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Portland Parish Vacation Rentals

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Bedrooms

Bathrooms

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Distance from

5 mi
123 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

Rental Home
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!

Rental Home
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.

Rental Home
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.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets., vacation rental in Portland Parish
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets., vacation rental in Portland Parish
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets., vacation rental in Portland Parish

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
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.

Rental Home
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

Rental Home
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
0 bedrooms
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

Rental Home
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!

Rental Home
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

Rental Home
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

Rental Home
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!

Rental Home
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

Rental Home
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

Rental Home
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!

Rental Home
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

Rental Home
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

Rental Home
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

Rental Home
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

Rental Home
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

Rental Home
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

Rental Home
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!

Rental Home
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!

Rental Home
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!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cabin style family home, great views, 15mins from renown beaches in Port Antonio, vacation rental in Portland Parish
Cabin style family home, great views, 15mins from renown beaches in Port Antonio, vacation rental in Portland Parish
Cabin style family home, great views, 15mins from renown beaches in Port Antonio, vacation rental in Portland Parish

Cabin style family home, great views, 15mins from renown beaches in Port Antonio

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful MartNicos Garden Paradise, vacation rental in Portland Parish
Peaceful MartNicos Garden Paradise, vacation rental in Portland Parish
Peaceful MartNicos Garden Paradise, vacation rental in Portland Parish

Peaceful MartNicos Garden Paradise

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Remarkable 2-Bed Villa in Fair Prospect Sea View, vacation rental in Portland Parish
Remarkable 2-Bed Villa in Fair Prospect Sea View, vacation rental in Portland Parish
Remarkable 2-Bed Villa in Fair Prospect Sea View, vacation rental in Portland Parish

Remarkable 2-Bed Villa in Fair Prospect Sea View

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Jamaican style cabin 10 mins walk to Winifred Beach, vacation rental in Portland Parish
Jamaican style cabin 10 mins walk to Winifred Beach, vacation rental in Portland Parish
Jamaican style cabin 10 mins walk to Winifred Beach, vacation rental in Portland Parish

Jamaican style cabin 10 mins walk to Winifred Beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Surfing Break or try the famous Jerk Chicken at Boston Bay Beach! Four Units!, vacation rental in Portland Parish
Surfing Break or try the famous Jerk Chicken at Boston Bay Beach! Four Units!, vacation rental in Portland Parish
Surfing Break or try the famous Jerk Chicken at Boston Bay Beach! Four Units!, vacation rental in Portland Parish

Surfing Break or try the famous Jerk Chicken at Boston Bay Beach! Four Units!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The villa with ocean view, vacation rental in Portland Parish
The villa with ocean view, vacation rental in Portland Parish
The villa with ocean view, vacation rental in Portland Parish

The villa with ocean view

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Long Road Shorterm Rental, vacation rental in Portland Parish
Long Road Shorterm Rental, vacation rental in Portland Parish
Long Road Shorterm Rental, vacation rental in Portland Parish

Long Road Shorterm Rental

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 4 Bedroom Oceanfront Villa Fully Staffed and Equipped for Relaxation, vacation rental in Portland Parish
Luxury 4 Bedroom Oceanfront Villa Fully Staffed and Equipped for Relaxation, vacation rental in Portland Parish
Luxury 4 Bedroom Oceanfront Villa Fully Staffed and Equipped for Relaxation, vacation rental in Portland Parish

Luxury 4 Bedroom Oceanfront Villa Fully Staffed and Equipped for Relaxation

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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The room of the city of Ioannis Paradisos 1, vacation rental in Portland Parish
The room of the city of Ioannis Paradisos 1, vacation rental in Portland Parish
The room of the city of Ioannis Paradisos 1, vacation rental in Portland Parish

The room of the city of Ioannis Paradisos 1

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kai's Place * Tim Pappies 3rd Floor luxury villa, vacation rental in Portland Parish
Kai's Place * Tim Pappies 3rd Floor luxury villa, vacation rental in Portland Parish
Kai's Place * Tim Pappies 3rd Floor luxury villa, vacation rental in Portland Parish

Kai's Place * Tim Pappies 3rd Floor luxury villa

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cosy and secluded 6-Person Tent - Camping Blue Mountain Wilderness Retreat, vacation rental in Portland Parish
Cosy and secluded 6-Person Tent - Camping Blue Mountain Wilderness Retreat, vacation rental in Portland Parish
Cosy and secluded 6-Person Tent - Camping Blue Mountain Wilderness Retreat, vacation rental in Portland Parish

Cosy and secluded 6-Person Tent - Camping Blue Mountain Wilderness Retreat

Rental Home
1 bedroom
1 bathroom
Sleeps 25
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

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel, vacation rental in Portland Parish
Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel, vacation rental in Portland Parish
Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel, vacation rental in Portland Parish

Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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The Rockery  3 mins from the main town of Port Antonio Come Relax and Enjoy ...., vacation rental in Portland Parish
The Rockery  3 mins from the main town of Port Antonio Come Relax and Enjoy ...., vacation rental in Portland Parish
The Rockery  3 mins from the main town of Port Antonio Come Relax and Enjoy ...., vacation rental in Portland Parish

The Rockery 3 mins from the main town of Port Antonio Come Relax and Enjoy ....

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Inviting 2-Bed House in Fair Prospect, vacation rental in Portland Parish
Inviting 2-Bed House in Fair Prospect, vacation rental in Portland Parish
Inviting 2-Bed House in Fair Prospect, vacation rental in Portland Parish

Inviting 2-Bed House in Fair Prospect

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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FREE Breakfast & FREE Parking! 3 Suites Close to Folly Lighthouse! Pool Onsite!, vacation rental in Portland Parish
FREE Breakfast & FREE Parking! 3 Suites Close to Folly Lighthouse! Pool Onsite!, vacation rental in Portland Parish
FREE Breakfast & FREE Parking! 3 Suites Close to Folly Lighthouse! Pool Onsite!, vacation rental in Portland Parish

FREE Breakfast & FREE Parking! 3 Suites Close to Folly Lighthouse! Pool Onsite!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
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

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Great House Standard Suite, Frenchman's Cove Resort, vacation rental in Portland Parish
Great House Standard Suite, Frenchman's Cove Resort, vacation rental in Portland Parish
Great House Standard Suite, Frenchman's Cove Resort, vacation rental in Portland Parish

Great House Standard Suite, Frenchman's Cove Resort

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 123
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