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Isle of Portland Family & Kid Friendly Rentals

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141 rentals in Isle of Portland.
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Spacious and stylish 4-bed townhouse in Dorset | Sea Views - Sleeps 8, vacation rental in Isle of Portland
Spacious and stylish 4-bed townhouse in Dorset | Sea Views - Sleeps 8, vacation rental in Isle of Portland
Spacious and stylish 4-bed townhouse in Dorset | Sea Views - Sleeps 8, vacation rental in Isle of Portland

Spacious and stylish 4-bed townhouse in Dorset | Sea Views - Sleeps 8

Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Fishermans Cottage, Hot Tub and sea views, vacation rental in Isle of Portland
Fishermans Cottage, Hot Tub and sea views, vacation rental in Isle of Portland
Fishermans Cottage, Hot Tub and sea views, vacation rental in Isle of Portland

Fishermans Cottage, Hot Tub and sea views

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Pebble Reef, vacation rental in Isle of Portland
Pebble Reef, vacation rental in Isle of Portland
Pebble Reef, vacation rental in Isle of Portland

Pebble Reef

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Island Village Cottage, vacation rental in Isle of Portland
Island Village Cottage, vacation rental in Isle of Portland
Island Village Cottage, vacation rental in Isle of Portland

Island Village Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Two Bedroomed Bungalow at Cove Holiday Park, vacation rental in Isle of Portland
Two Bedroomed Bungalow at Cove Holiday Park, vacation rental in Isle of Portland
Two Bedroomed Bungalow at Cove Holiday Park, vacation rental in Isle of Portland

Two Bedroomed Bungalow at Cove Holiday Park

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Stone's Throw, open plan modern house, a short walk from Chesil Beach, vacation rental in Isle of Portland
Stone's Throw, open plan modern house, a short walk from Chesil Beach, vacation rental in Isle of Portland
Stone's Throw, open plan modern house, a short walk from Chesil Beach, vacation rental in Isle of Portland

Stone's Throw, open plan modern house, a short walk from Chesil Beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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1 bedroom accommodation in Portland, vacation rental in Isle of Portland
1 bedroom accommodation in Portland, vacation rental in Isle of Portland
1 bedroom accommodation in Portland, vacation rental in Isle of Portland

1 bedroom accommodation in Portland

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Spacious Modern House close to Chesil Beach and W&P National Sailing Academy, vacation rental in Isle of Portland
Spacious Modern House close to Chesil Beach and W&P National Sailing Academy, vacation rental in Isle of Portland
Spacious Modern House close to Chesil Beach and W&P National Sailing Academy, vacation rental in Isle of Portland

Spacious Modern House close to Chesil Beach and W&P National Sailing Academy

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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1 The Old Police Station, vacation rental in Isle of Portland
1 The Old Police Station, vacation rental in Isle of Portland
1 The Old Police Station, vacation rental in Isle of Portland

1 The Old Police Station

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Two bedroom holiday bungalow, vacation rental in Isle of Portland
Two bedroom holiday bungalow, vacation rental in Isle of Portland
Two bedroom holiday bungalow, vacation rental in Isle of Portland

Two bedroom holiday bungalow

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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2 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
2 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
2 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland

2 bedroom accommodation in Portland, near Weymouth

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Tompot Cottage - Character cottage by the sea, vacation rental in Isle of Portland
Tompot Cottage - Character cottage by the sea, vacation rental in Isle of Portland
Tompot Cottage - Character cottage by the sea, vacation rental in Isle of Portland

Tompot Cottage - Character cottage by the sea

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Stunning Sea Views from apartment - panoramic windows in the lounge and kitchen, vacation rental in Isle of Portland
Stunning Sea Views from apartment - panoramic windows in the lounge and kitchen, vacation rental in Isle of Portland
Stunning Sea Views from apartment - panoramic windows in the lounge and kitchen, vacation rental in Isle of Portland

Stunning Sea Views from apartment - panoramic windows in the lounge and kitchen

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Stunning Dorset House With Sea Views, vacation rental in Isle of Portland
Stunning Dorset House With Sea Views, vacation rental in Isle of Portland
Stunning Dorset House With Sea Views, vacation rental in Isle of Portland

Stunning Dorset House With Sea Views

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Cliff Walk Cottage with hot tub, vacation rental in Isle of Portland
Cliff Walk Cottage with hot tub, vacation rental in Isle of Portland
Cliff Walk Cottage with hot tub, vacation rental in Isle of Portland

Cliff Walk Cottage with hot tub

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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2 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
2 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
2 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland

2 bedroom accommodation in Portland, near Weymouth

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Lloyds Cottage, stunning views over English Channel and lighthouse, vacation rental in Isle of Portland
Lloyds Cottage, stunning views over English Channel and lighthouse, vacation rental in Isle of Portland
Lloyds Cottage, stunning views over English Channel and lighthouse, vacation rental in Isle of Portland

Lloyds Cottage, stunning views over English Channel and lighthouse

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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3 bedroom accommodation in Portland, vacation rental in Isle of Portland
3 bedroom accommodation in Portland, vacation rental in Isle of Portland
3 bedroom accommodation in Portland, vacation rental in Isle of Portland

3 bedroom accommodation in Portland

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
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Old Higher Lighthouse Stopes Cottage, Portland bill, vacation rental in Isle of Portland
Old Higher Lighthouse Stopes Cottage, Portland bill, vacation rental in Isle of Portland
Old Higher Lighthouse Stopes Cottage, Portland bill, vacation rental in Isle of Portland

Old Higher Lighthouse Stopes Cottage, Portland bill

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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House at Chesil Beach, vacation rental in Isle of Portland
House at Chesil Beach, vacation rental in Isle of Portland
House at Chesil Beach, vacation rental in Isle of Portland

House at Chesil Beach

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps, Kid friendly
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The Gift House Portland is a Historic Seaman's Chaplaincy, vacation rental in Isle of Portland
The Gift House Portland is a Historic Seaman's Chaplaincy, vacation rental in Isle of Portland
The Gift House Portland is a Historic Seaman's Chaplaincy, vacation rental in Isle of Portland

The Gift House Portland is a Historic Seaman's Chaplaincy

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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4 bedroom accommodation in Portland, vacation rental in Isle of Portland
4 bedroom accommodation in Portland, vacation rental in Isle of Portland
4 bedroom accommodation in Portland, vacation rental in Isle of Portland

4 bedroom accommodation in Portland

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Beautiful, family friendly Cottage with sea views of Chesil Beach, vacation rental in Isle of Portland
Beautiful, family friendly Cottage with sea views of Chesil Beach, vacation rental in Isle of Portland
Beautiful, family friendly Cottage with sea views of Chesil Beach, vacation rental in Isle of Portland

Beautiful, family friendly Cottage with sea views of Chesil Beach

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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17th Century House above Church Ope Cove, vacation rental in Isle of Portland
17th Century House above Church Ope Cove, vacation rental in Isle of Portland
17th Century House above Church Ope Cove, vacation rental in Isle of Portland

17th Century House above Church Ope Cove

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Character luxe Cottage close to Chesil beach, vacation rental in Isle of Portland
Character luxe Cottage close to Chesil beach, vacation rental in Isle of Portland
Character luxe Cottage close to Chesil beach, vacation rental in Isle of Portland

Character luxe Cottage close to Chesil beach

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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3 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
3 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
3 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland

3 bedroom accommodation in Portland, near Weymouth

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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The Old Boathouse with views over English Channel and Hot Tub. Book early., vacation rental in Isle of Portland
The Old Boathouse with views over English Channel and Hot Tub. Book early., vacation rental in Isle of Portland
The Old Boathouse with views over English Channel and Hot Tub. Book early., vacation rental in Isle of Portland

The Old Boathouse with views over English Channel and Hot Tub. Book early.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Kearney Cottage - lovely cottage by the sea, vacation rental in Isle of Portland
Kearney Cottage - lovely cottage by the sea, vacation rental in Isle of Portland
Kearney Cottage - lovely cottage by the sea, vacation rental in Isle of Portland

Kearney Cottage - lovely cottage by the sea

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
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Cliff House, vacation rental in Isle of Portland
Cliff House, vacation rental in Isle of Portland
Cliff House, vacation rental in Isle of Portland

Cliff House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday, vacation rental in Isle of Portland
OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday, vacation rental in Isle of Portland
OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday, vacation rental in Isle of Portland

OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Seascape Apartment, vacation rental in Isle of Portland
Seascape Apartment, vacation rental in Isle of Portland
Seascape Apartment, vacation rental in Isle of Portland

Seascape Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Foundry Cottage , vacation rental in Isle of Portland
Foundry Cottage , vacation rental in Isle of Portland
Foundry Cottage , vacation rental in Isle of Portland

Foundry Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
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JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil, vacation rental in Isle of Portland
JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil, vacation rental in Isle of Portland
JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil, vacation rental in Isle of Portland

JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Brand new contemporary Eco accommodation located on the Isle of Portland, Dorset, vacation rental in Isle of Portland
Brand new contemporary Eco accommodation located on the Isle of Portland, Dorset, vacation rental in Isle of Portland
Brand new contemporary Eco accommodation located on the Isle of Portland, Dorset, vacation rental in Isle of Portland

Brand new contemporary Eco accommodation located on the Isle of Portland, Dorset

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
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AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland., vacation rental in Isle of Portland
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland., vacation rental in Isle of Portland
AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland., vacation rental in Isle of Portland

AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Jay Cottage, Weymouth, vacation rental in Isle of Portland
Jay Cottage, Weymouth, vacation rental in Isle of Portland
Jay Cottage, Weymouth, vacation rental in Isle of Portland

Jay Cottage, Weymouth

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Luxury 2 Bedroom House , Olympic Village, Portland., vacation rental in Isle of Portland
Luxury 2 Bedroom House , Olympic Village, Portland., vacation rental in Isle of Portland
Luxury 2 Bedroom House , Olympic Village, Portland., vacation rental in Isle of Portland

Luxury 2 Bedroom House , Olympic Village, Portland.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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UNICORN, cute cottage, sleeps 4, sea glimpses, cottage garden, Portland, vacation rental in Isle of Portland
UNICORN, cute cottage, sleeps 4, sea glimpses, cottage garden, Portland, vacation rental in Isle of Portland
UNICORN, cute cottage, sleeps 4, sea glimpses, cottage garden, Portland, vacation rental in Isle of Portland

UNICORN, cute cottage, sleeps 4, sea glimpses, cottage garden, Portland

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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3 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
3 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland
3 bedroom accommodation in Portland, near Weymouth, vacation rental in Isle of Portland

3 bedroom accommodation in Portland, near Weymouth

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Olympic Cottage, FORTUNESWELL, vacation rental in Isle of Portland
Olympic Cottage, FORTUNESWELL, vacation rental in Isle of Portland
Olympic Cottage, FORTUNESWELL, vacation rental in Isle of Portland

Olympic Cottage, FORTUNESWELL

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Charlton House, EASTON, PORTLAND, vacation rental in Isle of Portland
Charlton House, EASTON, PORTLAND, vacation rental in Isle of Portland
Charlton House, EASTON, PORTLAND, vacation rental in Isle of Portland

Charlton House, EASTON, PORTLAND

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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Pennsylvania Castle, Wakeham, Portland, vacation rental in Isle of Portland
Pennsylvania Castle, Wakeham, Portland, vacation rental in Isle of Portland
Pennsylvania Castle, Wakeham, Portland, vacation rental in Isle of Portland

Pennsylvania Castle, Wakeham, Portland

Rental Home
9 bedrooms
11 bathrooms
Sleeps 20
Match: Sleeps, Kid friendly
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Sally Hall, vacation rental in Isle of Portland
Sally Hall, vacation rental in Isle of Portland
Sally Hall, vacation rental in Isle of Portland

Sally Hall

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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The View, FORTUNESWELL, vacation rental in Isle of Portland
The View, FORTUNESWELL, vacation rental in Isle of Portland
The View, FORTUNESWELL, vacation rental in Isle of Portland

The View, FORTUNESWELL

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Spring Rose Cottage, FORTUNESWELL, vacation rental in Isle of Portland
Spring Rose Cottage, FORTUNESWELL, vacation rental in Isle of Portland
Spring Rose Cottage, FORTUNESWELL, vacation rental in Isle of Portland

Spring Rose Cottage, FORTUNESWELL

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Sunseeker Renagade 60 in Weymouth, vacation rental in Isle of Portland
Sunseeker Renagade 60 in Weymouth, vacation rental in Isle of Portland
Sunseeker Renagade 60 in Weymouth, vacation rental in Isle of Portland

Sunseeker Renagade 60 in Weymouth

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Sea Gem, CASTLETOWN, PORTLAND, vacation rental in Isle of Portland
Sea Gem, CASTLETOWN, PORTLAND, vacation rental in Isle of Portland
Sea Gem, CASTLETOWN, PORTLAND, vacation rental in Isle of Portland

Sea Gem, CASTLETOWN, PORTLAND

Rental Home
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Corner Lodge, vacation rental in Isle of Portland
Corner Lodge, vacation rental in Isle of Portland
Corner Lodge, vacation rental in Isle of Portland

Corner Lodge

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Quayside Apartment , vacation rental in Isle of Portland
Quayside Apartment , vacation rental in Isle of Portland
Quayside Apartment , vacation rental in Isle of Portland

Quayside Apartment

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Neptune Cottage, Fortuneswell, vacation rental in Isle of Portland
Neptune Cottage, Fortuneswell, vacation rental in Isle of Portland
Neptune Cottage, Fortuneswell, vacation rental in Isle of Portland

Neptune Cottage, Fortuneswell

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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