Vacation Rentals with Pool in South Head, Sydney: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Australia

  4.  New South Wales

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  6.  South Head

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685 Best Vacation Rentals with Pool in South Head (Starting from $129)

Spacious Home in Tranquil Eastern Sydney
Spacious Home in Tranquil Eastern Sydney
Apartment
Sydney, Australia
2.7k from South Head center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$557
Average price / night
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Gondola House of Watsons Bay
Gondola House of Watsons Bay
House
Watsons Bay, 2030, Australia
0.7k from South Head center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$840
Average price / night
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Little Manly Getaway
Little Manly Getaway
Apartment
Sydney, Australia
3.1k from South Head center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.5

Superb

10 reviews

$452
Average price / night
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Stunning views in Watsons Bay with Beach Access
Stunning views in Watsons Bay with Beach Access
Condo
Watsons Bay, 2030, Australia
0.9k from South Head center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$956
Average price / night
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Tusan Villa Little Manly
Tusan Villa Little Manly
Apartment
Sydney, Australia
3.1k from South Head center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Self-catering

4 Bedrooms9 Guests
9.1

Superb

31 reviews

$897
Average price / night
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Kutti Beach House by Contemporary Hotels
Kutti Beach House by Contemporary Hotels
House
VAUCLUSE, 2030, Australia
1.6k from South Head center

Internet, No Smoking, Pool, TV

5 Bedrooms9 Guests
New to Booking
$2866
Average price / night
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Seabreeze - Beach House W Pool
Seabreeze - Beach House W Pool
House
Sydney, Australia
3.2k from South Head center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$1053
Average price / night
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Harbour Vista, Vaucluse IH
Harbour Vista, Vaucluse IH
House
Vaucluse, 2030, Australia
2.0k from South Head center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment

5 Bedrooms10 Guests
New to Booking
$3293
Average price / night
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Balmoral Beach Luxury (new)- Grand Villa
Balmoral Beach Luxury (new)- Grand Villa
Villa
South Head, Sydney, New South Wales, Australia
3.3k from South Head center

Kitchen, Ocean View, Pool, Parking, Air Conditioner, Hot Tub, Balcony/Terrace

5 Bedrooms10 Guests
New to Booking
$1762
Average price / night
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Cambridge House – Elegant Coastal Living Near Sydney’s Best Beaches
Cambridge House – Elegant Coastal Living Near Sydney’s Best Beaches
House
Vaucluse, 2030, Australia
2.0k from South Head center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$1879
Average price / night
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Marine Parade
Marine Parade
House
South Head, Sydney, New South Wales, Australia
3.8k from South Head center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms10 Guests
7.4

Good

141 reviews

$306
Average price / night
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Luxury Views 5 Bedroom Home in Mosman with a Pool
Luxury Views 5 Bedroom Home in Mosman with a Pool
House
Mosman, 2088, Australia
2.2k from South Head center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, No Smoking, Pool

5 Bedrooms10 Guests
New to Booking
$2595
Average price / night
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Wake to Waves, Elegant Beachfront Apartment
Wake to Waves, Elegant Beachfront Apartment
Apartment
Sydney, Australia
4.0k from South Head center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Accessible hotels

1 Bedroom2 Guests
New to Booking
$322
Average price / night
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Glamorous Vaucluse Harbourview Modern Villa
Glamorous Vaucluse Harbourview Modern Villa
House
Vaucluse, 2030, Australia
2.3k from South Head center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
New to Booking
$1401
Average price / night
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Manly Central Loft a Chic Studio Apartment in the Heart of Manly
Manly Central Loft a Chic Studio Apartment in the Heart of Manly
Apartment
Sydney, Australia
4.1k from South Head center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$483
Average price / night
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Luxury waterfront house on Harbour with pool!
Luxury waterfront house on Harbour with pool!
House
Manly, 2095, Australia
2.9k from South Head center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Heater, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$3448
Average price / night
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Heart of Manly Apartment
Heart of Manly Apartment
Apartment
Sydney, Australia
4.1k from South Head center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom2 Guests
8.5

Very Good

63 reviews

$129
Average price / night
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Uber Luxury 4 Bed Home with Pool in Mosman
Uber Luxury 4 Bed Home with Pool in Mosman
House
Mosman, 2088, Australia
2.9k from South Head center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

4 Bedrooms9 Guests
New to Booking
$1793
Average price / night
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Beachside Paradise - Ocean Views, Central Position
Beachside Paradise - Ocean Views, Central Position
Apartment
Sydney, Australia
4.2k from South Head center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
8.7

Fabulous

7 reviews

$345
Average price / night
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Summer Retreat with Pool - Holiday Home 7 beds, 4 bedrooms, near Beaches & Shops
Summer Retreat with Pool - Holiday Home 7 beds, 4 bedrooms, near Beaches & Shops
House
Vaucluse, 2030, Australia
3.0k from South Head center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$1034
Average price / night
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The Little Beachside Apartment
The Little Beachside Apartment
Apartment
Sydney, Australia
4.2k from South Head center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom4 Guests
8.4

Very Good

11 reviews

$291
Average price / night
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Luxury Villas Balmoral Luxury Estate (Walk to Beach)
Luxury Villas Balmoral Luxury Estate (Walk to Beach)
House
Sydney, 2088, Australia
3.2k from South Head center

Balcony, No Smoking, Outdoor Space, Pool

5 Bedrooms10 Guests
New to Booking
$8840
Average price / night
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Apartment with Pool Access a minute to the Beach
Apartment with Pool Access a minute to the Beach
Apartment
Sydney, Australia
4.2k from South Head center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom2 Guests
4.0

Review score

1 reviews

$276
Average price / night
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Luxury 5 Bed House with Beach Trails and Pool
Luxury 5 Bed House with Beach Trails and Pool
House
Balgowlah Heights, 2093, Australia
3.2k from South Head center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
New to Booking
$822
Average price / night
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Nautical living in Manly
Nautical living in Manly
Apartment
Sydney, Australia
4.2k from South Head center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.1

Superb

49 reviews

$187
Average price / night
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Balmoral Beach Luxury (new)  15% disc applied
Balmoral Beach Luxury (new) 15% disc applied
House
Mosman, 2088, Australia
3.3k from South Head center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
9.8

Exceptional

24 reviews

$1661
Average price / night
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Balmoral Hamptons home (heated pool & hot tub)
Balmoral Hamptons home (heated pool & hot tub)
House
Mosman, 2088, Australia
3.3k from South Head center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Free Parking, Heater

6 Bedrooms9 Guests
10.0

Exceptional

3 reviews

$2345
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in South Head.

Where to stay in South Head? Best neighborhoods & areas

South Head Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 685 verified vacation rentals with a pool in South Head. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in South Head vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $129 per night, with private pool homes and peak travel periods often costing more.

Many rentals in South Head offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in South Head welcome pets. Currently, 14 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in South Head often include additional outdoor features such as Pool, View, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in South Head offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.