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Windlesham Vacation Rentals

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50 rentals in Windlesham.
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The Ascot Retreat - Spacious 3BDR Home with Parking & Garden, vacation rental in Windlesham
The Ascot Retreat - Spacious 3BDR Home with Parking & Garden, vacation rental in Windlesham
The Ascot Retreat - Spacious 3BDR Home with Parking & Garden, vacation rental in Windlesham

The Ascot Retreat - Spacious 3BDR Home with Parking & Garden

Rental Home
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Quiet Garden Apartment in leafy Surrey on the edge of Windsor Great Park, vacation rental in Windlesham
Quiet Garden Apartment in leafy Surrey on the edge of Windsor Great Park, vacation rental in Windlesham
Quiet Garden Apartment in leafy Surrey on the edge of Windsor Great Park, vacation rental in Windlesham

Quiet Garden Apartment in leafy Surrey on the edge of Windsor Great Park

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Spacious family house Chobham, close to Windsor, Wentworth, Ascot, London, , vacation rental in Windlesham
Spacious family house Chobham, close to Windsor, Wentworth, Ascot, London, , vacation rental in Windlesham
Spacious family house Chobham, close to Windsor, Wentworth, Ascot, London, , vacation rental in Windlesham

Spacious family house Chobham, close to Windsor, Wentworth, Ascot, London,

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 3 Bed Town house, 5 mins walk from Bracknell Town Centre and Station, vacation rental in Windlesham
Spacious 3 Bed Town house, 5 mins walk from Bracknell Town Centre and Station, vacation rental in Windlesham
Spacious 3 Bed Town house, 5 mins walk from Bracknell Town Centre and Station, vacation rental in Windlesham

Spacious 3 Bed Town house, 5 mins walk from Bracknell Town Centre and Station

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE, vacation rental in Windlesham
THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE, vacation rental in Windlesham
THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE, vacation rental in Windlesham

THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Garden Apartment, Close to London, vacation rental in Windlesham
Luxury Garden Apartment, Close to London, vacation rental in Windlesham
Luxury Garden Apartment, Close to London, vacation rental in Windlesham

Luxury Garden Apartment, Close to London

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oak at Hill Top Farm Lodges, vacation rental in Windlesham
Oak at Hill Top Farm Lodges, vacation rental in Windlesham
Oak at Hill Top Farm Lodges, vacation rental in Windlesham

Oak at Hill Top Farm Lodges

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautifully presented 5 bedroom house in the heart of Virginia Water, vacation rental in Windlesham
Beautifully presented 5 bedroom house in the heart of Virginia Water, vacation rental in Windlesham
Beautifully presented 5 bedroom house in the heart of Virginia Water, vacation rental in Windlesham

Beautifully presented 5 bedroom house in the heart of Virginia Water

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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1 Bed Bagshot Pennyhill Accommodation, vacation rental in Windlesham
1 Bed Bagshot Pennyhill Accommodation, vacation rental in Windlesham
1 Bed Bagshot Pennyhill Accommodation, vacation rental in Windlesham

1 Bed Bagshot Pennyhill Accommodation

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ash at Hill Top Farm Lodges, vacation rental in Windlesham
Ash at Hill Top Farm Lodges, vacation rental in Windlesham
Ash at Hill Top Farm Lodges, vacation rental in Windlesham

Ash at Hill Top Farm Lodges

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1 Bedroom apartment Bagshot Pennyhill Accommodation, vacation rental in Windlesham
1 Bedroom apartment Bagshot Pennyhill Accommodation, vacation rental in Windlesham
1 Bedroom apartment Bagshot Pennyhill Accommodation, vacation rental in Windlesham

1 Bedroom apartment Bagshot Pennyhill Accommodation

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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COWSHOT MANOR Queens Road, Brookwood, Surrey  UK, vacation rental in Windlesham
COWSHOT MANOR Queens Road, Brookwood, Surrey  UK, vacation rental in Windlesham
COWSHOT MANOR Queens Road, Brookwood, Surrey  UK, vacation rental in Windlesham

COWSHOT MANOR Queens Road, Brookwood, Surrey UK

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Elm at Hill Top Farm Lodges, vacation rental in Windlesham
Elm at Hill Top Farm Lodges, vacation rental in Windlesham
Elm at Hill Top Farm Lodges, vacation rental in Windlesham

Elm at Hill Top Farm Lodges

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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5 Bedroom Camberley Airport Accommodation, vacation rental in Windlesham
5 Bedroom Camberley Airport Accommodation, vacation rental in Windlesham
5 Bedroom Camberley Airport Accommodation, vacation rental in Windlesham

5 Bedroom Camberley Airport Accommodation

Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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5 Bedroom house Camberley Airport Accommodation, vacation rental in Windlesham
5 Bedroom house Camberley Airport Accommodation, vacation rental in Windlesham
5 Bedroom house Camberley Airport Accommodation, vacation rental in Windlesham

5 Bedroom house Camberley Airport Accommodation

Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Ascot - Spacious 2 bed  apartment ideal for Business or Leisure, vacation rental in Windlesham
Ascot - Spacious 2 bed  apartment ideal for Business or Leisure, vacation rental in Windlesham
Ascot - Spacious 2 bed  apartment ideal for Business or Leisure, vacation rental in Windlesham

Ascot - Spacious 2 bed apartment ideal for Business or Leisure

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Highams farm, vacation rental in Windlesham
Highams farm, vacation rental in Windlesham
Highams farm, vacation rental in Windlesham

Highams farm

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Bluebell House - Guesthouse - Ascot, vacation rental in Windlesham
Bluebell House - Guesthouse - Ascot, vacation rental in Windlesham
Bluebell House - Guesthouse - Ascot, vacation rental in Windlesham

Bluebell House - Guesthouse - Ascot

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful House in a Tranquil Location, vacation rental in Windlesham
Beautiful House in a Tranquil Location, vacation rental in Windlesham
Beautiful House in a Tranquil Location, vacation rental in Windlesham

Beautiful House in a Tranquil Location

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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2 bedroom accommodation in Chobham, near Woking, vacation rental in Windlesham
2 bedroom accommodation in Chobham, near Woking, vacation rental in Windlesham
2 bedroom accommodation in Chobham, near Woking, vacation rental in Windlesham

2 bedroom accommodation in Chobham, near Woking

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning One Bedroom Appartment Royal Ascot, Near Ascot Station, vacation rental in Windlesham
Stunning One Bedroom Appartment Royal Ascot, Near Ascot Station, vacation rental in Windlesham
Stunning One Bedroom Appartment Royal Ascot, Near Ascot Station, vacation rental in Windlesham

Stunning One Bedroom Appartment Royal Ascot, Near Ascot Station

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning Designer's Residence In Ascot with Jacuzzi, Cinema Room for up to 18, vacation rental in Windlesham
Stunning Designer's Residence In Ascot with Jacuzzi, Cinema Room for up to 18, vacation rental in Windlesham
Stunning Designer's Residence In Ascot with Jacuzzi, Cinema Room for up to 18, vacation rental in Windlesham

Stunning Designer's Residence In Ascot with Jacuzzi, Cinema Room for up to 18

Rental Home
7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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CHOBHAM, Surrey.  Stunning, luxurious, spacious mansion conversion Sleeps4/5, vacation rental in Windlesham
CHOBHAM, Surrey.  Stunning, luxurious, spacious mansion conversion Sleeps4/5, vacation rental in Windlesham
CHOBHAM, Surrey.  Stunning, luxurious, spacious mansion conversion Sleeps4/5, vacation rental in Windlesham

CHOBHAM, Surrey. Stunning, luxurious, spacious mansion conversion Sleeps4/5

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Unique Mansion on world Class Golf Course., vacation rental in Windlesham
Unique Mansion on world Class Golf Course., vacation rental in Windlesham
Unique Mansion on world Class Golf Course., vacation rental in Windlesham

Unique Mansion on world Class Golf Course.

Rental Home
10 bedrooms
10 bathrooms
Sleeps 16
Match: Sleeps
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1886 Victorian Mansion set in amazing gardens with Lake, vacation rental in Windlesham
1886 Victorian Mansion set in amazing gardens with Lake, vacation rental in Windlesham
1886 Victorian Mansion set in amazing gardens with Lake, vacation rental in Windlesham

1886 Victorian Mansion set in amazing gardens with Lake

Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Luxury Modern Apartment, Contractors, families, businesses Upto 5 Guest, vacation rental in Windlesham
Luxury Modern Apartment, Contractors, families, businesses Upto 5 Guest, vacation rental in Windlesham
Luxury Modern Apartment, Contractors, families, businesses Upto 5 Guest, vacation rental in Windlesham

Luxury Modern Apartment, Contractors, families, businesses Upto 5 Guest

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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GLENEAGLES, family friendly, luxury holiday cottage in Sunningdale, vacation rental in Windlesham
GLENEAGLES, family friendly, luxury holiday cottage in Sunningdale, vacation rental in Windlesham
GLENEAGLES, family friendly, luxury holiday cottage in Sunningdale, vacation rental in Windlesham

GLENEAGLES, family friendly, luxury holiday cottage in Sunningdale

Rental Home
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Luxury Apartment in Central Camberley, vacation rental in Windlesham
Luxury Apartment in Central Camberley, vacation rental in Windlesham
Luxury Apartment in Central Camberley, vacation rental in Windlesham

Luxury Apartment in Central Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Bagshot 1 Bed (Sleeps 4) PETS OK, vacation rental in Windlesham
Bagshot 1 Bed (Sleeps 4) PETS OK, vacation rental in Windlesham
Bagshot 1 Bed (Sleeps 4) PETS OK, vacation rental in Windlesham

Bagshot 1 Bed (Sleeps 4) PETS OK

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Wentworth Organic Homestead Cabin, vacation rental in Windlesham
Wentworth Organic Homestead Cabin, vacation rental in Windlesham
Wentworth Organic Homestead Cabin, vacation rental in Windlesham

Wentworth Organic Homestead Cabin

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Lake House* Entire Luxury 3 Bed, vacation rental in Windlesham
The Lake House* Entire Luxury 3 Bed, vacation rental in Windlesham
The Lake House* Entire Luxury 3 Bed, vacation rental in Windlesham

The Lake House* Entire Luxury 3 Bed

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Converted garage Virginiawater Surrey, vacation rental in Windlesham
Converted garage Virginiawater Surrey, vacation rental in Windlesham
Converted garage Virginiawater Surrey, vacation rental in Windlesham

Converted garage Virginiawater Surrey

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Countryside escape with stunning garden in Surrey, vacation rental in Windlesham
Countryside escape with stunning garden in Surrey, vacation rental in Windlesham
Countryside escape with stunning garden in Surrey, vacation rental in Windlesham

Countryside escape with stunning garden in Surrey

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Virginia Water Family Getaway, vacation rental in Windlesham
Virginia Water Family Getaway, vacation rental in Windlesham
Virginia Water Family Getaway, vacation rental in Windlesham

Virginia Water Family Getaway

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Woking town, vacation rental in Windlesham
Woking town, vacation rental in Windlesham
Woking town, vacation rental in Windlesham

Woking town

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Impeccable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Impeccable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Impeccable 2-Bed Apartment in Camberley, vacation rental in Windlesham

Impeccable 2-Bed Apartment in Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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MBASY Serviced Apartments Camberley, vacation rental in Windlesham
MBASY Serviced Apartments Camberley, vacation rental in Windlesham
MBASY Serviced Apartments Camberley, vacation rental in Windlesham

MBASY Serviced Apartments Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Stunning 2-Bed Apartment in Camberley, vacation rental in Windlesham
Stunning 2-Bed Apartment in Camberley, vacation rental in Windlesham
Stunning 2-Bed Apartment in Camberley, vacation rental in Windlesham

Stunning 2-Bed Apartment in Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Remarkable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Remarkable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Remarkable 2-Bed Apartment in Camberley, vacation rental in Windlesham

Remarkable 2-Bed Apartment in Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lovely 1-Bed Apartment in Camberley, vacation rental in Windlesham
Lovely 1-Bed Apartment in Camberley, vacation rental in Windlesham
Lovely 1-Bed Apartment in Camberley, vacation rental in Windlesham

Lovely 1-Bed Apartment in Camberley

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Impeccable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Impeccable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Impeccable 2-Bed Apartment in Camberley, vacation rental in Windlesham

Impeccable 2-Bed Apartment in Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Impeccable 1-Bed Apartment in Camberley, vacation rental in Windlesham
Impeccable 1-Bed Apartment in Camberley, vacation rental in Windlesham
Impeccable 1-Bed Apartment in Camberley, vacation rental in Windlesham

Impeccable 1-Bed Apartment in Camberley

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning 2-Bed Apartment in Camberley, vacation rental in Windlesham
Stunning 2-Bed Apartment in Camberley, vacation rental in Windlesham
Stunning 2-Bed Apartment in Camberley, vacation rental in Windlesham

Stunning 2-Bed Apartment in Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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MBASY Serviced Apartments Camberley, vacation rental in Windlesham
MBASY Serviced Apartments Camberley, vacation rental in Windlesham
MBASY Serviced Apartments Camberley, vacation rental in Windlesham

MBASY Serviced Apartments Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Holiday home with heated pool for golf lovers, vacation rental in Windlesham
Holiday home with heated pool for golf lovers, vacation rental in Windlesham
Holiday home with heated pool for golf lovers, vacation rental in Windlesham

Holiday home with heated pool for golf lovers

Rental Home
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Remarkable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Remarkable 2-Bed Apartment in Camberley, vacation rental in Windlesham
Remarkable 2-Bed Apartment in Camberley, vacation rental in Windlesham

Remarkable 2-Bed Apartment in Camberley

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Ascot/Windsor/Legoland stylish private gated home, vacation rental in Windlesham
Ascot/Windsor/Legoland stylish private gated home, vacation rental in Windlesham
Ascot/Windsor/Legoland stylish private gated home, vacation rental in Windlesham

Ascot/Windsor/Legoland stylish private gated home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ascot stunning and modern 4 bedroom town house  with 156 sq ft garden office, vacation rental in Windlesham
Ascot stunning and modern 4 bedroom town house  with 156 sq ft garden office, vacation rental in Windlesham
Ascot stunning and modern 4 bedroom town house  with 156 sq ft garden office, vacation rental in Windlesham

Ascot stunning and modern 4 bedroom town house with 156 sq ft garden office

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Detached private house

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Gleneagles, Sunningdale, vacation rental in Windlesham
Gleneagles, Sunningdale, vacation rental in Windlesham
Gleneagles, Sunningdale, vacation rental in Windlesham

Gleneagles, Sunningdale

Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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