Location

Dates

Guests

Vacation rentals in Jamaica

Amanoka

7 bedrooms·7½ baths

Discovery Bay • St. Ann Parish

$9,334.28 USD total for 3 nights

Sep 29 – Oct 2, 2026

Beachfront 2Bdr/2Bth Ocean-Tropical-Escape image 1

Beachfront 2Bdr/2Bth Ocean-Tropical-Escape image 2

Beachfront 2Bdr/2Bth Ocean-Tropical-Escape image 3

Beachfront 2Bdr/2Bth Ocean-Tropical-Escape image 4

Beachfront 2Bdr/2Bth Ocean-Tropical-Escape image 5

Beachfront 2Bdr/2Bth Ocean-Tropical-Escape

2 bedrooms·2 baths

Runaway Bay • St. Ann Parish

5(27 reviews)

$759.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Sunspot - Runaway Bay

Sunspot - Runaway Bay

Sunspot - Runaway Bay

Sunspot - Runaway Bay

Sunspot - Runaway Bay

Sunspot - Runaway Bay

6 bedrooms·7 baths

Runaway Bay • St. Ann Parish

$4,725.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Villa Sundown

9 bedrooms·9 baths

Discovery Bay • St. Ann Parish

$10,630.72 USD total for 3 nights

Sep 29 – Oct 2, 2026

Vacation Home In Martha Brae Jamaica

Vacation Home In Martha Brae Jamaica

Vacation Home In Martha Brae Jamaica

Vacation Home In Martha Brae Jamaica

Vacation Home In Martha Brae Jamaica

Vacation Home In Martha Brae Jamaica

3 bedrooms·2 baths

Martha Brae • Trelawny Parish

5(2 reviews)

$493.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Makana

7 bedrooms·6½ baths

Discovery Bay • St. Ann Parish

$8,391.44 USD total for 3 nights

Sep 29 – Oct 2, 2026

Blue Heavn

3 bedrooms·2½ baths

Montego Bay • St. James Parish

$1,929.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Back of the house with pool and outside patio

Aerial View of back of the house with pool and outside patio

Aerial view of the house and the surrounding vegetation and view of the Martha Brae river

View from the house of rafting on the Martha Brae river

The Retreat at Martha Brae

5 bedrooms·5 baths

Martha Brae • Trelawny Parish

5(5 reviews)

$2,250.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Pavillion

5 bedrooms·5½ baths

Montego Bay • St. James Parish

$3,642.87 USD total for 3 nights

Sep 29 – Oct 2, 2026

A step-free, fully furnished living room is located on the ground floor of the property.

A step-free, fully equipped kitchen is located on the ground floor of the property.

A step-free, fully furnished living room with a dining area is located on the ground floor of the property.

A step-free dining area is located on the ground floor of the property.

A step-free dining area is located on the ground floor of the property.

2BR+Multi-Use Office, Comfy + Quiet Haven

3 bedrooms·2 baths

Kingston • St. Andrew Parish

$360.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Popo's Place image 1

Popo's Place image 3

Popo's Place image 4

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Popo's Place

2 bedrooms·2 baths

Kingston • St. Andrew Parish

$495.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Paradise Retreat - 3 bedrooms, 4 mins from airport

Paradise Retreat - 3 bedrooms, 4 mins from airport

Paradise Retreat - 3 bedrooms, 4 mins from airport

Paradise Retreat - 3 bedrooms, 4 mins from airport

Paradise Retreat - 3 bedrooms, 4 mins from airport

Paradise Retreat - 3 bedrooms, 4 mins from airport

3 bedrooms·2 baths

Boscobel • St. Mary Parish

5(1 review)

$375.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Studio-Wohnung "Studio mit Strand"

Studio-Wohnung "Studio mit Strand"

Studio-Wohnung "Studio mit Strand"

Studio-Wohnung "Studio mit Strand"

Studio-Wohnung "Studio mit Strand"

Studio-Wohnung "Studio mit Strand"

0 bedrooms·1 bath

Runaway Bay • St. Ann Parish

€278.00 EUR total for 3 nights

Oct 16 – 19, 2026

Cindy Villa

4 bedrooms·4 baths

Runaway Bay • St. Ann Parish

€1,560.00 EUR total for 3 nights

Sep 29 – Oct 2, 2026

"Peaceful Escape" mit Terrasse

"Peaceful Escape" mit Terrasse

"Peaceful Escape" mit Terrasse

"Peaceful Escape" mit Terrasse

"Peaceful Escape" mit Terrasse

"Peaceful Escape" mit Terrasse

1 bedroom·1 bath

Runaway Bay • St. Ann Parish

€200.00 EUR total for 3 nights

Oct 19 – 22, 2026

Kitchen / Dining Room

Kitchen / Dining Room

VillaMerissa schmiegt sich zwischen zwei unberührte Strände

6 bedrooms·6 baths

Runaway Bay • St. Ann Parish

€1,638.00 EUR total for 3 nights

Sep 29 – Oct 2, 2026

Unvergessliches Strandhaus, eine seltene private Flucht

Unvergessliches Strandhaus, eine seltene private Flucht

4 bedrooms·4 baths

Jamaica

€1,248.00 EUR total for 3 nights

Sep 29 – Oct 2, 2026

Bathroom / Wellness

Unvergessliche Villa, eine atemberaubende Flucht direkt am Strand

6 bedrooms·5 baths

Jamaica

€2,652.00 EUR total for 3 nights

Sep 29 – Oct 2, 2026

Unvergessliches Cottage, eine Schönheit direkt a

Unvergessliches Cottage, eine Schönheit direkt a

2 bedrooms·1 bath

Jamaica

€624.00 EUR total for 3 nights

Sep 29 – Oct 2, 2026

The Check-in Chill

The Check-in Chill

The Check-in Chill

The Check-in Chill

The Check-in Chill

The Check-in Chill

1 bedroom·1 bath

Old Harbour • St. Catherine Parish

$235.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

BW Hideaway Portmore Jamaica image 1

BW Hideaway Portmore Jamaica image 2

BW Hideaway Portmore Jamaica image 3

BW Hideaway Portmore Jamaica image 4

Hellshire Beach, Jamaica, is located near Portmore, and famed for its fried fish and safe swimming.[1] Exposed when there is a sea running to the south, the waters close to shore are often quite cloudy due to the stirred up sand.[1]

BW Hideaway Portmore Jamaica

1 bedroom·1 bath

Portmore • St. Catherine Parish

$240.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Rückzug 2 Jamaika

3 bedrooms·3 baths

Runaway Bay • St. Ann Parish

€2,184.00 EUR total for 3 nights

Sep 29 – Oct 2, 2026

3-Schlafzimmer-Wohnung in Ramparts in der Nähe des Flughafens

3-Schlafzimmer-Wohnung in Ramparts in der Nähe des Flughafens

3-Schlafzimmer-Wohnung in Ramparts in der Nähe des Flughafens

3-Schlafzimmer-Wohnung in Ramparts in der Nähe des Flughafens

3-Schlafzimmer-Wohnung in Ramparts in der Nähe des Flughafens

3-Schlafzimmer-Wohnung in Ramparts in der Nähe des Flughafens

3 bedrooms·3 baths

Runaway Bay • St. Ann Parish

€387.00 EUR total for 3 nights

Oct 2 – 5, 2026

Wohnung "Peaceful Escape" mit privatem Parkplatz

Wohnung "Peaceful Escape" mit privatem Parkplatz

Wohnung "Peaceful Escape" mit privatem Parkplatz

Wohnung "Peaceful Escape" mit privatem Parkplatz

Wohnung "Peaceful Escape" mit privatem Parkplatz

Wohnung "Peaceful Escape" mit privatem Parkplatz

1 bedroom·1 bath

Runaway Bay • St. Ann Parish

€200.00 EUR total for 3 nights

Sep 30 – Oct 3, 2026