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Holiday rentals with a pool in Island County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Island County rentals with a pool

House rentals with a pool

Home in Coupeville
4.58 out of 5 average rating, 53 reviews

2BR Bayview Whidbey Island Dog Friendly | Pool

DrewRating, 5 stars4 months ago
Great view and lovely, modern home with thoughtful touches.
Guest favourite
Home in Coupeville
4.93 out of 5 average rating, 28 reviews

Admiral's Seaglass Sanctuary

MarkRating, 5 stars6 months ago
This was our 3rd stay with Jeff and Amy --- each time the experience has been phenomenal! Their home is always clean, well appointed and welcoming. Neighborhood is quiet and friendly, a beach to fish from is a short walk away. Fort Casey ~5 minute drive and Coupeville ~12 minutes ... staying their is a no-brainer!
Home in Hansville
4.56 out of 5 average rating, 9 reviews

Driftwood Lindal

JenRating, 5 stars1 week ago
Very relaxing spot. Cute inside and loved the main bedroom with huge soaking tub. Would definitely come back!
Home in Coupeville
4.76 out of 5 average rating, 93 reviews

Whidbey Island Retreat

JackRating, 5 stars3 months ago
Great place to enjoy peace and views! Ample space for 4+ people and the included games were a hit. Kitchen was well stocked. Hot tub temperature was tepid and note that a skylight in the primary makes sleeping in difficult. Overall would stay again for any get together in a beautiful location!
Home in Port Townsend
4.67 out of 5 average rating, 3 reviews

Best Life at the Point

MargueriteRating, 5 stars20 months ago
The condo was in a beautiful location with a park/picnic area behind the condo. Saw deer there each evening. Had a nice balcony overlooking the park area. The beds were comfortable and the living room relaxing. Kitchen was well stocked with pots and pans and everything needed to cook family meals. Only problem we had was the stairs going down to bedrooms AND up to the living room and kitchen, and more stairs up to the loft. My sister and I both have mobility problems so the many stairs were a challenge for us. The listing did not mention the stairs.
Guest favourite
Home in Coupeville
5 out of 5 average rating, 6 reviews

Oceanside Cottage Est. 1860s

ElizabethRating, 5 stars3 months ago
This place is beautiful— such amazing views and really well set up! We had a great time and enjoyed seeing deer every morning. The house is super nice and a lot of space. Would definitely stay again!
Home in Coupeville
5 out of 5 average rating, 4 reviews

Beach Getaway to Ocean View, Sunset, Walk to Beach

MorganRating, 5 stars8 months ago
We had a lovely weekend at Ilana's home! The house is very clean, comfortable, and homey. We were a group of 4 friends (and a 2 year old) and it was the perfect setup for us to spend a few days making home cooked dinners, walking to the beach, and enjoying each other's company at the house. Ilana was incredibly responsive and attentive to our needs. I would gladly stay here again - we had a really nice time!

Apartment rentals with a pool

Apartment in Port Ludlow
4.53 out of 5 average rating, 32 reviews

3BR Bayview 1st-Floor | Deck | Pool

Nicole AnneRating, 5 stars1 month ago
Decided to do a last minute family trip to Port Ludlow and location was very peaceful. We loved the home and the extra amenities that it had inside and it was definitely family friendly! Will be booking again in the future!
Apartment in Port Ludlow
4.94 out of 5 average rating, 18 reviews

Splendid View from Villa by the Bay

LyndaRating, 5 stars4 months ago
The condo was great in every way for our visit and for our purposes. We especially appreciated the comfortable beds, the well-equipped kitchen, the large dining table (instead of the common, but ridiculous Air BnB bistro table that barely accommodates one person), and the good quality linens. Joyce was a great communicator until we checked-out, then I never heard from her again and was hoping to get a response to my messages. Joyce was able to coach me through the TV and DVD player's connections and was able to troubleshoot from afar. This was impressive! This property won't be available for long as it is being sold. That's too bad as we would love to rent it again in the future. Highly recommend Joyce as a property manager.
Apartment in Freeland
4.5 out of 5 average rating, 16 reviews

Beachfront Condo - Mutiny Bay by AvantStay | Views

LinneaRating, 5 stars12 months ago
We enjoyed our stay and it met our needs. The area was very quiet and the neighborhood felt safe. I may have missed it in the description but there is a set of stairs to get to the front door that might be difficult for some folks. The space was nicely laid out and the details were well thought out. We weren't missing anything during our stay.
Apartment in Freeland
4.75 out of 5 average rating, 8 reviews

Beachcomber's Bliss - AvantStay | Steps to Beach

AudreyRating, 5 stars6 months ago
The condo was extremely clean and well stocked! The complimentary pizza saved us when we got in late. The heat light in the bathrooms were fantastic! Only regret was that we couldn’t stay longer.
Apartment in Port Ludlow
4.72 out of 5 average rating, 18 reviews

Lovely bayview 2BR with pickleball, hot tub, pools

JennaRating, 5 stars4 months ago
The location was great and tons of walking trails in Port Ludlow. Everyone was friendly. Pool facility was great! The listing itself was fantastic! Our youngest made the loft her nook, where she felt a part of everything, but also nicely away. Record player, great sound system, great light, view, super quiet! We joked that if anything was missing, it was because someone else had taken it, because it was a wonderful 3 day stay, and a central location to visit Victoria, Port Townsend, grab groceries on the way in, in Poulsbo or SIlverdale, since the location is a bit secluded once you get there, but that makes it extra special and we can't wait to come back in the summer! Thank you! We are excited to visit again and took a great day trip from Port Angeles to Victoria from here too!
Apartment in Port Ludlow
4.65 out of 5 average rating, 17 reviews

2BR ground-floor condo with indoor/outdoor pools

MaggiRating, 5 stars4 months ago
We have been traveling to Washington each Thanksgiving to spend time with my father. This is a great location for him—there are no steps, making it easy for him to access. The kitchen is well supplied with cooking basics like pots and pans and measuring cups/spoons. There was a leak in one of the bathrooms, but it did not hamper our experience.
Apartment in Port Ludlow
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