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Woollahra Vacation Rentals

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121 rentals in Woollahra.
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Luxury Harbour and City Skyline Views, vacation rental in Woollahra
Luxury Harbour and City Skyline Views, vacation rental in Woollahra
Luxury Harbour and City Skyline Views, vacation rental in Woollahra

Luxury Harbour and City Skyline Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Designer Warehouse Apartment City Fringe, vacation rental in Woollahra
Designer Warehouse Apartment City Fringe, vacation rental in Woollahra
Designer Warehouse Apartment City Fringe, vacation rental in Woollahra

Designer Warehouse Apartment City Fringe

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Live like a local in our Paddington Terrace, vacation rental in Woollahra
Live like a local in our Paddington Terrace, vacation rental in Woollahra
Live like a local in our Paddington Terrace, vacation rental in Woollahra

Live like a local in our Paddington Terrace

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Entire 2 Bedroom Paddington Terrace, vacation rental in Woollahra
Entire 2 Bedroom Paddington Terrace, vacation rental in Woollahra
Entire 2 Bedroom Paddington Terrace, vacation rental in Woollahra

Entire 2 Bedroom Paddington Terrace

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxe Exec Suite w breakfast snacks Paddington near Rushcutters Bay Darlinghurst, vacation rental in Woollahra
Luxe Exec Suite w breakfast snacks Paddington near Rushcutters Bay Darlinghurst, vacation rental in Woollahra
Luxe Exec Suite w breakfast snacks Paddington near Rushcutters Bay Darlinghurst, vacation rental in Woollahra

Luxe Exec Suite w breakfast snacks Paddington near Rushcutters Bay Darlinghurst

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Perched on the peaceful waters of the Double Bay marina and Hosted by Hotelesque, vacation rental in Woollahra
Perched on the peaceful waters of the Double Bay marina and Hosted by Hotelesque, vacation rental in Woollahra
Perched on the peaceful waters of the Double Bay marina and Hosted by Hotelesque, vacation rental in Woollahra

Perched on the peaceful waters of the Double Bay marina and Hosted by Hotelesque

Condo/Apartment in Double Bay
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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ART DECO BAYSIDE APARTMENT CLOSE TO THE CITY, vacation rental in Woollahra
ART DECO BAYSIDE APARTMENT CLOSE TO THE CITY, vacation rental in Woollahra
ART DECO BAYSIDE APARTMENT CLOSE TO THE CITY, vacation rental in Woollahra

ART DECO BAYSIDE APARTMENT CLOSE TO THE CITY

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elanora House In Prestigious Vaucluse, vacation rental in Woollahra
Elanora House In Prestigious Vaucluse, vacation rental in Woollahra
Elanora House In Prestigious Vaucluse, vacation rental in Woollahra

Elanora House In Prestigious Vaucluse

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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A Provincial Abode in Woollahra, vacation rental in Woollahra
A Provincial Abode in Woollahra, vacation rental in Woollahra
A Provincial Abode in Woollahra, vacation rental in Woollahra

A Provincial Abode in Woollahra

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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THE CONTEMPORARY VAUCLUSE - hosted by :L'Abode Accommodation, vacation rental in Woollahra
THE CONTEMPORARY VAUCLUSE - hosted by :L'Abode Accommodation, vacation rental in Woollahra
THE CONTEMPORARY VAUCLUSE - hosted by :L'Abode Accommodation, vacation rental in Woollahra

THE CONTEMPORARY VAUCLUSE - hosted by :L'Abode Accommodation

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Woollahra Luxury. Quiet and central. 4.9 stars, vacation rental in Woollahra
Woollahra Luxury. Quiet and central. 4.9 stars, vacation rental in Woollahra
Woollahra Luxury. Quiet and central. 4.9 stars, vacation rental in Woollahra

Woollahra Luxury. Quiet and central. 4.9 stars

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Iconic Sydney Harbour Views in  Sydney's Darling Point - Close to Harbour Ferry, vacation rental in Woollahra
Iconic Sydney Harbour Views in  Sydney's Darling Point - Close to Harbour Ferry, vacation rental in Woollahra
Iconic Sydney Harbour Views in  Sydney's Darling Point - Close to Harbour Ferry, vacation rental in Woollahra

Iconic Sydney Harbour Views in Sydney's Darling Point - Close to Harbour Ferry

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Paddington Edwardian Beauty, vacation rental in Woollahra
Paddington Edwardian Beauty, vacation rental in Woollahra
Paddington Edwardian Beauty, vacation rental in Woollahra

Paddington Edwardian Beauty

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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PARKSIDE PERFECTION- LUXURY EXEC STYLE RESIDENCE, vacation rental in Woollahra
PARKSIDE PERFECTION- LUXURY EXEC STYLE RESIDENCE, vacation rental in Woollahra
PARKSIDE PERFECTION- LUXURY EXEC STYLE RESIDENCE, vacation rental in Woollahra

PARKSIDE PERFECTION- LUXURY EXEC STYLE RESIDENCE

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Essence Of Paddington Living, vacation rental in Woollahra
The Essence Of Paddington Living, vacation rental in Woollahra
The Essence Of Paddington Living, vacation rental in Woollahra

The Essence Of Paddington Living

Rental Home in Paddington
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Heritage Elegance in  Harbourside Luxurious Apartment amazing location, vacation rental in Woollahra
Heritage Elegance in  Harbourside Luxurious Apartment amazing location, vacation rental in Woollahra
Heritage Elegance in  Harbourside Luxurious Apartment amazing location, vacation rental in Woollahra

Heritage Elegance in Harbourside Luxurious Apartment amazing location

Condo/Apartment in Double Bay
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stylish 3 Bedroom Townhouse in Darlinghurst, vacation rental in Woollahra
Stylish 3 Bedroom Townhouse in Darlinghurst, vacation rental in Woollahra
Stylish 3 Bedroom Townhouse in Darlinghurst, vacation rental in Woollahra

Stylish 3 Bedroom Townhouse in Darlinghurst

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Boutique Apartment with Fantastic Harbour Views, vacation rental in Woollahra
Boutique Apartment with Fantastic Harbour Views, vacation rental in Woollahra
Boutique Apartment with Fantastic Harbour Views, vacation rental in Woollahra

Boutique Apartment with Fantastic Harbour Views

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Indigo Double Bay - Two-bedroom cozy apartment near Sydney, vacation rental in Woollahra
Indigo Double Bay - Two-bedroom cozy apartment near Sydney, vacation rental in Woollahra
Indigo Double Bay - Two-bedroom cozy apartment near Sydney, vacation rental in Woollahra

Indigo Double Bay - Two-bedroom cozy apartment near Sydney

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Getawayz NSW - ♟� Canon In the CrossX - In The Heart Of KingsX, vacation rental in Woollahra
Getawayz NSW - ♟� Canon In the CrossX - In The Heart Of KingsX, vacation rental in Woollahra
Getawayz NSW - ♟� Canon In the CrossX - In The Heart Of KingsX, vacation rental in Woollahra

Getawayz NSW - ♟� Canon In the CrossX - In The Heart Of KingsX

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The View Potts Point -hosted by LAbode Accommodation, vacation rental in Woollahra
The View Potts Point -hosted by LAbode Accommodation, vacation rental in Woollahra
The View Potts Point -hosted by LAbode Accommodation, vacation rental in Woollahra

The View Potts Point -hosted by LAbode Accommodation

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Tewkesbury Courtyard - L'Abode, vacation rental in Woollahra
Tewkesbury Courtyard - L'Abode, vacation rental in Woollahra
Tewkesbury Courtyard - L'Abode, vacation rental in Woollahra

Tewkesbury Courtyard - L'Abode

Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Garden condo in the heart of Double Bay, vacation rental in Woollahra
Garden condo in the heart of Double Bay, vacation rental in Woollahra
Garden condo in the heart of Double Bay, vacation rental in Woollahra

Garden condo in the heart of Double Bay

Condo/Apartment in Double Bay
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 Bdrm Art Deco Apt, Stroll To Bondi Junction, vacation rental in Woollahra
2 Bdrm Art Deco Apt, Stroll To Bondi Junction, vacation rental in Woollahra
2 Bdrm Art Deco Apt, Stroll To Bondi Junction, vacation rental in Woollahra

2 Bdrm Art Deco Apt, Stroll To Bondi Junction

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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CENTENNIAL RETREAT - Two Bedroom Apartment with Centennial Park Views, vacation rental in Woollahra
CENTENNIAL RETREAT - Two Bedroom Apartment with Centennial Park Views, vacation rental in Woollahra
CENTENNIAL RETREAT - Two Bedroom Apartment with Centennial Park Views, vacation rental in Woollahra

CENTENNIAL RETREAT - Two Bedroom Apartment with Centennial Park Views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Light Filled, Charming Townhouse in Paddington, vacation rental in Woollahra
Light Filled, Charming Townhouse in Paddington, vacation rental in Woollahra
Light Filled, Charming Townhouse in Paddington, vacation rental in Woollahra

Light Filled, Charming Townhouse in Paddington

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Elizabeth Bay Home  with a View + Rooftop Pool, vacation rental in Woollahra
Elizabeth Bay Home  with a View + Rooftop Pool, vacation rental in Woollahra
Elizabeth Bay Home  with a View + Rooftop Pool, vacation rental in Woollahra

Elizabeth Bay Home with a View + Rooftop Pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sophisticated  penthouse in the exclusive waterfront location *25% DISCOUNT!, vacation rental in Woollahra
Sophisticated  penthouse in the exclusive waterfront location *25% DISCOUNT!, vacation rental in Woollahra
Sophisticated  penthouse in the exclusive waterfront location *25% DISCOUNT!, vacation rental in Woollahra

Sophisticated penthouse in the exclusive waterfront location *25% DISCOUNT!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautiful harbour views, stylish apartment., vacation rental in Woollahra
Beautiful harbour views, stylish apartment., vacation rental in Woollahra
Beautiful harbour views, stylish apartment., vacation rental in Woollahra

Beautiful harbour views, stylish apartment.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Luxury House Close to City & Bondi Beach in Bondi Junction, vacation rental in Woollahra
Luxury House Close to City & Bondi Beach in Bondi Junction, vacation rental in Woollahra
Luxury House Close to City & Bondi Beach in Bondi Junction, vacation rental in Woollahra

Luxury House Close to City & Bondi Beach in Bondi Junction

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Modern Resort Style Living, vacation rental in Woollahra
Modern Resort Style Living, vacation rental in Woollahra
Modern Resort Style Living, vacation rental in Woollahra

Modern Resort Style Living

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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DESIGNER DELIGHT- BEAUTY ABOUNDS IN THE HEART OF WOOLLAHRA, vacation rental in Woollahra
DESIGNER DELIGHT- BEAUTY ABOUNDS IN THE HEART OF WOOLLAHRA, vacation rental in Woollahra
DESIGNER DELIGHT- BEAUTY ABOUNDS IN THE HEART OF WOOLLAHRA, vacation rental in Woollahra

DESIGNER DELIGHT- BEAUTY ABOUNDS IN THE HEART OF WOOLLAHRA

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEACH HOUSE, WATERFRONT - UNIQUE, vacation rental in Woollahra
BEACH HOUSE, WATERFRONT - UNIQUE, vacation rental in Woollahra
BEACH HOUSE, WATERFRONT - UNIQUE, vacation rental in Woollahra

BEACH HOUSE, WATERFRONT - UNIQUE

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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BAY BEAUTY (091I) - DOUBLE BAY - Spacious 3 Bedroom Garden Apartment, vacation rental in Woollahra
BAY BEAUTY (091I) - DOUBLE BAY - Spacious 3 Bedroom Garden Apartment, vacation rental in Woollahra
BAY BEAUTY (091I) - DOUBLE BAY - Spacious 3 Bedroom Garden Apartment, vacation rental in Woollahra

BAY BEAUTY (091I) - DOUBLE BAY - Spacious 3 Bedroom Garden Apartment

Condo/Apartment in Double Bay
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mona Vista by Contemporary Hotels, vacation rental in Woollahra
Mona Vista by Contemporary Hotels, vacation rental in Woollahra
Mona Vista by Contemporary Hotels, vacation rental in Woollahra

Mona Vista by Contemporary Hotels

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Expansive Harbour Views, vacation rental in Woollahra
Expansive Harbour Views, vacation rental in Woollahra
Expansive Harbour Views, vacation rental in Woollahra

Expansive Harbour Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Grand apartment  in premier Sydney location close to Sydney Harbour ferry, vacation rental in Woollahra
Grand apartment  in premier Sydney location close to Sydney Harbour ferry, vacation rental in Woollahra
Grand apartment  in premier Sydney location close to Sydney Harbour ferry, vacation rental in Woollahra

Grand apartment in premier Sydney location close to Sydney Harbour ferry

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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North facing property with idyllic views across Harbour, vacation rental in Woollahra
North facing property with idyllic views across Harbour, vacation rental in Woollahra
North facing property with idyllic views across Harbour, vacation rental in Woollahra

North facing property with idyllic views across Harbour

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Magnificent Art Deco Waterfront apartment on the edge of Redleaf Beach, vacation rental in Woollahra
Magnificent Art Deco Waterfront apartment on the edge of Redleaf Beach, vacation rental in Woollahra
Magnificent Art Deco Waterfront apartment on the edge of Redleaf Beach, vacation rental in Woollahra

Magnificent Art Deco Waterfront apartment on the edge of Redleaf Beach

Condo/Apartment in Double Bay
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Sunny Coastal Cottage Watsons Bay, vacation rental in Woollahra
Sunny Coastal Cottage Watsons Bay, vacation rental in Woollahra
Sunny Coastal Cottage Watsons Bay, vacation rental in Woollahra

Sunny Coastal Cottage Watsons Bay

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern & Sleek in the Grid - 2 bedrooms, 1 bathroom + parking + pool, vacation rental in Woollahra
Modern & Sleek in the Grid - 2 bedrooms, 1 bathroom + parking + pool, vacation rental in Woollahra
Modern & Sleek in the Grid - 2 bedrooms, 1 bathroom + parking + pool, vacation rental in Woollahra

Modern & Sleek in the Grid - 2 bedrooms, 1 bathroom + parking + pool

Condo/Apartment in Darlinghurst
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Kambala, Bellevue Hill, vacation rental in Woollahra
Kambala, Bellevue Hill, vacation rental in Woollahra
Kambala, Bellevue Hill, vacation rental in Woollahra

Kambala, Bellevue Hill

Rental Home
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautifully Presented Apartment- Marina One, vacation rental in Woollahra
Beautifully Presented Apartment- Marina One, vacation rental in Woollahra
Beautifully Presented Apartment- Marina One, vacation rental in Woollahra

Beautifully Presented Apartment- Marina One

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Rose Bay Vista - Hosted by LAbode Accommodation, vacation rental in Woollahra
Rose Bay Vista - Hosted by LAbode Accommodation, vacation rental in Woollahra
Rose Bay Vista - Hosted by LAbode Accommodation, vacation rental in Woollahra

Rose Bay Vista - Hosted by LAbode Accommodation

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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THE PADDINGTON (645H) - Stylish Cottage in Suave Paddington, vacation rental in Woollahra
THE PADDINGTON (645H) - Stylish Cottage in Suave Paddington, vacation rental in Woollahra
THE PADDINGTON (645H) - Stylish Cottage in Suave Paddington, vacation rental in Woollahra

THE PADDINGTON (645H) - Stylish Cottage in Suave Paddington

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Harbourside Sanctuary with Spectacular Views, vacation rental in Woollahra
Harbourside Sanctuary with Spectacular Views, vacation rental in Woollahra
Harbourside Sanctuary with Spectacular Views, vacation rental in Woollahra

Harbourside Sanctuary with Spectacular Views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Billyard by Contemporary Hotels, vacation rental in Woollahra
Billyard by Contemporary Hotels, vacation rental in Woollahra
Billyard by Contemporary Hotels, vacation rental in Woollahra

Billyard by Contemporary Hotels

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Stylish Terrace Living, vacation rental in Woollahra
Stylish Terrace Living, vacation rental in Woollahra
Stylish Terrace Living, vacation rental in Woollahra

Stylish Terrace Living

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BOLTHOLE - Award-winning 2-bedroom cottage near Centennial Park, vacation rental in Woollahra
BOLTHOLE - Award-winning 2-bedroom cottage near Centennial Park, vacation rental in Woollahra
BOLTHOLE - Award-winning 2-bedroom cottage near Centennial Park, vacation rental in Woollahra

BOLTHOLE - Award-winning 2-bedroom cottage near Centennial Park

Rental Home
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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WOOLLAHRA Roslyndale Ave (I) - Lovely 2 Bedroom Apartment in Leafy Woollahra, vacation rental in Woollahra
WOOLLAHRA Roslyndale Ave (I) - Lovely 2 Bedroom Apartment in Leafy Woollahra, vacation rental in Woollahra
WOOLLAHRA Roslyndale Ave (I) - Lovely 2 Bedroom Apartment in Leafy Woollahra, vacation rental in Woollahra

WOOLLAHRA Roslyndale Ave (I) - Lovely 2 Bedroom Apartment in Leafy Woollahra

Condo/Apartment
2 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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Frequently Asked Questions about Woollahra