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

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  2. Vacation Rentals with Pool
  3.  Australia

  4.  New South Wales

  5.  Sydney
  6.  Obelisk Beach

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741 Best Vacation Rentals with Pool in Obelisk Beach (Starting from $106)

Balmoral Beach Luxury (new)- Grand Villa
Balmoral Beach Luxury (new)- Grand Villa
Villa
Obelisk Beach, Mosman, New South Wales, Australia
1.5k from Obelisk Beach 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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Luxury Views 5 Bedroom Home in Mosman with a Pool
Luxury Views 5 Bedroom Home in Mosman with a Pool
House
Mosman, 2088, Australia
0.5k from Obelisk Beach center

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

5 Bedrooms10 Guests
New to Booking
$2595
Average price / night
Check Availability
6BR Stunning Waterview & Private Pool
6BR Stunning Waterview & Private Pool
House
Sydney, Australia
2.6k from Obelisk Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms15 Guests
New to Booking
$1142
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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Seabreeze - Beach House W Pool
Seabreeze - Beach House W Pool
House
Sydney, Australia
2.7k from Obelisk Beach 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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Luxury Villas Balmoral Luxury Estate (Walk to Beach)
Luxury Villas Balmoral Luxury Estate (Walk to Beach)
House
Sydney, 2088, Australia
1.3k from Obelisk Beach center

Balcony, No Smoking, Outdoor Space, Pool

5 Bedrooms10 Guests
New to Booking
$8840
Average price / night
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Mosman moments - Luxe living with water views - CON33
Mosman moments - Luxe living with water views - CON33
Apartment
Sydney, Australia
2.7k from Obelisk Beach center

Security/Safety, Internet, Parking, Pool, View, Balcony/Terrace, Air Conditioner

5 Bedrooms8 Guests
New to Booking
$943
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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Mosman Moments Elevated Living on the Harbour - RAG05
Mosman Moments Elevated Living on the Harbour - RAG05
Apartment
Sydney, Australia
3.0k from Obelisk Beach center

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

2 Bedrooms4 Guests
New to Booking
$255
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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Spacious Home in Tranquil Eastern Sydney
Spacious Home in Tranquil Eastern Sydney
Apartment
Sydney, Australia
3.4k from Obelisk Beach center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$557
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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Little Manly Getaway
Little Manly Getaway
Apartment
Sydney, Australia
3.6k from Obelisk Beach 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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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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Poolside Stay - Close to Taronga Zoo & Luna Park
Poolside Stay - Close to Taronga Zoo & Luna Park
House
Sydney, Australia
3.6k from Obelisk Beach center

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

4 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$463
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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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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Tusan Villa Little Manly
Tusan Villa Little Manly
Apartment
Sydney, Australia
3.6k from Obelisk Beach 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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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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WY603 - Wyagdon Street - Neutral Bay
WY603 - Wyagdon Street - Neutral Bay
Apartment
Sydney, Australia
4.3k from Obelisk Beach center

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

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$132
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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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
4.3k from Obelisk Beach center

Apartments, Accommodations, Pools, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$483
Average price / night
Check Availability
Massive Sydney Harbour Views -  Luxury Home between Mosman and Manly
Massive Sydney Harbour Views - Luxury Home between Mosman and Manly
House
Clontarf, 2093, Australia
2.4k from Obelisk Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1033
Average price / night
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Manly Waterside
Manly Waterside
Apartment
Sydney, Australia
4.3k from Obelisk Beach center

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

1 Bedroom2 Guests
8.3

Very Good

14 reviews

$106
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
Check Availability
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
Check Availability
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
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 Pool in Obelisk Beach.

Where to stay in Obelisk Beach? Best neighborhoods & areas

Obelisk Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 741 verified vacation rentals with a pool in Obelisk Beach. 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 Obelisk Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $106 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Obelisk Beach 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 Obelisk Beach welcome pets. Currently, 15 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 Obelisk Beach often include additional outdoor features such as Pool, Balcony/Terrace, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Obelisk Beach 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.