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Portland Parish Vacation Rentals

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

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

4 bedrooms
7 bathrooms
Sleeps 14
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Tranquility Villa~Port Antonio, vacation rental in Portland Parish

Tranquility Villa~Port Antonio

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica, vacation rental in Portland Parish

Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica

5 bedrooms
5 bathrooms
Sleeps 10
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mango ridge backpackers retreat, vacation rental in Portland Parish

mango ridge backpackers retreat

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ridge Bay Chateau 2 cottages available for booking:Green Pastures & Still Waters, vacation rental in Portland Parish

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

7 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Harmony Heights - Portland 4 Bedroom villa with a view sleeps 9, vacation rental in Portland Parish

Harmony Heights - Portland 4 Bedroom villa with a view sleeps 9

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Pearl Ocean Villa - Vacation rental, vacation rental in Portland Parish

Pearl Ocean Villa - Vacation rental

6 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private large estate ;14 days or longer 30% discount   Mountain, Ocean-view!!!!, vacation rental in Portland Parish

Private large estate ;14 days or longer 30% discount Mountain, Ocean-view!!!!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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NO REGRETS SERVICES, vacation rental in Portland Parish

NO REGRETS SERVICES

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Shotover Gardens Estate-Villa with Pool, vacation rental in Portland Parish

Shotover Gardens Estate-Villa with Pool

3 bedrooms
2 bathrooms
Sleeps 6
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

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Villa Paola Jamaica, vacation rental in Portland Parish

Villa Paola Jamaica

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Birdie ‘ill Villa, vacation rental in Portland Parish

Birdie ‘ill Villa

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tranquil Retreat Port Antonio, vacation rental in Portland Parish

Tranquil Retreat Port Antonio

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

Moon San Villa at the Blue Lagoon '5 Bedrooms'

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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NEW *** Little Cottage-Big View, vacation rental in Portland Parish

NEW *** Little Cottage-Big View

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Shotover Gardens Estate - cottage with pool, vacation rental in Portland Parish

Shotover Gardens Estate - cottage with pool

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

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

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

Mamiti Blue - San San, Port Antonio 5 Bedrooms

5 bedrooms
5 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!!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Shotover Gardens Estate - cabin with pool, vacation rental in Portland Parish

Shotover Gardens Estate - cabin with pool

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel, vacation rental in Portland Parish

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

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Tranquil Retreat Port Antonio, vacation rental in Portland Parish

Tranquil Retreat Port Antonio

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Happy Villa – The Splendor of Fairy Hill, vacation rental in Portland Parish

Happy Villa – The Splendor of Fairy Hill

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Shores A'Swell - Seaside Room, vacation rental in Portland Parish

Shores A'Swell - Seaside Room

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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PINEAPPLE HILL SEA VIEW COTTAGE, vacation rental in Portland Parish

PINEAPPLE HILL SEA VIEW COTTAGE

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sea Star Villa Port Antonio Blue Lagoon Jamaica, vacation rental in Portland Parish

Sea Star Villa Port Antonio Blue Lagoon Jamaica

5 bedrooms
16 bathrooms
Sleeps 10
Match: Sleeps
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Bolt Hole Villa, vacation rental in Portland Parish

Bolt Hole Villa

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Fan Villa, vacation rental in Portland Parish

The Fan Villa

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Barhanna Vista Lodge, vacation rental in Portland Parish

Barhanna Vista Lodge

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Vacation house for rent in Buff Bay Portland Jamaica, vacation rental in Portland Parish

Vacation house for rent in Buff Bay Portland Jamaica

2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Serendipity Beach Villa at Turtle Bay, vacation rental in Portland Parish

Serendipity Beach Villa at Turtle Bay

4 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Villa Juanita - Economy Room 7, vacation rental in Portland Parish

Villa Juanita - Economy Room 7

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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San Cove - Port Antonio 4 Bedroom Oceanfront, vacation rental in Portland Parish

San Cove - Port Antonio 4 Bedroom Oceanfront

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Villa Blue Lagoon San San Portland Jamaia, vacation rental in Portland Parish

Beautiful Villa Blue Lagoon San San Portland Jamaia

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Blue Mountain Wilderness Retreat (BMWR) Jamaica House, vacation rental in Portland Parish

Blue Mountain Wilderness Retreat (BMWR) Jamaica House

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Seewave Cabins, vacation rental in Portland Parish

Seewave Cabins

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bolt Hole Cottage, vacation rental in Portland Parish

Bolt Hole Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Villa Anchovy, vacation rental in Portland Parish

Cozy Villa Anchovy

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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IYA ITES JAMAICA, vacation rental in Portland Parish

IYA ITES JAMAICA

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Tranquility Villa - Your Jamaican Home Away from Home, vacation rental in Portland Parish

Tranquility Villa - Your Jamaican Home Away from Home

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Skankaheights Long Bay Portland Jamaica., vacation rental in Portland Parish

Skankaheights Long Bay Portland Jamaica.

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beach Front House  Four Bed Rooms four Bathrooms, vacation rental in Portland Parish

Beach Front House Four Bed Rooms four Bathrooms

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Sea Star - Port Antonio 5 Bedroom Oceanfront, vacation rental in Portland Parish

Sea Star - Port Antonio 5 Bedroom Oceanfront

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Villa Juanita - 7 Bedroom Apartment, vacation rental in Portland Parish

Villa Juanita - 7 Bedroom Apartment

7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Newly Renovated Luxury 3 Bed/3 Bath Villa, vacation rental in Portland Parish

Newly Renovated Luxury 3 Bed/3 Bath Villa

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Villa Rasta/ Panoramica Ocean view bungalows, vacation rental in Portland Parish

Villa Rasta/ Panoramica Ocean view bungalows

5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Seewave Villa, vacation rental in Portland Parish

Seewave Villa

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Becarville Bed & Breakfast, Long Bay, Portland, Jamaica, vacation rental in Portland Parish

Becarville Bed & Breakfast, Long Bay, Portland, Jamaica

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Richlene Sweet Sleep, vacation rental in Portland Parish

Richlene Sweet Sleep

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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