Vacation rentals with a pool in Whidbey Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Whidbey Island
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 Whidbey Island rentals with a pool
House rentals with a pool
Home in Port Ludlow
4.96 out of 5 average rating, 24 reviewsIndoor Pool w/ Amazing Waterfront Views & Hot Tub
Aug 21 – 28
Home in Coupeville
5.0 out of 5 average rating, 10 reviewsGetaway in Admirals Cove; fireplace, private beach
Dec 29 – Jan 5
Home in Camano
4.95 out of 5 average rating, 56 reviewsQuiet Waterfront Home with Stunning Sunset Views
Dec 21 – 28
Home in Kingston
4.94 out of 5 average rating, 97 reviewsWaterfront Gamble Bay House +Seasonal Heated Pool
Mar 2 – 9
Home in Edmonds
4.93 out of 5 average rating, 87 reviewsLuxury 5 beds Villa with Pool & Resort Amenities
Nov 20 – 27
Home in Clinton
Eagle’s Landing - Whidbey - Dogs OK-Whale Watching
Dec 5 – 12
Home in Coupeville
Oceanside Cottage Est. 1860
Jan 5 – 12
Home in Port Townsend
4.33 out of 5 average rating, 3 reviewsDiscovery Bay Retreat: Your Peaceful Condo Oasis
Nov 26 – Dec 3
Condo rentals with a pool
Condo in Port Ludlow
4.94 out of 5 average rating, 175 reviewsCaptain Berg's Getaway
Feb 21 – 28
Condo in Port Ludlow
4.94 out of 5 average rating, 17 reviewsSplendid View from Villa by the Bay
Feb 22 – Mar 1
Condo in Port Ludlow
4.75 out of 5 average rating, 12 reviews2BR Bayview | Balcony | Pool | Washer/Dryer
Feb 17 – 24
Condo in Port Ludlow
New place to stay3BR bayfront resort condo with pools & patio
Feb 28 – Mar 7
Condo in Freeland
4.62 out of 5 average rating, 13 reviewsBeachfront Condo - Mutiny Bay by AvantStay | Views
May 12 – 19
Condo in Freeland
4.86 out of 5 average rating, 35 reviewsMutiny Bay Condo by AvantStay | Walk to the Beach
Sep 30 – Oct 7
Condo in Freeland
4.83 out of 5 average rating, 12 reviewsCoastal Chic Beach Condo by AvantStay | Balcony
Dec 20 – 27
Condo in Port Ludlow
Lovely bayview 2BR with pickleball, hot tub, pools
Apr 13 – 20
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