Luxury Holiday Rentals in Sydney's Eastern Suburbs

Sydney's Eastern Suburbs run from the harbour mansions of Point Piper and Vaucluse to the ocean beaches of Bondi, Tamarama, Bronte and Coogee. It is the city's most sought after stretch of coast, and home to some of the finest private houses in Australia.

Cocoon Luxury Properties has managed and let luxury short stay homes here since 2012. Our guests are mainly families and executive teams travelling from the United Kingdom and the United States. Every home in our collection is chosen by our own team, and every stay comes with a dedicated concierge.

Tell us your dates and the size of your group, and we will match you with the right home: a harbourfront estate for a multi generation Christmas, a beach house for a summer of surfing, or a quiet villa close to the city for a long work assignment.

Where We Manage Homes in the Eastern Suburbs

Point Piper

A small harbour peninsula with some of Sydney's grandest waterfront homes and private jetties.

Point Piper homes

Vaucluse

Leafy and quiet, with netted harbour beaches at Nielsen Park and Parsley Bay.

Vaucluse homes

Bellevue Hill

Grand family estates on the ridge, with views over the harbour and the ocean.

Bellevue Hill homes

Darling Point

Harbourside homes close to the city, many with Harbour Bridge views.

Darling Point homes

Double Bay

A waterside village of boutiques, cafés and restaurants.

Double Bay homes

Dover Heights

Clifftop homes with uninterrupted views of the Pacific.

Dover Heights homes

Bondi

Sydney's best known beach, with the coastal walk to Coogee on the doorstep.

Bondi homes

Tamarama

A small, sheltered beach between Bondi and Bronte, loved for its privacy.

Tamarama homes

Bronte

A family favourite, with a big park, an ocean pool and a relaxed café strip.

Bronte homes

Coogee

A lively beach village with ocean pools and clifftop walks.

Coogee homes

Featured Eastern Suburbs Homes

Villa Maisie, Point Piper luxury holiday home in Sydney's Eastern Suburbs

Villa Maisie, Point Piper

6 bedrooms · up to 12 guests

A rare harbourfront estate at the tip of the Point Piper peninsula, with panoramic water views and a glass enclosed rainforest garden.

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Villa Calafiora, Vaucluse luxury holiday home in Sydney's Eastern Suburbs

Villa Calafiora, Vaucluse

5 bedrooms · up to 10 guests

An oceanfront retreat with a waterfront pool and its own private swimming cove. A cinema, a gym and a sauna complete the picture.

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Villa Flanders, Bellevue Hill luxury holiday home in Sydney's Eastern Suburbs

Villa Flanders, Bellevue Hill

5 bedrooms · up to 10 guests

An architect designed home of Carrara marble and natural light. The heated pool and spa can be enjoyed all year round.

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Villa Romana, Darling Point luxury holiday home in Sydney's Eastern Suburbs

Villa Romana, Darling Point

5 bedrooms · up to 10 guests

A modern residence on the water's edge, with Harbour Bridge views and a terrace for dining above the harbour.

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Villa Utopia, Double Bay luxury holiday home in Sydney's Eastern Suburbs

Villa Utopia, Double Bay

4 bedrooms · up to 10 guests

Traditional charm and contemporary comfort in the heart of Double Bay village, close to its cafés and boutiques.

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Villa Murmur, Bondi Beach luxury holiday home in Sydney's Eastern Suburbs

Villa Murmur, Bondi Beach

5 bedrooms · up to 10 guests

A brand new home over three levels near Bondi Beach, with a home theatre, open plan living and sea views.

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Villa Kirstein, Tamarama luxury holiday home in Sydney's Eastern Suburbs

Villa Kirstein, Tamarama

6 bedrooms · up to 14 guests

A spacious beach house above Tamarama Beach, built for big gatherings and long lunches with the ocean in view.

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Villa Perisa, Bronte luxury holiday home in Sydney's Eastern Suburbs

Villa Perisa, Bronte

5 bedrooms · up to 10 guests

A family home built around a heated mineral pool, with an alfresco terrace a short walk from Bronte Beach.

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Villa Lorelai, Coogee luxury holiday home in Sydney's Eastern Suburbs

Villa Lorelai, Coogee

5 bedrooms · up to 10 guests

A striking home perched on the rocks above the sea at Coogee, with uninterrupted ocean views.

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How We Look After Our Guests

  • A dedicated concierge. One direct contact from your first enquiry to the day you leave.
  • Private chefs and catering. From a relaxed barbecue to a full dinner party on the terrace.
  • Airport transfers. A driver waiting when you land, which matters after a long flight from London or New York.
  • Babysitters and housekeeping. Arranged around your plans, so the holiday works for everyone.
  • Restaurant bookings. Tables at the places locals love, from Bondi to Watsons Bay.
  • Help during your stay. If anything needs fixing, our team sorts it quickly.

For Property Owners

Own a luxury home in the Eastern Suburbs? Cocoon manages short stay lettings from start to finish. We take care of guest check in and check out, cleaning, maintenance and problem solving, along with every guest message and concierge request during the stay.

Our guests are discerning families and executive teams, mostly from the UK and the US, who book for a week or longer. Commission terms are shared directly with owners. Contact us to arrange a visit to your home.

Why Book With Cocoon

  • Operating in the Sydney luxury market since 2012.
  • A curated collection of more than 100 homes, each chosen by our own team.
  • Real local knowledge of the Eastern Suburbs, from the calmest harbour beaches to the best surf breaks.
  • Rated 4.9 out of 5 by our guests on Google.
  • We speak English and French.

Frequently Asked Questions

Which company manages luxury short stay homes in Sydney's Eastern Suburbs?

Cocoon Luxury Properties is a Sydney agency that has managed and let luxury holiday homes since 2012. Our Eastern Suburbs collection covers Point Piper, Vaucluse, Bellevue Hill, Darling Point, Double Bay, Dover Heights, Bondi, Tamarama, Bronte and Coogee, with concierge support for every stay.

Which part of the Eastern Suburbs is best for a family holiday?

Vaucluse and Bronte suit young families best, with netted harbour beaches, parks and ocean pools. Bondi and Coogee are great for older children who love the surf. Bellevue Hill has the largest homes and gardens for multi generation groups.

What is the minimum stay?

Most homes require a minimum of seven nights. A few accept shorter stays, depending on the home and the season.

What concierge services are available?

Private chefs, airport transfers, restaurant bookings, babysitters and housekeeping. Our team arranges everything before you arrive and stays on hand throughout your stay.

How far are the Eastern Suburbs from the city and the airport?

Most of our homes are 10 to 25 minutes by car from the city centre and 20 to 35 minutes from Sydney Airport, depending on the suburb and the traffic.

Can Cocoon manage my luxury home in the Eastern Suburbs?

Yes. We handle guest check in and check out, cleaning, maintenance and every guest request during the stay. Commission terms are shared directly with owners. Get in touch to arrange a visit.

How do I book?

Send us your dates and the size of your group through our contact page or by email. We reply with the homes available and a tailored quote.

Looking beyond the Eastern Suburbs? See our Mosman luxury villas, Balmoral luxury villas, Manly luxury villas or our Sydney waterfront accommodation. For more ideas, read our Vaucluse and Rose Bay guide or Tamarama vs Bondi.

Book Your Eastern Suburbs Stay