Vacation Rentals with Private Pool in Obelisk Beach, Mosman: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Australia

  4.  New South Wales

  5.  Sydney
  6.  Obelisk Beach

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247 Best Vacation Rentals with Private Pool in Obelisk Beach (Starting from $95)

The Alexander Apartments - Harbour Views, Parking, Pool, 24hr Concierge
The Alexander Apartments - Harbour Views, Parking, Pool, 24hr Concierge
Apartment
Sydney, Australia
4.9k from Obelisk Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay

1 Bedroom4 Guests
9.1

Superb

34 reviews

$268
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
1.2k from Obelisk Beach 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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Sydney Harbourside Gem
Sydney Harbourside Gem
Apartment
Sydney, Australia
5.0k from Obelisk Beach center

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

1 Bedroom4 Guests
9.5

Superb

8 reviews

$95
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
1.5k from Obelisk Beach 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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Milson Serviced Apartments
Milson Serviced Apartments
Apartment
Sydney, Australia
5.0k from Obelisk Beach center

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

50 Bedrooms40 Guests
8.1

Very Good

921 reviews

$157
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
1.5k from Obelisk Beach 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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North Napier Corporate Apartments
North Napier Corporate Apartments
Apartment
Sydney, Australia
5.2k from Obelisk Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms3 Guests
7.6

Good

25 reviews

$187
Average price / night
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Balmoral 4 Bed Home with Pool (CURRENTLY BEING FURNISHED)
Balmoral 4 Bed Home with Pool (CURRENTLY BEING FURNISHED)
House
Mosman, 2088, Australia
1.7k from Obelisk Beach center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

4 Bedrooms10 Guests
New to Booking
$1442
Average price / night
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Central and Secluded - Potts Point Paradise with Pool
Central and Secluded - Potts Point Paradise with Pool
Apartment
Sydney, Australia
5.5k from Obelisk Beach center

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

1 Bedroom4 Guests
1.0

Review score

1 reviews

$277
Average price / night
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Uber Luxury Cottage -5 Bedrooms in heart of Mosman
Uber Luxury Cottage -5 Bedrooms in heart of Mosman
House
Mosman, 2088, Australia
1.7k from Obelisk Beach center

AC, Barbecue, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space, Patio

5 Bedrooms10 Guests
New to Booking
$2534
Average price / night
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Luxurious Apartment only 250m Walk To Opera House
Luxurious Apartment only 250m Walk To Opera House
Apartment
Australia
5.6k from Obelisk Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$1547
Average price / night
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Gondola House of Watsons Bay
Gondola House of Watsons Bay
House
Watsons Bay, 2030, Australia
2.0k from Obelisk Beach 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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Central Sydney Apartment with Pool, Sauna & Gym
Central Sydney Apartment with Pool, Sauna & Gym
Apartment
Australia
6.1k from Obelisk Beach center

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

1 Bedroom3 Guests
8.7

Fabulous

15 reviews

$309
Average price / night
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Parriwi by Contemporary Hotels
Parriwi by Contemporary Hotels
House
Mosman, 2088, Australia
2.3k from Obelisk Beach center

AC, Barbecue, Heater, Internet, No Smoking, Pool, TV

5 Bedrooms9 Guests
New to Booking
$3899
Average price / night
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Amazing Sydney Apartment with Pool, Gym and Sauna
Amazing Sydney Apartment with Pool, Gym and Sauna
Apartment
Australia
6.1k from Obelisk Beach center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$393
Average price / night
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Panoramic Paradise, Mosman IH Luxe
Panoramic Paradise, Mosman IH Luxe
House
Mosman, 2088, Australia
2.4k from Obelisk Beach center

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

5 Bedrooms10 Guests
New to Booking
$1202
Average price / night
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Breathtaking Harbour Bridge Views In Prime Locale
Breathtaking Harbour Bridge Views In Prime Locale
Apartment
Sydney, Australia
6.1k from Obelisk Beach center

Apartments, Accommodations, Pools, Spa, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$1246
Average price / night
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Alegria @ Mosman State of the Art Luxury
Alegria @ Mosman State of the Art Luxury
House
Mosman, 2088, Australia
2.4k from Obelisk Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

4 Bedrooms13 Guests
10.0

Exceptional

14 reviews

$759
Average price / night
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Fancy home with water view in the rocks
Fancy home with water view in the rocks
Apartment
Sydney, Australia
6.1k from Obelisk Beach center

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

1 Bedroom4 Guests
9.2

Superb

5 reviews

$324
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
2.5k from Obelisk Beach 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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Stunning Three Bedroom Home in Mosman with Pool
Stunning Three Bedroom Home in Mosman with Pool
House
Mosman, 2088, Australia
2.5k from Obelisk Beach center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$830
Average price / night
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Kutti Beach House by Contemporary Hotels
Kutti Beach House by Contemporary Hotels
House
VAUCLUSE, 2030, Australia
2.6k from Obelisk Beach center

Internet, No Smoking, Pool, TV

5 Bedrooms9 Guests
New to Booking
$2866
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
2.8k from Obelisk Beach 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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Casa Bella Luxury Waterfront | Executive Luxury House in Sydney with Great Swimming Pool
Casa Bella Luxury Waterfront | Executive Luxury House in Sydney with Great Swimming Pool
House
Mosman, 2088, Australia
3.1k from Obelisk Beach center

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

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$793
Average price / night
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Harbour Vista, Vaucluse IH
Harbour Vista, Vaucluse IH
House
Vaucluse, 2030, Australia
3.1k from Obelisk Beach 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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Haven in the Heights - Tutto
Haven in the Heights - Tutto
House
Balgowlah Heights, 2093, Australia
3.1k from Obelisk Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen, Living Area

6 Bedrooms12 Guests
New to Booking
$2719
Average price / night
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Exquisite luxury family haven w/pool, spa and views!
Exquisite luxury family haven w/pool, spa and views!
House
Balgowlah Heights, 2093, Australia
3.1k from Obelisk Beach center

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

4 Bedrooms8 Guests
New to Booking
$2848
Average price / night
Check Availability

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 Private Pool in Obelisk Beach.

Where to stay in Obelisk Beach? Best neighborhoods & areas

Obelisk Beach Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 247 verified vacation rentals with a private pool in Obelisk Beach. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Obelisk Beach vary depending on the property size, location, and travel season. Rates typically start from around $95 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Obelisk Beach also welcome pets. Currently, 9 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Obelisk Beach often include additional features such as Private Pool, Pool, and Wellness Facilities. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Obelisk Beach include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.