
Vacation 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.
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Vacation rentals for every style
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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 reviews2BR Bayview Whidbey Island Dog Friendly | Pool
DrewRating, 5 stars4 months ago
Great view and lovely, modern home with thoughtful touches.
Guest favorite

Home in Coupeville
4.93 out of 5 average rating, 28 reviewsAdmiral's Seaglass Sanctuary
MarkRating, 5 stars7 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 reviewsDriftwood Lindal
JenRating, 5 stars1 month 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, 95 reviewsWhidbey Island Retreat
BryanRating, 5 stars1 month ago
Ashley's place is gem for families! There are things to do inside and outside! Although it was raining during our stay and we couldn't use the amenities outside (lake access etc), the inside of the home offered entertainment options, especially for the kids.

Home in Port Townsend
4.67 out of 5 average rating, 3 reviewsBest Life at the Point
MargueriteRating, 5 stars21 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 favorite

Home in Coupeville
5 out of 5 average rating, 7 reviewsOlympic View Retreat
PaulRating, 5 stars1 day ago
We have stayed here several times and absolutely LOVE this place. Jamie and Joe are consummate hosts and they even have a family or two of deer in their backyard that make for wonderful entertainment. Can't wait to come back!
Guest favorite

Home in Coupeville
5 out of 5 average rating, 6 reviewsOceanside 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 reviewsBeach 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!
Condo rentals with a pool

Condo in Port Ludlow
4.94 out of 5 average rating, 18 reviewsSplendid 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.

Condo in Freeland
4.87 out of 5 average rating, 39 reviewsMutiny Bay Condo by AvantStay | Walk to the Beach
KellyRating, 5 stars5 months ago
Came here for a girls weekend. I love this location and being right on the beach on Mutiny Bay, one of the most beautiful sandy beaches on Whidbey, you are not far from Coupville or Langley. My heart is on Whidbey as my parents retired and lived here, and I have fond memories of being up here, so I always try to find a way to stay here every year. Well stocked, beautiful bathrooms, very comfortable beds, and great view from the living room and Patio. There is a path down a slight hill that leads you to the beach. To note, there are stairs going down to the entrance and if you arrive at night it can be pretty dark, they do have a motion light that comes on but does not stay on very long and there is a key box with a rolling combination that was really hard to see the numbers to get the key out of the box , we had to try several times to get it to open. Suggestion it would be great if they updated the lock on the door to a keyless door entry. Will be back to stay, loved it.

Condo in Freeland
4.5 out of 5 average rating, 16 reviewsBeachfront 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.

Condo in Port Ludlow
New place to stayComfy Condo in Port Ludlow
SarahRating, 5 stars2 weeks ago
We had an amazing time. The condo was spacious and equipped with anything you would need, and the host put a lot of care into the details. The space was spotless, cozy, and the location was ideal — close to all the sights we wanted to explore, yet peaceful for relaxing evenings. We highly recommend this place to anyone seeking a beautiful and restful retreat!

Condo in Port Ludlow
4.65 out of 5 average rating, 17 reviews2BR 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.

Condo in Port Ludlow
4.53 out of 5 average rating, 32 reviews3BR 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!

Condo in Freeland
4.8 out of 5 average rating, 10 reviewsBeachcomber's Bliss - AvantStay | Steps to Beach
AnnRating, 5 stars2 weeks ago
We have stayed at this complex many times, but this was the first in this particular unit. The location is stunning and can't be beat. We were there off season so no pool and even the tennis court didn't have a net up on it to use, which we otherwise would have. But the star of the show is the beach and access to other things on the island. The condo itself has had some updating and is free of clutter and cleanly appointed. Kitchen had all we needed dish-wise and we cooked quite a bit. Note, there isn't much by way of spices or pantry extras. A little tea and coffee, basically. Would recommend changing out the stained and fading shower curtain, but other than that, it's well maintained. I miss the days of communicating with a real owner and not a service. Then comes the nickel and diming early arrival or late checkout. Still, avantstay was responsive in its communications and brought over some needed items very promptly. It's a great place for families. Recommend.
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- University of Washington
- Kerry Park
- Space Needle
- Remlinger Farms
- Woodland Park Zoo
- Whatcom Falls Park
- Seward Park
- Amazon Spheres
- West Beach
- Seattle Center
- Seattle Aquarium
- Marymoor Park
- Golden Gardens Park
- Seattle Public Library
- Wallace Falls State Park
- Willows Beach
- Craigdarroch Castle
- Victoria Golf Club
- Bear Mountain Golf Club
- Crescent Beach
- Olympic Sculpture Park
- Jackson Beach
- Olympic View Golf Club
- Seattle Waterfront
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