Jamaica Winter Rental
1 Bathroom
Family Friendly
Hotel
- Spa
- Fireplace/Heating
- Pool
Unlock the Best Price
2303.48 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $1,134/Night
For 7 Nights US $7,938
US $288/Night
For 7 Nights US $2,016
1 Bathroom
Family Friendly
Hotel
- Spa
- Fireplace/Heating
- Pool
Unlock the Best Price
1194.79 ft²
5 Guests
2 Bedrooms
1 Bathroom
Apartment
- Hot Tub
- Parking
- Air Conditioner
US $280/Night
For 7 Nights US $1,960
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,320/Night
For 7 Nights US $9,243
1001.04 ft²
3 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- View
- Parking
US $189/Night
For 7 Nights US $1,323
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,320/Night
For 7 Nights US $9,243
602.78 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Balcony/Terrace
- Air Conditioner
- Internet
US $124/Night
For 7 Nights US $869
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,098/Night
For 7 Nights US $7,689
495.14 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
US $290/Night
For 7 Nights US $2,030
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $981/Night
For 7 Nights US $6,867
Why Choose Rent By Owner for your Jamaica Winter Rental?
What makes our Winter Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Jamaica
How to Book Your Jamaica Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Jamaica
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Jamaica, NY
Queens
Briarwood
South Jamaica
Locust Manor
All Metro Health Care Lynbrook
Jamaica Colosseum Mall
Prospect Cemetery
Jamaica Center for Arts and Learning
Jamaica Hills
Jamaica Estates
Hillcrest
Rochdale
Jamaica Winter Rental Frequently Asked Questions
1. What are the top Winter Rentals in Jamaica?
There are a lot of options in Jamaica. If you plan on staying in the Jamaica area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Jamaica:
- Beach Front,Ideal for family and couples,beautiful place for sunset lovers!
- Celebrity Retreat | Heated Pool, Gym, STEAM Spa
- Comfortable Quality Cribs Luxury Apartments
- Modern vacation rental w/hot tub. 15 minutes from the airport
- Luxurious Apartment at Colonial Townhouse
- Modern Astoria Home!
- TownePlace Suites by Marriott New York Long Island City/Manhattan View
- Home2 Suites Long Island City/Manhattan View
- The Boro Hotel
- Fairfield Inn by Marriott New York LaGuardia Airport/Astoria
2. How many Winter Rentals are available in Jamaica?
Currently, the total number of properties listed by RBO in 2026 is over 180 in the Jamaica area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Jamaica.
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2 Guests
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Free Cancellation
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- Fireplace/Heating
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6 Guests
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- Hot Tub
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- Fireplace/Heating
- Pet Friendly
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675 ft²
6 Guests
2 Bedrooms
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Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
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4 Guests
2 Bedrooms
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Family Friendly
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- Hot Tub
- Fireplace/Heating
- Kitchen
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2 Guests
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Ocean View
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- Oceanfront
- Hot Tub
- Fireplace/Heating
US $90/Night
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- Fireplace/Heating
- Kitchen
- Parking
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