Find Vacation Rentals in Jamaica

We have 66 properties to choose from
Jamaica
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Popular Jamaica Vacation Rentals

Find the perfect Jamaica vacation rental

Chalet Jamaica
$181 per night
Chalet ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (85 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
Cabin Jamaica
$111 per night
Cabin ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (27 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
Cabin Jamaica
$391 per night
Cabin ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (30 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
House Jamaica
$625 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
"Excellent" (82 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
House Jamaica
$1,060 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
"Excellent" (22 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
House Jamaica
$133 per night
House ∙ 5 guests ∙ 1 bedroom
4.8
"Excellent" (27 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
Cabin Jamaica
$447 per night
Cabin ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (2 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
Chalet Jamaica
$430 per night
Chalet ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (3 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
Details
Details
House Jamaica
$173 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Jamaica, Windham County, Vermont, United States
Details
Vrbo
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Pet-Friendly Homes and Apartments

Farmhouse Pet-friendly Jamaica
$189 per night
Farmhouse ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (12 ratings)
Jamaica, Windham County, Vermont, United States
Pet-friendly
Details
Vrbo
Details
Details
House Pet-friendly Jamaica
$406 per night
House ∙ 10 guests ∙ 4 bedrooms
4.6
"Outstanding" (11 ratings)
Jamaica, Windham County, Vermont, United States
Pet-friendly
Details
Vrbo
Details
Details
House Pet-friendly Jamaica
$244 per night
House ∙ 11 guests ∙ 5 bedrooms
4.7
"Outstanding" (13 ratings)
Jamaica, Windham County, Vermont, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

House Balcony Jamaica
$765 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
"Excellent" (37 ratings)
Jamaica, Windham County, Vermont, United States
Balcony
Details
Vrbo
Details
Details
House Balcony Jamaica
$170 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Jamaica, Windham County, Vermont, United States
Balcony
Details
Vrbo
Details
Details
House Balcony Jamaica
$163 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (3 ratings)
Jamaica, Windham County, Vermont, United States
Balcony
Details
Vrbo
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Vacation Homes With Terraces

House Balcony/Patio Jamaica
$509 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
"Excellent" (19 ratings)
Jamaica, Windham County, Vermont, United States
Balcony/Patio
Details
Vrbo
Details
Details
House Balcony/Patio Jamaica
$1,100 per night
House ∙ 11 guests ∙ 6 bedrooms
Jamaica, Windham County, Vermont, United States
Balcony/Patio
Details
Vrbo
Details
Details
House Balcony/Patio Jamaica
$1,330 per night
House ∙ 14 guests ∙ 5 bedrooms
4.9
"Excellent" (50 ratings)
Jamaica, Windham County, Vermont, United States
Balcony/Patio
Details
Vrbo
Details
Details
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Frequently Asked Questions

What is the price of vacation rentals in Jamaica?

Prices for a stay in Jamaica begin at $100 per night.

How many vacation rentals are available in Jamaica?

You can find and compare 66 offers in Jamaica and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Jamaica

Find the best Jamaica vacation rentals on Tripping.com. With over 197 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Jamaica range from $64 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 168 homes in Jamaica offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 46 rentals with pool or jacuzzi, or relax with the family in one of the 176 homes with cable TV. For all those pet owners with dogs or cats, Jamaica offers 62 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 5 vacation rental sites in Jamaica where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 149 HomeAway rentals, 21 TripAdvisor short term rentals and 18 Expedia vacation rentals.

Popular Day Trips Near Jamaica

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