Vacation rentals with a pool in Southern Highlands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southern Highlands
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Southern Highlands rentals with a pool
House rentals with a pool
Home in Kangaroo Valley
4.88 out of 5 average rating, 296 reviewsThe Treehouse Kangaroo Valley on Kangaroo River
Nov. 3 – 10
Home in Kangaroo Valley
4.98 out of 5 average rating, 108 reviewsRomantic hideaway at HAMPDEN HOUSE
May 27 – Jun. 3
Home in Robertson
4.97 out of 5 average rating, 109 reviewsWollemi House - in forest and waterways with pool
Feb. 18 – 25
Home in Lake Illawarra
5.0 out of 5 average rating, 110 reviewsBEACH-FRONT! Luxury House with Pool & SPA
Feb. 2 – 9
Home in Kangaroo Valley
4.93 out of 5 average rating, 241 reviewsSkyView Villa - WOW Views & Comfort
Aug. 3 – 10
Home in Werri Beach
4.81 out of 5 average rating, 246 reviewsRetreat at Renfrew - w Slide, Spa and Pizza Oven.
Oct. 18 – 25
Home in Kangaroo Valley
4.89 out of 5 average rating, 162 reviewsNanny Goat Hill - spacious Kangaroo Valley escape
Aug. 7 – 14
Home in Erowal Bay
4.91 out of 5 average rating, 160 reviewsTREETOPS 4 TWO
Oct. 16 – 23
Condo rentals with a pool
Condo in Wollongong
4.88 out of 5 average rating, 106 reviewsThe Pacific View Studio Penthouse Suite
Jan. 13 – 20
Condo in Wollongong
4.72 out of 5 average rating, 106 reviews"Orana" to The 'Gong
Jul. 20 – 27
Condo in Thirroul
4.94 out of 5 average rating, 16 reviewsCoastal Rainforest Retreat
Aug. 28 – Sep. 4
Condo in Bowral
4.91 out of 5 average rating, 35 reviewsGolf View Villa Bowral
Jun. 30 – Jul. 7
Condo in Wollongong
4.92 out of 5 average rating, 12 reviewsThe Luxurious View Sub-Penthouse Suite
Jun. 27 – Jul. 4
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