Holiday rentals with a pool in Island County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Island County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Island County 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
21–28 Aug
Home in Kingston
4.94 out of 5 average rating, 97 reviewsWaterfront Gamble Bay House +Seasonal Heated Pool
2–9 Mar
Home in Clinton
Eagle’s Landing - Whidbey - Dogs OK-Whale Watching
5–12 Dec
Home in Coupeville
Oceanside Cottage Est. 1860
3–10 Jul
Home in Port Townsend
4.33 out of 5 average rating, 3 reviewsDiscovery Bay Retreat: Your Peaceful Condo Oasis
25 Nov – 2 Dec
Home in Coupeville
4.77 out of 5 average rating, 75 reviewsWhidbey Island Retreat
7–14 Jul
Home in Coupeville
4.67 out of 5 average rating, 39 reviewsLovely Coupeville Home w/ Puget Sound Views!
14–21 Jul
Home in Coupeville
4.58 out of 5 average rating, 43 reviews2BR Bayview Whidbey Island Dog Friendly | Pool
6–13 Apr
Condo rentals with a pool
Condo in Port Ludlow
4.94 out of 5 average rating, 175 reviewsCaptain Berg's Getaway
21–28 Feb
Condo in Port Ludlow
4.94 out of 5 average rating, 17 reviewsSplendid View from Villa by the Bay
21–28 Feb
Condo in Port Ludlow
4.75 out of 5 average rating, 12 reviews2BR Bayview | Balcony | Pool | Washer/Dryer
17–24 Feb
Condo in Port Ludlow
New place to stay3BR bayfront resort condo with pools & patio
28 Feb – 7 Mar
Condo in Freeland
4.62 out of 5 average rating, 13 reviewsBeachfront Condo - Mutiny Bay by AvantStay | Views
12–19 May
Condo in Freeland
4.86 out of 5 average rating, 35 reviewsMutiny Bay Condo by AvantStay | Walk to the Beach
30 Sep – 7 Oct
Condo in Freeland
4.83 out of 5 average rating, 12 reviewsCoastal Chic Beach Condo by AvantStay | Balcony
20–27 Dec
Condo in Port Ludlow
Lovely bayview 2BR with pickleball, hot tub, pools
13–20 Apr
Destinations to explore
- Rentals with pools United States
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