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Portland Parish Vacation Rentals

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5 km
125 rentals in Portland Parish.
Tranquility Villa - Your Jamaican Home Away from Home, vacation rental in Portland Parish
Tranquility Villa - Your Jamaican Home Away from Home, vacation rental in Portland Parish
Tranquility Villa - Your Jamaican Home Away from Home, vacation rental in Portland Parish

Tranquility Villa - Your Jamaican Home Away from Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Teejay's rustic retreat, vacation rental in Portland Parish
Teejay's rustic retreat, vacation rental in Portland Parish
Teejay's rustic retreat, vacation rental in Portland Parish

Teejay's rustic retreat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Entire Luxury Apartment with contemporary decor, vacation rental in Portland Parish
Entire Luxury Apartment with contemporary decor, vacation rental in Portland Parish
Entire Luxury Apartment with contemporary decor, vacation rental in Portland Parish

Entire Luxury Apartment with contemporary decor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tranquility Villa ~ Your Jamaica Home Away from Home!, vacation rental in Portland Parish
Tranquility Villa ~ Your Jamaica Home Away from Home!, vacation rental in Portland Parish
Tranquility Villa ~ Your Jamaica Home Away from Home!, vacation rental in Portland Parish

Tranquility Villa ~ Your Jamaica Home Away from Home!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Centrally located room, in a house with free Wifi., vacation rental in Portland Parish
Centrally located room, in a house with free Wifi., vacation rental in Portland Parish
Centrally located room, in a house with free Wifi., vacation rental in Portland Parish

Centrally located room, in a house with free Wifi.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 br unit with sea and town views. Close to several beaches, town center., vacation rental in Portland Parish
2 br unit with sea and town views. Close to several beaches, town center., vacation rental in Portland Parish
2 br unit with sea and town views. Close to several beaches, town center., vacation rental in Portland Parish

2 br unit with sea and town views. Close to several beaches, town center.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Williamsfield Cozy  Guest House  1 Bedroom with share livingroom, kitchen&Bath., vacation rental in Portland Parish
Williamsfield Cozy  Guest House  1 Bedroom with share livingroom, kitchen&Bath., vacation rental in Portland Parish
Williamsfield Cozy  Guest House  1 Bedroom with share livingroom, kitchen&Bath., vacation rental in Portland Parish

Williamsfield Cozy Guest House 1 Bedroom with share livingroom, kitchen&Bath.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room,  amazing views, vacation rental in Portland Parish
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room,  amazing views, vacation rental in Portland Parish
RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room,  amazing views, vacation rental in Portland Parish

RVGH 10 bedrooms, 2 guest per room max, 120.00 per nite per room, amazing views

Holiday Rental House
10 bedrooms
10 bathrooms
Sleeps 20
Match: Sleeps
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Ahh! (Pool/Ocean View Room w/ Private Bath), vacation rental in Portland Parish
Ahh! (Pool/Ocean View Room w/ Private Bath), vacation rental in Portland Parish
Ahh! (Pool/Ocean View Room w/ Private Bath), vacation rental in Portland Parish

Ahh! (Pool/Ocean View Room w/ Private Bath)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Serenity 2-Bed Apartment in Port Antonio, vacation rental in Portland Parish
Serenity 2-Bed Apartment in Port Antonio, vacation rental in Portland Parish
Serenity 2-Bed Apartment in Port Antonio, vacation rental in Portland Parish

Serenity 2-Bed Apartment in Port Antonio

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Boston Bay, Portland Cozy Corner, vacation rental in Portland Parish
Boston Bay, Portland Cozy Corner, vacation rental in Portland Parish
Boston Bay, Portland Cozy Corner, vacation rental in Portland Parish

Boston Bay, Portland Cozy Corner

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boutique Hotel in Port Antonio, Jamaica! Comes with FREE Parking & Breakfast!, vacation rental in Portland Parish
Boutique Hotel in Port Antonio, Jamaica! Comes with FREE Parking & Breakfast!, vacation rental in Portland Parish
Boutique Hotel in Port Antonio, Jamaica! Comes with FREE Parking & Breakfast!, vacation rental in Portland Parish

Boutique Hotel in Port Antonio, Jamaica! Comes with FREE Parking & Breakfast!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Discover the charm of Jamaica! Spacious Suite Near Reach Falls & Boston Beach, vacation rental in Portland Parish
Discover the charm of Jamaica! Spacious Suite Near Reach Falls & Boston Beach, vacation rental in Portland Parish
Discover the charm of Jamaica! Spacious Suite Near Reach Falls & Boston Beach, vacation rental in Portland Parish

Discover the charm of Jamaica! Spacious Suite Near Reach Falls & Boston Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue, vacation rental in Portland Parish
Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue, vacation rental in Portland Parish
Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue, vacation rental in Portland Parish

Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!, vacation rental in Portland Parish
Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!, vacation rental in Portland Parish
Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!, vacation rental in Portland Parish

Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast, vacation rental in Portland Parish
Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast, vacation rental in Portland Parish
Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast, vacation rental in Portland Parish

Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue, vacation rental in Portland Parish
Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue, vacation rental in Portland Parish
Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue, vacation rental in Portland Parish

Historic Hotel w/ Overlooking views of the Caribbean Sea and the Blue

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Ahh! (Ocean View Studio with Private Bath), vacation rental in Portland Parish
Ahh! (Ocean View Studio with Private Bath), vacation rental in Portland Parish
Ahh! (Ocean View Studio with Private Bath), vacation rental in Portland Parish

Ahh! (Ocean View Studio with Private Bath)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!, vacation rental in Portland Parish
Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!, vacation rental in Portland Parish
Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!, vacation rental in Portland Parish

Take a boat ride or swim in the beautiful Somerset Falls! FREE Parking & BFast!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast, vacation rental in Portland Parish
Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast, vacation rental in Portland Parish
Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast, vacation rental in Portland Parish

Bask in the warm Caribbean sun! Large Suite with FREE Parking and FREE Breakfast

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bed & Breakfast with Lovely Pool and Breathtaking Views, vacation rental in Portland Parish
Bed & Breakfast with Lovely Pool and Breathtaking Views, vacation rental in Portland Parish
Bed & Breakfast with Lovely Pool and Breathtaking Views, vacation rental in Portland Parish

Bed & Breakfast with Lovely Pool and Breathtaking Views

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 2
Match: Sleeps
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A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views, vacation rental in Portland Parish
A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views, vacation rental in Portland Parish
A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views, vacation rental in Portland Parish

A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury 5 Bedroom House W Private Parking & Patio, vacation rental in Portland Parish
Luxury 5 Bedroom House W Private Parking & Patio, vacation rental in Portland Parish
Luxury 5 Bedroom House W Private Parking & Patio, vacation rental in Portland Parish

Luxury 5 Bedroom House W Private Parking & Patio

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Full 3 BD Home w/Oceanviews and AC in all rooms, vacation rental in Portland Parish
Full 3 BD Home w/Oceanviews and AC in all rooms, vacation rental in Portland Parish
Full 3 BD Home w/Oceanviews and AC in all rooms, vacation rental in Portland Parish

Full 3 BD Home w/Oceanviews and AC in all rooms

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bed & Breakfast with Lovely Pool and Breathtaking Views, vacation rental in Portland Parish
Bed & Breakfast with Lovely Pool and Breathtaking Views, vacation rental in Portland Parish
Bed & Breakfast with Lovely Pool and Breathtaking Views, vacation rental in Portland Parish

Bed & Breakfast with Lovely Pool and Breathtaking Views

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stay Close to Winnifred Beach & Bikini Beach! 2 King Suites w/ Free Breakfast!, vacation rental in Portland Parish
Stay Close to Winnifred Beach & Bikini Beach! 2 King Suites w/ Free Breakfast!, vacation rental in Portland Parish
Stay Close to Winnifred Beach & Bikini Beach! 2 King Suites w/ Free Breakfast!, vacation rental in Portland Parish

Stay Close to Winnifred Beach & Bikini Beach! 2 King Suites w/ Free Breakfast!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Kid-friendly Units, A short drive away from Errol Flynn Marina! With Parking!, vacation rental in Portland Parish
2 Kid-friendly Units, A short drive away from Errol Flynn Marina! With Parking!, vacation rental in Portland Parish
2 Kid-friendly Units, A short drive away from Errol Flynn Marina! With Parking!, vacation rental in Portland Parish

2 Kid-friendly Units, A short drive away from Errol Flynn Marina! With Parking!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Comfortable King Suites Close to Portland Parish Church! Pool, FREE Parking!, vacation rental in Portland Parish
2 Comfortable King Suites Close to Portland Parish Church! Pool, FREE Parking!, vacation rental in Portland Parish
2 Comfortable King Suites Close to Portland Parish Church! Pool, FREE Parking!, vacation rental in Portland Parish

2 Comfortable King Suites Close to Portland Parish Church! Pool, FREE Parking!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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PV9/  Pine Villa is located in PortAntonio, -5 minutes  from the town center, vacation rental in Portland Parish
PV9/  Pine Villa is located in PortAntonio, -5 minutes  from the town center, vacation rental in Portland Parish
PV9/  Pine Villa is located in PortAntonio, -5 minutes  from the town center, vacation rental in Portland Parish

PV9/ Pine Villa is located in PortAntonio, -5 minutes from the town center

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rose Hill Villa - with a gorgeous sea view, vacation rental in Portland Parish
Rose Hill Villa - with a gorgeous sea view, vacation rental in Portland Parish
Rose Hill Villa - with a gorgeous sea view, vacation rental in Portland Parish

Rose Hill Villa - with a gorgeous sea view

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Exceptional 2Bdrms-Red Hassell Manor, Port Antonio, vacation rental in Portland Parish
Exceptional 2Bdrms-Red Hassell Manor, Port Antonio, vacation rental in Portland Parish
Exceptional 2Bdrms-Red Hassell Manor, Port Antonio, vacation rental in Portland Parish

Exceptional 2Bdrms-Red Hassell Manor, Port Antonio

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Iya Ites Jamaica resort, vacation rental in Portland Parish
Iya Ites Jamaica resort, vacation rental in Portland Parish
Iya Ites Jamaica resort, vacation rental in Portland Parish

Iya Ites Jamaica resort

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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A place in paradise - family villa on a peninsula directly by the sea, vacation rental in Portland Parish
A place in paradise - family villa on a peninsula directly by the sea, vacation rental in Portland Parish
A place in paradise - family villa on a peninsula directly by the sea, vacation rental in Portland Parish

A place in paradise - family villa on a peninsula directly by the sea

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Comfortable Island Retreat, great spot 2 explore the area close to Long BayBeach, vacation rental in Portland Parish
Comfortable Island Retreat, great spot 2 explore the area close to Long BayBeach, vacation rental in Portland Parish
Comfortable Island Retreat, great spot 2 explore the area close to Long BayBeach, vacation rental in Portland Parish

Comfortable Island Retreat, great spot 2 explore the area close to Long BayBeach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 Bedroom Sea View Villa, Frenchman's Cove Resort, vacation rental in Portland Parish
2 Bedroom Sea View Villa, Frenchman's Cove Resort, vacation rental in Portland Parish
2 Bedroom Sea View Villa, Frenchman's Cove Resort, vacation rental in Portland Parish

2 Bedroom Sea View Villa, Frenchman's Cove Resort

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Large home in Portland Parrish, vacation rental in Portland Parish
Large home in Portland Parrish, vacation rental in Portland Parish
Large home in Portland Parrish, vacation rental in Portland Parish

Large home in Portland Parrish

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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San San Portland  private 5 acre estate 4 bedrooms staffed villa, vacation rental in Portland Parish
San San Portland  private 5 acre estate 4 bedrooms staffed villa, vacation rental in Portland Parish
San San Portland  private 5 acre estate 4 bedrooms staffed villa, vacation rental in Portland Parish

San San Portland private 5 acre estate 4 bedrooms staffed villa

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching, vacation rental in Portland Parish
Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching, vacation rental in Portland Parish
Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching, vacation rental in Portland Parish

Jungle, waterfall, sea view, 5 minutes from beach, lap pool & gym. Bird watching

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Huge villa on two acres of grounds; close to beaches, vacation rental in Portland Parish
Huge villa on two acres of grounds; close to beaches, vacation rental in Portland Parish
Huge villa on two acres of grounds; close to beaches, vacation rental in Portland Parish

Huge villa on two acres of grounds; close to beaches

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Garden Paradise, vacation rental in Portland Parish
Garden Paradise, vacation rental in Portland Parish
Garden Paradise, vacation rental in Portland Parish

Garden Paradise

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Weekendz- Cozy 2BRD Suite, vacation rental in Portland Parish
Weekendz- Cozy 2BRD Suite, vacation rental in Portland Parish
Weekendz- Cozy 2BRD Suite, vacation rental in Portland Parish

Weekendz- Cozy 2BRD Suite

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious romantic beach front villa located in Turtle Bay Beach Portland Jamaica, vacation rental in Portland Parish
Spacious romantic beach front villa located in Turtle Bay Beach Portland Jamaica, vacation rental in Portland Parish
Spacious romantic beach front villa located in Turtle Bay Beach Portland Jamaica, vacation rental in Portland Parish

Spacious romantic beach front villa located in Turtle Bay Beach Portland Jamaica

Holiday Rental House
4 bedrooms
9 bathrooms
Sleeps 10
Match: Sleeps
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Come have a vacation with, No Regrets!!, vacation rental in Portland Parish
Come have a vacation with, No Regrets!!, vacation rental in Portland Parish
Come have a vacation with, No Regrets!!, vacation rental in Portland Parish

Come have a vacation with, No Regrets!!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort, vacation rental in Portland Parish
Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort, vacation rental in Portland Parish
Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort, vacation rental in Portland Parish

Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Rose Hill Villa with sea view, vacation rental in Portland Parish
Rose Hill Villa with sea view, vacation rental in Portland Parish
Rose Hill Villa with sea view, vacation rental in Portland Parish

Rose Hill Villa with sea view

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Blissful Tides, vacation rental in Portland Parish
Blissful Tides, vacation rental in Portland Parish
Blissful Tides, vacation rental in Portland Parish

Blissful Tides

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Port Antonio Seaside Villa in Jamaica SeaStar, vacation rental in Portland Parish
Port Antonio Seaside Villa in Jamaica SeaStar, vacation rental in Portland Parish
Port Antonio Seaside Villa in Jamaica SeaStar, vacation rental in Portland Parish

Port Antonio Seaside Villa in Jamaica SeaStar

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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The atrium of the Paradise Room of Ioannis 3, vacation rental in Portland Parish
The atrium of the Paradise Room of Ioannis 3, vacation rental in Portland Parish
The atrium of the Paradise Room of Ioannis 3, vacation rental in Portland Parish

The atrium of the Paradise Room of Ioannis 3

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tranquil Retreat Port Antonio, vacation rental in Portland Parish
Tranquil Retreat Port Antonio, vacation rental in Portland Parish
Tranquil Retreat Port Antonio, vacation rental in Portland Parish

Tranquil Retreat Port Antonio

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Secluded self contained cabin close to Blue lagoon, vacation rental in Portland Parish
Secluded self contained cabin close to Blue lagoon, vacation rental in Portland Parish
Secluded self contained cabin close to Blue lagoon, vacation rental in Portland Parish

Secluded self contained cabin close to Blue lagoon

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 125
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