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 Santa Rosa
4.9 out of 5 average rating, 109 reviewsSonoma County Oasis with Heated Pool
Sep 27 – Oct 4
Home in Santa Rosa
4.87 out of 5 average rating, 163 reviewsHot Tub/Pool ~ Walk To Shops, Wine & Restaurants
Jul 28 – Aug 4
Home in Cazadero
4.95 out of 5 average rating, 182 reviews"La Masia" -Stunning! Heated Pool, Spa
Oct 1 – 8
Home in Forestville
4.87 out of 5 average rating, 265 reviewsHazels Hideaway Hot Tub Redwoods Bonus Room
Jun 13 – 20
Home in Glen Ellen
4.96 out of 5 average rating, 173 reviewsVineyard Home with Stunning Views. Near Wineries
Jan 2 – 9
Home in Sebastopol
4.92 out of 5 average rating, 145 reviewsGorgeous West County Sonoma retreat
May 19 – 24
Home in Sonoma
4.99 out of 5 average rating, 215 reviewsQuiet Mid Century Sonoma with Pool/Spa
Jan 1 – 8
Home in Sonoma
4.92 out of 5 average rating, 182 reviewsHouse on Broadway at the Plaza!
Oct 6 – 13
Condo rentals with a pool
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
4.94 out of 5 average rating, 16 reviewsWindsor Santa Rosa Resort Condo 3BR Open Pool Nice
Jun 28 – Jul 5
Condo in Windsor
4.93 out of 5 average rating, 44 reviewsMake This Your Best Vacation Ever - 2 Bdrm Condo
Jan 28 – Feb 4
Condo in Windsor
4.93 out of 5 average rating, 70 reviewsGreat Wine Country and Golfing Resort Getaway!!
Mar 26 – Apr 2
Condo in Windsor
4.94 out of 5 average rating, 17 reviews2BR with Resort Amenities, Hot Tub, Pool, BBQ
Mar 4 – 11
Condo in Santa Rosa
4.86 out of 5 average rating, 49 reviewsBeautiful Downtown 1-BD Sanctuary Home!
Jul 7 – 14
Condo in Windsor
4.84 out of 5 average rating, 19 reviewsWorldmark Windsor/Santa Rosa Wine Country Resort
Nov 21 – 28
Condo in Windsor
Windsor Deluxe Resort 2bdr
May 1 – 6
Home rentals with a private pool
Home in Sonoma
4.93 out of 5 average rating, 240 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
Sep 19 – 26
Home in Sonoma
4.82 out of 5 average rating, 345 reviewsFamily Home - Heated Pool, Hot Tub, bikes, firepit
Aug 11 – 18
Home in Guerneville
4.91 out of 5 average rating, 161 reviewsRiverside Lodge House in Guerneville
Nov 8 – 15
Home in Guerneville
4.83 out of 5 average rating, 160 reviewsLovely and Spacious Ranch-Style Home With a Poolside Oasis
Oct 26 – Nov 2
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
R564 ZAR before taxes and fees
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