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Portsmouth Holiday Apartments

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50 rentals in Portsmouth.
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Live history, dont just visit!, holiday rental in Portsmouth
Live history, dont just visit!, holiday rental in Portsmouth
Live history, dont just visit!, holiday rental in Portsmouth

Live history, dont just visit!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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GRANDMAs QUIET WATERFRONT HOME, holiday rental in Portsmouth
GRANDMAs QUIET WATERFRONT HOME, holiday rental in Portsmouth
GRANDMAs QUIET WATERFRONT HOME, holiday rental in Portsmouth

GRANDMAs QUIET WATERFRONT HOME

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Waterfront Townhouse, close to beach and shopping, holiday rental in Portsmouth
Waterfront Townhouse, close to beach and shopping, holiday rental in Portsmouth
Waterfront Townhouse, close to beach and shopping, holiday rental in Portsmouth

Waterfront Townhouse, close to beach and shopping

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Welcome Military Welcome Civilians Welcome All, holiday rental in Portsmouth
Welcome Military Welcome Civilians Welcome All, holiday rental in Portsmouth
Welcome Military Welcome Civilians Welcome All, holiday rental in Portsmouth

Welcome Military Welcome Civilians Welcome All

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise, holiday rental in Portsmouth
Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise, holiday rental in Portsmouth
Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise, holiday rental in Portsmouth

Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Cozy Beach Home in Oceanview, holiday rental in Portsmouth
Cozy Beach Home in Oceanview, holiday rental in Portsmouth
Cozy Beach Home in Oceanview, holiday rental in Portsmouth

Cozy Beach Home in Oceanview

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front., holiday rental in Portsmouth
Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front., holiday rental in Portsmouth
Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front., holiday rental in Portsmouth

Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom, holiday rental in Portsmouth
Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom, holiday rental in Portsmouth
Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom, holiday rental in Portsmouth

Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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☀ Adorable Norfolk Cottage- Dogs welcome! ☀, holiday rental in Portsmouth
☀ Adorable Norfolk Cottage- Dogs welcome! ☀, holiday rental in Portsmouth
☀ Adorable Norfolk Cottage- Dogs welcome! ☀, holiday rental in Portsmouth

☀ Adorable Norfolk Cottage- Dogs welcome! ☀

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Your Home Away From Home, holiday rental in Portsmouth
Your Home Away From Home, holiday rental in Portsmouth
Your Home Away From Home, holiday rental in Portsmouth

Your Home Away From Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Minutes to Bay Beaches and Base! Spread out in this Spacious Mid-Century Ranch, holiday rental in Portsmouth
Minutes to Bay Beaches and Base! Spread out in this Spacious Mid-Century Ranch, holiday rental in Portsmouth
Minutes to Bay Beaches and Base! Spread out in this Spacious Mid-Century Ranch, holiday rental in Portsmouth

Minutes to Bay Beaches and Base! Spread out in this Spacious Mid-Century Ranch

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
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Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!, holiday rental in Portsmouth
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!, holiday rental in Portsmouth
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!, holiday rental in Portsmouth

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious 3600SF 6BR 4BA home ideal for large groups., holiday rental in Portsmouth
Luxurious 3600SF 6BR 4BA home ideal for large groups., holiday rental in Portsmouth
Luxurious 3600SF 6BR 4BA home ideal for large groups., holiday rental in Portsmouth

Luxurious 3600SF 6BR 4BA home ideal for large groups.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Luxury City Loft Condo - 1BR/1.5BA, holiday rental in Portsmouth
Luxury City Loft Condo - 1BR/1.5BA, holiday rental in Portsmouth
Luxury City Loft Condo - 1BR/1.5BA, holiday rental in Portsmouth

Luxury City Loft Condo - 1BR/1.5BA

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Beach Themed Home with Hard Deck for Relaxing and Grilling, holiday rental in Portsmouth
Beach Themed Home with Hard Deck for Relaxing and Grilling, holiday rental in Portsmouth
Beach Themed Home with Hard Deck for Relaxing and Grilling, holiday rental in Portsmouth

Beach Themed Home with Hard Deck for Relaxing and Grilling

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Radnor House Summ, holiday rental in Portsmouth
The Radnor House Summ, holiday rental in Portsmouth
The Radnor House Summ, holiday rental in Portsmouth

The Radnor House Summ

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
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Hanover House - Welcome Home, holiday rental in Portsmouth
Hanover House - Welcome Home, holiday rental in Portsmouth
Hanover House - Welcome Home, holiday rental in Portsmouth

Hanover House - Welcome Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Colley Manor - Lee Suite, holiday rental in Portsmouth
Colley Manor - Lee Suite, holiday rental in Portsmouth
Colley Manor - Lee Suite, holiday rental in Portsmouth

Colley Manor - Lee Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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North Side Bungalow - Pet friendly, WiFi, Off-Street Parking, holiday rental in Portsmouth
North Side Bungalow - Pet friendly, WiFi, Off-Street Parking, holiday rental in Portsmouth
North Side Bungalow - Pet friendly, WiFi, Off-Street Parking, holiday rental in Portsmouth

North Side Bungalow - Pet friendly, WiFi, Off-Street Parking

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Tidewater Riverfront, holiday rental in Portsmouth
The Tidewater Riverfront, holiday rental in Portsmouth
The Tidewater Riverfront, holiday rental in Portsmouth

The Tidewater Riverfront

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district, holiday rental in Portsmouth
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district, holiday rental in Portsmouth
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district, holiday rental in Portsmouth

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Foxwell River Lodge S, holiday rental in Portsmouth
Foxwell River Lodge S, holiday rental in Portsmouth
Foxwell River Lodge S, holiday rental in Portsmouth

Foxwell River Lodge S

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Furnished 1BR/1.5BA Luxury Condo, holiday rental in Portsmouth
Furnished 1BR/1.5BA Luxury Condo, holiday rental in Portsmouth
Furnished 1BR/1.5BA Luxury Condo, holiday rental in Portsmouth

Furnished 1BR/1.5BA Luxury Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful home in nice neighborhood. Centrally located, holiday rental in Portsmouth
Beautiful home in nice neighborhood. Centrally located, holiday rental in Portsmouth
Beautiful home in nice neighborhood. Centrally located, holiday rental in Portsmouth

Beautiful home in nice neighborhood. Centrally located

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming Historcial Home In Norfolk, holiday rental in Portsmouth
Charming Historcial Home In Norfolk, holiday rental in Portsmouth
Charming Historcial Home In Norfolk, holiday rental in Portsmouth

Charming Historcial Home In Norfolk

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Upstairs Apartment near Ghent Downtown Norfolk, holiday rental in Portsmouth
Upstairs Apartment near Ghent Downtown Norfolk, holiday rental in Portsmouth
Upstairs Apartment near Ghent Downtown Norfolk, holiday rental in Portsmouth

Upstairs Apartment near Ghent Downtown Norfolk

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent, holiday rental in Portsmouth
Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent, holiday rental in Portsmouth
Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent, holiday rental in Portsmouth

Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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For Bus. Travelers 30 days, holiday rental in Portsmouth
For Bus. Travelers 30 days, holiday rental in Portsmouth
For Bus. Travelers 30 days, holiday rental in Portsmouth

For Bus. Travelers 30 days

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Old Victoria in Norfolk, holiday rental in Portsmouth
Old Victoria in Norfolk, holiday rental in Portsmouth
Old Victoria in Norfolk, holiday rental in Portsmouth

Old Victoria in Norfolk

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Little Victoria in Norfolk, holiday rental in Portsmouth
Little Victoria in Norfolk, holiday rental in Portsmouth
Little Victoria in Norfolk, holiday rental in Portsmouth

Little Victoria in Norfolk

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fairfax Manor Compass Suite, holiday rental in Portsmouth
Fairfax Manor Compass Suite, holiday rental in Portsmouth
Fairfax Manor Compass Suite, holiday rental in Portsmouth

Fairfax Manor Compass Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fairfax Manor Reed Suite, holiday rental in Portsmouth
Fairfax Manor Reed Suite, holiday rental in Portsmouth
Fairfax Manor Reed Suite, holiday rental in Portsmouth

Fairfax Manor Reed Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!, holiday rental in Portsmouth
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!, holiday rental in Portsmouth
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!, holiday rental in Portsmouth

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin, holiday rental in Portsmouth
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin, holiday rental in Portsmouth
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin, holiday rental in Portsmouth

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fairfax Manor Pearl Suite, holiday rental in Portsmouth
Fairfax Manor Pearl Suite, holiday rental in Portsmouth
Fairfax Manor Pearl Suite, holiday rental in Portsmouth

Fairfax Manor Pearl Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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☆☆The Virginia Experience☆☆, holiday rental in Portsmouth
☆☆The Virginia Experience☆☆, holiday rental in Portsmouth
☆☆The Virginia Experience☆☆, holiday rental in Portsmouth

☆☆The Virginia Experience☆☆

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Colley Manor - Railway Suite, holiday rental in Portsmouth
Colley Manor - Railway Suite, holiday rental in Portsmouth
Colley Manor - Railway Suite, holiday rental in Portsmouth

Colley Manor - Railway Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - Piedmont Suite, holiday rental in Portsmouth
Colley Manor - Piedmont Suite, holiday rental in Portsmouth
Colley Manor - Piedmont Suite, holiday rental in Portsmouth

Colley Manor - Piedmont Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - Washington Suite, holiday rental in Portsmouth
Colley Manor - Washington Suite, holiday rental in Portsmouth
Colley Manor - Washington Suite, holiday rental in Portsmouth

Colley Manor - Washington Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - Cardinal Suite, holiday rental in Portsmouth
Colley Manor - Cardinal Suite, holiday rental in Portsmouth
Colley Manor - Cardinal Suite, holiday rental in Portsmouth

Colley Manor - Cardinal Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - York Suite, holiday rental in Portsmouth
Colley Manor - York Suite, holiday rental in Portsmouth
Colley Manor - York Suite, holiday rental in Portsmouth

Colley Manor - York Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Home - Hampton Road - Tidewater , holiday rental in Portsmouth
Luxury Home - Hampton Road - Tidewater , holiday rental in Portsmouth
Luxury Home - Hampton Road - Tidewater , holiday rental in Portsmouth

Luxury Home - Hampton Road - Tidewater

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Ocean View area, holiday rental in Portsmouth
Ocean View area, holiday rental in Portsmouth
Ocean View area, holiday rental in Portsmouth

Ocean View area

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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The Perfect space by AIRPORT STORES & RESTAURANTS, holiday rental in Portsmouth
The Perfect space by AIRPORT STORES & RESTAURANTS, holiday rental in Portsmouth
The Perfect space by AIRPORT STORES & RESTAURANTS, holiday rental in Portsmouth

The Perfect space by AIRPORT STORES & RESTAURANTS

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lovely three bedroom house, a short drive to all! Beach, breweries, shops, etc! , holiday rental in Portsmouth
Lovely three bedroom house, a short drive to all! Beach, breweries, shops, etc! , holiday rental in Portsmouth
Lovely three bedroom house, a short drive to all! Beach, breweries, shops, etc! , holiday rental in Portsmouth

Lovely three bedroom house, a short drive to all! Beach, breweries, shops, etc!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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*NEW* 1919 Home Renovation- HUGE Yard- Pet Friendly!, holiday rental in Portsmouth
*NEW* 1919 Home Renovation- HUGE Yard- Pet Friendly!, holiday rental in Portsmouth
*NEW* 1919 Home Renovation- HUGE Yard- Pet Friendly!, holiday rental in Portsmouth

*NEW* 1919 Home Renovation- HUGE Yard- Pet Friendly!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fresh and clean newly renovated residential home, holiday rental in Portsmouth
Fresh and clean newly renovated residential home, holiday rental in Portsmouth
Fresh and clean newly renovated residential home, holiday rental in Portsmouth

Fresh and clean newly renovated residential home

Holiday Rental House
2 bedrooms
0 bathrooms
Sleeps 6
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Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist, holiday rental in Portsmouth
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist, holiday rental in Portsmouth
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist, holiday rental in Portsmouth

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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⭐️The Great Ghent Experience⭐️ 

*closes to beaches, holiday rental in Portsmouth
⭐️The Great Ghent Experience⭐️ 

*closes to beaches, holiday rental in Portsmouth
⭐️The Great Ghent Experience⭐️ 

*closes to beaches, holiday rental in Portsmouth

⭐️The Great Ghent Experience⭐️ *closes to beaches

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Fairfax Manor Fountain Suite, holiday rental in Portsmouth
Fairfax Manor Fountain Suite, holiday rental in Portsmouth
Fairfax Manor Fountain Suite, holiday rental in Portsmouth

Fairfax Manor Fountain Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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