Vacation rentals with a pool in Windsor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windsor
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Windsor rentals with a pool
House rentals with a pool
Home in Sonoma
4.94 out of 5 average rating, 428 reviewsThornsberry House, A Luxe Country Getaway
Apr. 27 – May 4
Home in Sebastopol
4.98 out of 5 average rating, 150 reviewsSebastopol Gem, The Birdhouse. Hottub. Pool. Views
Sep. 2 – 9
Home in Santa Rosa
4.9 out of 5 average rating, 109 reviewsSonoma County Oasis with Heated Pool
Nov. 16 – 23
Home in Cazadero
4.95 out of 5 average rating, 183 reviews"La Masia" -Stunning! Heated Pool, Spa
Oct. 8 – 15
Home in Forestville
4.87 out of 5 average rating, 266 reviewsHazels Hideaway Hot Tub Redwoods Bonus Room
Jun. 9 – 16
Home in Sebastopol
4.92 out of 5 average rating, 146 reviewsGorgeous West County Sonoma retreat
Jun. 4 – 11
Home in Glen Ellen
4.96 out of 5 average rating, 173 reviewsTop 5%. Renowned Vineyard Home. Near Wineries
Dec. 22 – 29
Home in Sonoma
4.99 out of 5 average rating, 216 reviewsQuiet Mid Century Sonoma with Pool/Spa
Nov. 5 – 12
Condo rentals with a pool
Condo in Windsor
4.94 out of 5 average rating, 16 reviewsWindsor Santa Rosa Resort Condo 3BR Open Pool Nice
Jul. 29 – Aug. 5
Condo in Windsor
5.0 out of 5 average rating, 5 reviewsSpacious Clean 3 BDRM Condo in Sonoma Wine Country
May 12 – 17
Condo in Windsor
4.93 out of 5 average rating, 44 reviewsMake This Your Best Vacation Ever - 2 Bdrm Condo
Aug. 8 – 15
Condo in Windsor
4.93 out of 5 average rating, 70 reviewsGreat Wine Country and Golfing Resort Getaway!!
Mar. 27 – Apr. 3
Condo in Windsor
4.94 out of 5 average rating, 17 reviews2BR with Resort Amenities, Hot Tub, Pool, BBQ
Dec. 12 – 19
Condo in Santa Rosa
4.86 out of 5 average rating, 49 reviewsBeautiful Downtown 1-BD Sanctuary Home!
Sep. 28 – Oct. 5
Condo in Windsor
4.84 out of 5 average rating, 19 reviewsWorldmark Windsor/Santa Rosa Wine Country Resort
Dec. 9 – 16
Condo in Windsor
Windsor Deluxe Resort 2bdr
Jul. 18 – 25
Home rentals with a private pool
Home in Sonoma
4.82 out of 5 average rating, 346 reviewsFamily Home - Heated Pool, Hot Tub, bikes, firepit
Aug. 11 – 18
Home in Sonoma
4.93 out of 5 average rating, 241 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
Oct. 11 – 18
Home in Guerneville
4.91 out of 5 average rating, 162 reviewsRiverside Lodge House in Guerneville
Nov. 4 – 11
Home in Guerneville
4.83 out of 5 average rating, 160 reviewsLovely and Spacious Ranch-Style Home With a Poolside Oasis
Jan. 31 – Feb. 7
Quick stats about vacation rentals with a pool in Windsor
Total rentals
230 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
3.5K reviews
Nightly prices starting at
$41 CAD before taxes and fees
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