Location

Dates

Guests

Vacation rentals in Jamaica

Skylark Villa

4 bedrooms·4 baths

Montego Bay • St. James Parish

$1,884.30 USD total for 3 nights

Sep 29 – Oct 2, 2026

Jasmine Hill

4 bedrooms·4 baths

Ocho Rios • St. Ann Parish

$2,142.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Ocean View King-bed with Jaccuzi

Ocean View King-bed with Jaccuzi

Ocean View King-bed with Jaccuzi

Ocean View King-bed with Jaccuzi

Ocean View King-bed with Jaccuzi

Ocean View King-bed with Jaccuzi

1 bedroom·1 bath

St. Mary Parish

4.14(7 reviews)

$85/ night(excl. fees & taxes)

Crystal Waters Villas

Crystal Waters Villas

Crystal Waters Villas

Crystal Waters Villas

Crystal Waters Villas

Crystal Waters Villas

3 bedrooms·3 baths

Negril • Westmoreland Parish

$1,320.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Flower Hill - Spring Farm

Flower Hill - Spring Farm

Flower Hill - Spring Farm

Flower Hill - Spring Farm

Flower Hill - Spring Farm

Flower Hill - Spring Farm

6 bedrooms·6 baths

Montego Bay • St. James Parish

$9,000.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Jamaican Dream - Rose Hall

Jamaican Dream - Rose Hall

Jamaican Dream - Rose Hall

Jamaican Dream - Rose Hall

Jamaican Dream - Rose Hall

Jamaican Dream - Rose Hall

4 bedrooms·4 baths

Montego Bay • St. James Parish

$3,000.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Endless Summer - Spring Farm

Endless Summer - Spring Farm

Endless Summer - Spring Farm

Endless Summer - Spring Farm

Endless Summer - Spring Farm

Endless Summer - Spring Farm

7 bedrooms·7 baths

Montego Bay • St. James Parish

$4,971.42 USD total for 3 nights

Sep 29 – Oct 2, 2026

St Thomas Oasis

St Thomas Oasis

St Thomas Oasis

St Thomas Oasis

St Thomas Oasis

St Thomas Oasis

3 bedrooms·2 baths

St. Thomas Parish

4.87(68 reviews)

$360.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Mount Pleasant

5 bedrooms·5 baths

Ocho Rios • St. Ann Parish

$3,921.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Emerald Seas

5 bedrooms·5 baths

Ocho Rios • St. Ann Parish

$2,571.43 USD total for 3 nights

Sep 29 – Oct 2, 2026

Afimi - Lagoons

Afimi - Lagoons

Afimi - Lagoons

Afimi - Lagoons

Afimi - Lagoons

Afimi - Lagoons

4 bedrooms·4½ baths

Montego Bay • St. James Parish

$3,432.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Knockando - Round Hill

Knockando - Round Hill

Knockando - Round Hill

Knockando - Round Hill

Knockando - Round Hill

Knockando - Round Hill

5 bedrooms·5½ baths

Montego Bay • St. James Parish

$3,771.42 USD total for 3 nights

Sep 29 – Oct 2, 2026

Great River

5 bedrooms·5 baths

Montego Bay • St. James Parish

$3,857.13 USD total for 3 nights

Sep 29 – Oct 2, 2026

Reddie Vacation Home

Reddie Vacation Home

Reddie Vacation Home

Reddie Vacation Home

Reddie Vacation Home

Reddie Vacation Home

2 bedrooms·1 bath

Trelawny Parish

$285.00 USD total for 3 nights

Jan 1 – 4, 2027

Goat Hill - Montego Bay

Goat Hill - Montego Bay

Goat Hill - Montego Bay

Goat Hill - Montego Bay

Goat Hill - Montego Bay

Goat Hill - Montego Bay

3 bedrooms·3 baths

Montego Bay • St. James Parish

$3,000.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Janus - Round Hill

Janus - Round Hill

Janus - Round Hill

Janus - Round Hill

Janus - Round Hill

Janus - Round Hill

4 bedrooms·4 baths

Montego Bay • St. James Parish

$6,214.29 USD total for 3 nights

Sep 29 – Oct 2, 2026

Villa Rosa - Spring Farm

Villa Rosa - Spring Farm

Villa Rosa - Spring Farm

Villa Rosa - Spring Farm

Villa Rosa - Spring Farm

Villa Rosa - Spring Farm

5 bedrooms·6½ baths

Montego Bay • St. James Parish

$5,100.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Summerhill

9 bedrooms·9 baths

Montego Bay • St. James Parish

$5,514.30 USD total for 3 nights

Sep 29 – Oct 2, 2026

Villa Lolita - Tryall

Villa Lolita - Tryall

Villa Lolita - Tryall

Villa Lolita - Tryall

Villa Lolita - Tryall

Villa Lolita - Tryall

5 bedrooms·5 baths

Montego Bay • St. James Parish

$3,894.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Summerland - Round Hill

Summerland - Round Hill

Summerland - Round Hill

Summerland - Round Hill

Summerland - Round Hill

Summerland - Round Hill

4 bedrooms·4 baths

Montego Bay • St. James Parish

$2,828.10 USD total for 3 nights

Sep 29 – Oct 2, 2026

Four Winds

5 bedrooms·4 baths

Ocho Rios • St. Ann Parish

$5,184.30 USD total for 3 nights

Sep 29 – Oct 2, 2026

Golden Clouds

10 bedrooms·10 baths

Oracabessa • St. Mary Parish

$6,426.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Belle Abri

7 bedrooms·7 baths

Montego Bay • St. James Parish

$6,858.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Lime Acres

5 bedrooms·4 baths

White House • Westmoreland Parish

$4,407.84 USD total for 3 nights

Sep 29 – Oct 2, 2026