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Holiday Homes in Portland Parish

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179 rentals in Portland Parish.
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Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches, holiday rental in Portland Parish
Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches, holiday rental in Portland Parish
Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches, holiday rental in Portland Parish

Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches

Holiday Rental House
4 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Private Norse Hill Estate, 8 acres, villa & cottage total 6 bd/ba, pool, 5 staff, holiday rental in Portland Parish
Private Norse Hill Estate, 8 acres, villa & cottage total 6 bd/ba, pool, 5 staff, holiday rental in Portland Parish
Private Norse Hill Estate, 8 acres, villa & cottage total 6 bd/ba, pool, 5 staff, holiday rental in Portland Parish

Private Norse Hill Estate, 8 acres, villa & cottage total 6 bd/ba, pool, 5 staff

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Ein Platz im Paradies - Familien-Villa auf Halbinsel direkt am Meer

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Tranquility Villa - Port Antonio & Blue Mountains, holiday rental in Portland Parish
Tranquility Villa - Port Antonio & Blue Mountains, holiday rental in Portland Parish
Tranquility Villa - Port Antonio & Blue Mountains, holiday rental in Portland Parish

Tranquility Villa - Port Antonio & Blue Mountains

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spicy Hill Villa, 5 Bedroom, 5 Bathroom, Port Antonio, Jamaica, holiday rental in Portland Parish
Spicy Hill Villa, 5 Bedroom, 5 Bathroom, Port Antonio, Jamaica, holiday rental in Portland Parish
Spicy Hill Villa, 5 Bedroom, 5 Bathroom, Port Antonio, Jamaica, holiday rental in Portland Parish

Spicy Hill Villa, 5 Bedroom, 5 Bathroom, Port Antonio, Jamaica

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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mango ridge backpackers retreat, holiday rental in Portland Parish
mango ridge backpackers retreat, holiday rental in Portland Parish
mango ridge backpackers retreat, holiday rental in Portland Parish

mango ridge backpackers retreat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sea Star Villa - Port Antonio - Jamaica - Sea Side Villa, holiday rental in Portland Parish
Sea Star Villa - Port Antonio - Jamaica - Sea Side Villa, holiday rental in Portland Parish
Sea Star Villa - Port Antonio - Jamaica - Sea Side Villa, holiday rental in Portland Parish

Sea Star Villa - Port Antonio - Jamaica - Sea Side Villa

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Ridge Bay Chateau 2 cottages available for booking:Green Pastures & Still Waters, holiday rental in Portland Parish
Ridge Bay Chateau 2 cottages available for booking:Green Pastures & Still Waters, holiday rental in Portland Parish
Ridge Bay Chateau 2 cottages available for booking:Green Pastures & Still Waters, holiday rental in Portland Parish

Ridge Bay Chateau 2 cottages available for booking:Green Pastures & Still Waters

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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"Little Paradise" auf einer Halbinsel direkt am Meer!, holiday rental in Portland Parish
"Little Paradise" auf einer Halbinsel direkt am Meer!, holiday rental in Portland Parish
"Little Paradise" auf einer Halbinsel direkt am Meer!, holiday rental in Portland Parish

"Little Paradise" auf einer Halbinsel direkt am Meer!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pearl Ocean Villa - Vacation rental, holiday rental in Portland Parish
Pearl Ocean Villa - Vacation rental, holiday rental in Portland Parish
Pearl Ocean Villa - Vacation rental, holiday rental in Portland Parish

Pearl Ocean Villa - Vacation rental

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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NO REGRETS SERVICES, holiday rental in Portland Parish
NO REGRETS SERVICES, holiday rental in Portland Parish
NO REGRETS SERVICES, holiday rental in Portland Parish

NO REGRETS SERVICES

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury private sea view large 4 bedrooms 4 bathrooms 5 acre staffed estate., holiday rental in Portland Parish
Luxury private sea view large 4 bedrooms 4 bathrooms 5 acre staffed estate., holiday rental in Portland Parish
Luxury private sea view large 4 bedrooms 4 bathrooms 5 acre staffed estate., holiday rental in Portland Parish

Luxury private sea view large 4 bedrooms 4 bathrooms 5 acre staffed estate.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Shotover Gardens Estate-Villa with Pool , holiday rental in Portland Parish
Shotover Gardens Estate-Villa with Pool , holiday rental in Portland Parish
Shotover Gardens Estate-Villa with Pool , holiday rental in Portland Parish

Shotover Gardens Estate-Villa with Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Villa Paola Jamaica, holiday rental in Portland Parish
Villa Paola Jamaica, holiday rental in Portland Parish
Villa Paola Jamaica, holiday rental in Portland Parish

Villa Paola Jamaica

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel, holiday rental in Portland Parish
Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel, holiday rental in Portland Parish
Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel, holiday rental in Portland Parish

Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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PRIVATE COTTAGE*RAIN FORREST VIEW*5MIN FROM BEACH*POOL*GYM, holiday rental in Portland Parish
PRIVATE COTTAGE*RAIN FORREST VIEW*5MIN FROM BEACH*POOL*GYM, holiday rental in Portland Parish
PRIVATE COTTAGE*RAIN FORREST VIEW*5MIN FROM BEACH*POOL*GYM, holiday rental in Portland Parish

PRIVATE COTTAGE*RAIN FORREST VIEW*5MIN FROM BEACH*POOL*GYM

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

Tranquil Retreat Port Antonio

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Moon San Villa at the Blue Lagoon '5 Bedrooms', holiday rental in Portland Parish
Moon San Villa at the Blue Lagoon '5 Bedrooms', holiday rental in Portland Parish
Moon San Villa at the Blue Lagoon '5 Bedrooms', holiday rental in Portland Parish

Moon San Villa at the Blue Lagoon '5 Bedrooms'

Private Room
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Heaven Villa * We are not on the water, we are above!, holiday rental in Portland Parish
Heaven Villa * We are not on the water, we are above!, holiday rental in Portland Parish
Heaven Villa * We are not on the water, we are above!, holiday rental in Portland Parish

Heaven Villa * We are not on the water, we are above!

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Shotover Gardens Estate - cottage with pool, holiday rental in Portland Parish
Shotover Gardens Estate - cottage with pool, holiday rental in Portland Parish
Shotover Gardens Estate - cottage with pool, holiday rental in Portland Parish

Shotover Gardens Estate - cottage with pool

Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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All Nations Guesthouse - Superior Queen Bedroom, Jacuzzi tub, Pool & Gym area, holiday rental in Portland Parish
All Nations Guesthouse - Superior Queen Bedroom, Jacuzzi tub, Pool & Gym area, holiday rental in Portland Parish
All Nations Guesthouse - Superior Queen Bedroom, Jacuzzi tub, Pool & Gym area, holiday rental in Portland Parish

All Nations Guesthouse - Superior Queen Bedroom, Jacuzzi tub, Pool & Gym area

Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Mamiti Blue - San San, Port Antonio 5 Bedrooms, holiday rental in Portland Parish
Mamiti Blue - San San, Port Antonio 5 Bedrooms, holiday rental in Portland Parish
Mamiti Blue - San San, Port Antonio 5 Bedrooms, holiday rental in Portland Parish

Mamiti Blue - San San, Port Antonio 5 Bedrooms

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Tranquil Retreat Port Antonio , holiday rental in Portland Parish
Tranquil Retreat Port Antonio , holiday rental in Portland Parish
Tranquil Retreat Port Antonio , holiday rental in Portland Parish

Tranquil Retreat Port Antonio

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel, holiday rental in Portland Parish
Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel, holiday rental in Portland Parish
Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel, holiday rental in Portland Parish

Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Come have a vacation with, No Regrets!!, holiday rental in Portland Parish
Come have a vacation with, No Regrets!!, holiday rental in Portland Parish
Come have a vacation with, No Regrets!!, holiday rental in Portland Parish

Come have a vacation with, No Regrets!!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Shotover Gardens Estate - cabin with pool, holiday rental in Portland Parish
Shotover Gardens Estate - cabin with pool, holiday rental in Portland Parish
Shotover Gardens Estate - cabin with pool, holiday rental in Portland Parish

Shotover Gardens Estate - cabin with pool

Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Shores A'Swell - Seaside Room, holiday rental in Portland Parish
Shores A'Swell - Seaside Room, holiday rental in Portland Parish
Shores A'Swell - Seaside Room, holiday rental in Portland Parish

Shores A'Swell - Seaside Room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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ABSOLUTE WATERFRONT! FAMILY! CHEF! SPOIL YOURSELF! San Bar, Blue Lagoon 6BR, holiday rental in Portland Parish
ABSOLUTE WATERFRONT! FAMILY! CHEF! SPOIL YOURSELF! San Bar, Blue Lagoon 6BR, holiday rental in Portland Parish
ABSOLUTE WATERFRONT! FAMILY! CHEF! SPOIL YOURSELF! San Bar, Blue Lagoon 6BR, holiday rental in Portland Parish

ABSOLUTE WATERFRONT! FAMILY! CHEF! SPOIL YOURSELF! San Bar, Blue Lagoon 6BR

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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San Cove, Blue Lagoon, Port Antonio 4BR, holiday rental in Portland Parish
San Cove, Blue Lagoon, Port Antonio 4BR, holiday rental in Portland Parish
San Cove, Blue Lagoon, Port Antonio 4BR, holiday rental in Portland Parish

San Cove, Blue Lagoon, Port Antonio 4BR

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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PINEAPPLE HILL SEA VIEW COTTAGE, holiday rental in Portland Parish
PINEAPPLE HILL SEA VIEW COTTAGE, holiday rental in Portland Parish
PINEAPPLE HILL SEA VIEW COTTAGE, holiday rental in Portland Parish

PINEAPPLE HILL SEA VIEW COTTAGE

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Villa Blue Lagoon San San Portland Jamaia, holiday rental in Portland Parish
Beautiful Villa Blue Lagoon San San Portland Jamaia, holiday rental in Portland Parish
Beautiful Villa Blue Lagoon San San Portland Jamaia, holiday rental in Portland Parish

Beautiful Villa Blue Lagoon San San Portland Jamaia

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Sea Star Villa Port Antonio Blue Lagoon Jamaica, holiday rental in Portland Parish
Sea Star Villa Port Antonio Blue Lagoon Jamaica, holiday rental in Portland Parish
Sea Star Villa Port Antonio Blue Lagoon Jamaica, holiday rental in Portland Parish

Sea Star Villa Port Antonio Blue Lagoon Jamaica

Holiday Rental House
5 bedrooms
16 bathrooms
Sleeps 10
Match: Sleeps
More info
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Vacation house for rent in Buff Bay Portland Jamaica , holiday rental in Portland Parish
Vacation house for rent in Buff Bay Portland Jamaica , holiday rental in Portland Parish
Vacation house for rent in Buff Bay Portland Jamaica , holiday rental in Portland Parish

Vacation house for rent in Buff Bay Portland Jamaica

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Tranquility Villa - Your Jamaican Home Away from Home, holiday rental in Portland Parish
Tranquility Villa - Your Jamaican Home Away from Home, holiday rental in Portland Parish
Tranquility Villa - Your Jamaican Home Away from Home, holiday 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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Cozy Villa Anchovy, holiday rental in Portland Parish
Cozy Villa Anchovy, holiday rental in Portland Parish
Cozy Villa Anchovy, holiday rental in Portland Parish

Cozy Villa Anchovy

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Serendipity Beach Villa at Turtle Bay, holiday rental in Portland Parish
Serendipity Beach Villa at Turtle Bay, holiday rental in Portland Parish
Serendipity Beach Villa at Turtle Bay, holiday rental in Portland Parish

Serendipity Beach Villa at Turtle Bay

Holiday Rental House
4 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
More info
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Becarville Bed & Breakfast, Long Bay, Portland, Jamaica, holiday rental in Portland Parish
Becarville Bed & Breakfast, Long Bay, Portland, Jamaica, holiday rental in Portland Parish
Becarville Bed & Breakfast, Long Bay, Portland, Jamaica, holiday rental in Portland Parish

Becarville Bed & Breakfast, Long Bay, Portland, Jamaica

Private Room
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Warm Relaxing getaway in a cabin style home, holiday rental in Portland Parish
Warm Relaxing getaway in a cabin style home, holiday rental in Portland Parish
Warm Relaxing getaway in a cabin style home, holiday rental in Portland Parish

Warm Relaxing getaway in a cabin style home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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The Fan Villa, holiday rental in Portland Parish
The Fan Villa, holiday rental in Portland Parish
The Fan Villa, holiday rental in Portland Parish

The Fan Villa

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Room #3 Titchfield Guest House, holiday rental in Portland Parish
Room #3 Titchfield Guest House, holiday rental in Portland Parish
Room #3 Titchfield Guest House, holiday rental in Portland Parish

Room #3 Titchfield Guest House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Blue Mountain Wilderness Retreat (BMWR) Jamaica House, holiday rental in Portland Parish
Blue Mountain Wilderness Retreat (BMWR) Jamaica House, holiday rental in Portland Parish
Blue Mountain Wilderness Retreat (BMWR) Jamaica House, holiday rental in Portland Parish

Blue Mountain Wilderness Retreat (BMWR) Jamaica House

Cabin Holiday Rental
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Paradise in Portland Jamaica, holiday rental in Portland Parish
Paradise in Portland Jamaica, holiday rental in Portland Parish
Paradise in Portland Jamaica, holiday rental in Portland Parish

Paradise in Portland Jamaica

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Skankaheights Long Bay Portland Jamaica., holiday rental in Portland Parish
Skankaheights Long Bay Portland Jamaica., holiday rental in Portland Parish
Skankaheights Long Bay Portland Jamaica., holiday rental in Portland Parish

Skankaheights Long Bay Portland Jamaica.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Harper's villa 2 bedroom condo, holiday rental in Portland Parish
Harper's villa 2 bedroom condo, holiday rental in Portland Parish
Harper's villa 2 bedroom condo, holiday rental in Portland Parish

Harper's villa 2 bedroom condo

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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San Cove - Port Antonio 4 Bedroom Oceanfront, holiday rental in Portland Parish
San Cove - Port Antonio 4 Bedroom Oceanfront, holiday rental in Portland Parish
San Cove - Port Antonio 4 Bedroom Oceanfront, holiday rental in Portland Parish

San Cove - Port Antonio 4 Bedroom Oceanfront

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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High Ridge, holiday rental in Portland Parish
High Ridge, holiday rental in Portland Parish
High Ridge, holiday rental in Portland Parish

High Ridge

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Seewave Villa, holiday rental in Portland Parish
Seewave Villa, holiday rental in Portland Parish
Seewave Villa, holiday rental in Portland Parish

Seewave Villa

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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 Beach Front House  Four Bed Rooms four Bathrooms, holiday rental in Portland Parish
 Beach Front House  Four Bed Rooms four Bathrooms, holiday rental in Portland Parish
 Beach Front House  Four Bed Rooms four Bathrooms, holiday rental in Portland Parish

Beach Front House Four Bed Rooms four Bathrooms

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Moon San Villa at the Blue Lagoon 'Master Bedroom', holiday rental in Portland Parish
Moon San Villa at the Blue Lagoon 'Master Bedroom', holiday rental in Portland Parish
Moon San Villa at the Blue Lagoon 'Master Bedroom', holiday rental in Portland Parish

Moon San Villa at the Blue Lagoon 'Master Bedroom'

Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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IYA ITES JAMAICA , holiday rental in Portland Parish
IYA ITES JAMAICA , holiday rental in Portland Parish
IYA ITES JAMAICA , holiday rental in Portland Parish

IYA ITES JAMAICA

Private Room
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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