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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Holiday home in Coupeville

4.95 out of 5 average rating, 59 reviews

Beach Dreams on Whidbey! Beachfront! 2 King Beds

Stunning Beachfront Paradise! This architectural mid-century modern home sleeps 8+ with vaulted ceilings offering panoramic views of the ocean, Olympics, Coupeville Ferry, marine traffic and all the wildlife you can imagine! Beachcomb, watch dolphins, whales, seals, porpoises, eagles and all types of native birds. Adventure out kayaking, ride bikes to jump on ferry to Port Townsend or explore Fort Casey. Bring the whole family or enjoy the seclusion yourself in the hot tub or at the firepit!

Top guest favourite

Cottage in Oak Harbor

4.97 out of 5 average rating, 96 reviews

Sandpiper Haven: Whidbey Waterfront Beach House

Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains and all the comforts of home including Air Conditioning. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat.

Guest favourite

Flat in Port Ludlow

4.95 out of 5 average rating, 41 reviews

3 BR Condo w/Water Views - Steps to Dining + Beach

Come enjoy a beautiful and quiet stay at the Hudson, a recently remodeled Port Ludlow condo steps away from the beach! 3 bedrooms with ensuites are perfect for two families or couples looking for a getaway. Relax at the beach or at the beach club where you'll find two heated pools (outdoor and indoor), an exercise facility, tennis and pickle ball courts. Outdoor pool is open Memorial Weekend to early Sept. This is the perfect place to disconnect from the city and enjoy comfortable amenities!

Superhost

Home in Camano

4.95 out of 5 average rating, 62 reviews

Quiet Waterfront Home with Stunning Sunset Views

Situated on a quiet street on Camano Island's Madrona Beach, this villa has it all. Heated swimming pool (May-Sep), private yard, a patio overlooking the beach, outdoor dining... And that's just the outside. Inside boasts a modern kitchen, a premium espresso machine with milk frother, theater, Sonos audio, and gigabit internet. The downstairs master bedroom is perfect for people with mobility limitations. Camano Island is full of natural beauty, but you won't want to leave the house.

Guest favourite

Home in Kingston

4.93 out of 5 average rating, 116 reviews

Waterfront Gamble Bay House +Seasonal Heated Pool

Take a break with people you love! Enjoy the wrap around porch and two balconies over looking Port Gamble Bay (part of Puget Sound) In the evenings enjoy beautiful sunsets over the forest on the other side of the bay and in the morning fall in love with the fog that clings to the trees across the water. Explore the shore down the steps and harvest some oysters for dinner! In the summer months enjoy the private outdoor heated pool. Guests can expect a heated pool May- October ish.

Guest favourite

Home in Coupeville

4.98 out of 5 average rating, 53 reviews

Ocean View Whidbey Island Retreat

A walk to the beach and minutes from downtown Coupeville, this brand new, beautifully decorated home features all the amenities you need for a comfortable and relaxing stay, including stunning ocean views, access to the Sierra Country Club pool ($5 for guests), and nearby beach access (15 minute walk). Book your stay today and experience the magic of Whidbey Island! Our home always provides free early and late check out so you can start your vacation early and sleep in late!

Guest favourite

Home in Coupeville

4.93 out of 5 average rating, 177 reviews

Ebey Landing Ocean View Retreat on Whidbey Island

Relax & enjoy your Whidbey Island Getaway. Spacious, Open design and newly renovated. Unforgettable sunsets and relaxing views of the Olympic Mountains and the Juan de Fuca Strait. Melt into the couch while watching eagles soaring throughout the sky, ships quietly passing by, and the waves break against the bluff. Highspeed internet for remote work and entertaining. Modern kitchen, formal dining, spacious living are await for you to enjoy a great vocation stay.

Guest favourite

Cottage in Hansville

4.99 out of 5 average rating, 105 reviews

Two Bedroom Cottage - Sandy Beach Access + Hot Tub

Sea-Quel is nestled on a quiet lane of generational Hood Canal homes that have served as a retreat for more than 50 years. For summertime vacations, our little community has a private pool, tennis courts, and a sandy beach filled with shells and treasures. The winter months call for forest walks, beach combing after stormy weather, cider tours, and soaking in the hot tub after dark. Sea-Quel is our own magical getaway and we want to share it with you!

Top guest favourite

Apartment in Port Ludlow

5 out of 5 average rating, 9 reviews

Seaside Escape - 2 + Bedrooms

Relax at this unique and tranquil getaway. Enjoy the beautiful views of Port Ludlow Bay. There are 2 bedrooms on the main floor, each with a bathroom. For a small additional fee the 2 upstair bedrooms, each with a bathroom, can be included. The entire condo sleeps 10 with 4 bathrooms. Information on how to access the two upstairs bedrooms can be found by clicking "Show More". Full kitchen. Many fun activities in the area.

Guest favourite

Home in Coupeville

4.93 out of 5 average rating, 28 reviews

Admiral's Seaglass Sanctuary

Admiral’s Seaglass Sanctuary is located in the center of the island so you can enjoy all Whidbey has to offer. Perfectly located for walk on ferry enthusiasts to Port Townsend, hikers, cyclists, historians, and those who enjoy bird watching or sea life. Regarding the "Other Details to Note" category below please contact the owner for website to review the schedule. The schedule is posted one week in advance.

Guest favourite

Home in Coupeville

4.91 out of 5 average rating, 136 reviews

Unique Open Concept Log Home

Make some memories at this unique getaway. Family friendly home with access to a private beach, pool (seasonal) and playground. A true nature lover's getaway. The grand ceilings add to the serenity that this home exudes. Enjoy the sunsets from the covered porch or on the sand. Centrally-located we are a short drive to just about everything on the island. Lots of things to do close by as well.

Guest favourite

Home in Coupeville

4.83 out of 5 average rating, 193 reviews

Whidbey Island Retreat since 1997

4 bedroom, 2.5 bath home near Coupeville, WA. This fully furnished home sleeps up to 10. The great room upstairs takes advantage of the 200 degree water and mountain views. The back yard hosts a fire pit and a kid's fort on a small lake. There is an additional charge of $20/person/night for 7 or more people.