apartment

$99

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ACCOMODATIONS
bed icon - choose to be happy

Our Properties

No less than eighteen different vacation rentals to make your stay a one-of-a-kind Jamaican experience.

Are you ready to take that Jamaica trip you've been planning? Our properties feature modern furnishings and decor providing you an exceptional option over standard hotel accommodations. We have fully equipped kitchens, elegant dining spaces, and lavish sleeping rooms to accommodate you and your family. Our property selections allow you to choose between a private get-away for two or bring the entire family.

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FEATURES

Amenities

All our properties come with great amenities and welcome services. The following are just a few of the main amenities included by default with our vacation rental homes.

AIR CONDITIONING
QUEEN SIZE BEDS
FULL-SIZE BATH
TELEPHONE
FREE LOCAL CALLING
FLAT SCREEN
CABLE TV
FULL SIZE
KITCHEN
WASHER &
DRYER
FREE WIFI
WELCOME BASKET
ON ARRIVAL
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LOCAL DINING

Cuisine

Choose To Be Happy accommodations offer you the opportunity to immerse yourself in local culture. This includes experiencing Jamaican cuisine. You can choose to whip up delicious meals in your vacation rental or take advantage of the many restaurants in the city of Kingston, the choice is yours.

VIEW RESTAURANTS
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ACTIVITIES

Activities in the area, stuff to do and experience around Kingston

Kingston is not only the capital and largest city in Jamaica, it is also the beating heart of Jamaican commerce. In addition to shopping, Kingston is surrounded by the beautiful Blue Mountains, Red Hills, Long Mountain and Kingston Harbour making this a prime destination for adventure and exploration.

In addition to the area's exploration possibilities, Kingston also offers a unique blend of culture and history. From the Hope Gardens to the Devon House there's never a shortage of things to do and places to see. Pop into a museum or lunch at the So-So Seafood Bar & Grill, Jamaica is calling you. 

Explore

Find Jamaica's hidden treasures

Sunsets

Relax and watch the sun go down

Weddings

One-of-a-kind destination weddings

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TESTIMONIALS
quote-signs

What our guests say:

Sheldon is a terrific guy! He made me and my girlfriend feel very welcome by picking us up from town and giving us a full tour of the apartment at arrival. Upon that, he was even so kind to give us an upgrade to a very luxurious apartment in Kingston. This was by far the best stay in Jamaica and all other countries we have visited. Thank you, Sheldon! 10/10!

This place is close to New Kingston, perfect if you have business there like I did. This unit is just like being at home. So cozy and beautiful. I didn't want to leave. Sheldon was so responsive to every request and it was nice that he wanted to meet me and personally let my boyfriend and I in. I can't wait to come back and will stay here every time I have to be in New Kingston.

I understand why Sheldon is a Superhost! He made my stay in Kingston stress free and went out of his way to assure a pleasant stay. I flew into Montego Bay, and had to take a shuttle to Kingston. He was kind enough to pick me up from the shuttle stop and take me to the apartment that evening. He even made arrangements for a social outing for some of his guests one evening to get delicious fresh fish! The apartment was exactly as pictured, very modern, clean and attractive. It was in the perfect, central location and left nothing to be desired.

The apartment was exactly as displayed in the picture. It was very clean, well laid out and obviously well maintained. Sheldon was absolutely the best you could ask for as a host. He was very accommodating and made every effort to make you feel comfortable. I would score him at 10 out of 10.

This place is very nice and very well maintained. I felt like home. Sheldon was very helpful and always optimistic. There is always a security guy for this place. This is nearby to the U.S consulate... As the name says 'Choose To Be Happy'...

"Choose To Be Happy" is aptly named and is exactly like the pictures show and described by Sheldon. Very beautiful and nicely decorated apartment. The apartment complex is gated and has 24 hr security. It is centrally located and close by to all the shopping centers. I will recommend this place to everyone.

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