Vacation rentals with a pool in Highlands County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Highlands County
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 Highlands County rentals with a pool
House rentals with a pool
Home in Lake Placid
4.95 out of 5 average rating, 59 reviewsLife is better at the Lake.Pool/Spa/Dock/Lake June
Aug 25 – Sep 1
Home in Lake Placid
4.76 out of 5 average rating, 17 reviewsLakehouse Lodge at Lake Carrie w Heated Pool
Jan 25 – Feb 1
Home in Lake Placid
5.0 out of 5 average rating, 8 reviewsLake Placid Oasis Home w/ Pool
Jul 7 – 14
Home in Lake Placid
4.8 out of 5 average rating, 10 reviewsWindy Point Estate
Dec 28 – Jan 4
Home in Lake Placid
4.98 out of 5 average rating, 60 reviewsLAKESIDE ESCAPE, enjoy Pool-Lake-Fish-Kayak-Canoe
Sep 14 – 21
Home in Avon Park
5.0 out of 5 average rating, 6 reviewsCrooked Hook
Jul 4 – 11
Home in Sebring
4.97 out of 5 average rating, 30 reviewsPrivate Pool Home with Updated Amenities
May 20 – 27
Home in Avon Park
4.79 out of 5 average rating, 42 reviewsOur home with a Carribean Vibe
Aug 22 – 29
Condo rentals with a pool
Condo in Sebring
4.67 out of 5 average rating, 60 reviewsModern Villa: POOL! Self Check-in; WiFi
May 24 – 31
Condo in Sebring
4.7 out of 5 average rating, 10 reviewsCozy Sebring Condo w/ Screened Porch & Grill!
Dec 9 – 16
Condo in Sebring
4.98 out of 5 average rating, 49 reviewsSebring raceway/Spring Lake fully furnished villa
Nov 26 – Dec 3
Condo in Sebring
5.0 out of 5 average rating, 14 reviewsSebring Condo with Pool Access ~ 1 Mile to Golf!
Sep 18 – 25
Condo in Sebring
5.0 out of 5 average rating, 22 reviewsCondo w/ Screened-in Porch, 1 Mi to Sebring Golf!
May 5 – 12
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