Vacation rentals with a pool in Whidbey Island

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Top-rated rentals with a pool in Whidbey Island

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Guest favorite

Guest suite in Burlington

4.98 out of 5 average rating, 160 reviews

Dapper Swan Landing- Private Entry Suite

Dapper Swan Landing is set in the Skagit Golf Club area, with a Skagit Valley view. Guests are treated to an impeccably clean, well-appointed suite and much more! Enjoy indoor/outdoor bistro-like areas for leisure, coffee or libations. Experience Skagit’s world-class bounty of fresh seafood and farm produce. Refresh yourself in our swimming pool or hot tub after a memorable day hiking, cycling, skiing, fishing or exploring nearby farms, towns, parks, rivers, lakes, beaches, islands & mountains!

Guest favorite

Villa in Clinton

4.99 out of 5 average rating, 67 reviews

Indoor Swim Spa/Hot tub with Bay View & Vineyard

Over 4000 sf island getaway with expansive water & mountain views from this coveted sweet spot on beautiful Whidbey Island! Includes spacious primary en-suite, living, kitchen & dining room, and all west facing views. Downstairs a playroom with swim spa & hot tub, steam sauna & weight room. Escape to your outdoor living area and listen to the waterfall of the koi pond or the crackle of a fire in your river rock fireplace, as you swirl your wine glass and savor the sunset over the vineyard.

Guest favorite

Rental unit in Port Ludlow

4.97 out of 5 average rating, 35 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!

Guest favorite

Cottage in Oak Harbor

4.95 out of 5 average rating, 87 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. 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. Book your stay today!

Guest favorite

Home in Camano

4.95 out of 5 average rating, 60 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 favorite

Vacation home in Coupeville

4.97 out of 5 average rating, 34 reviews

Beachfront Abode at Admiralty Bay

Breathtaking ocean and Olympic Mountain View’s from your own private beach. Spot otters, seals, eagles, porpoise and even whales while sipping coffee on the porch. A beachcombers paradise with miles of unobstructed beach to stroll. There’s plenty of room for the whole gang in this spacious three bedroom cottage. Complete with a full kitchen and two full bathrooms. Make memories with our well stocked game cabinet or cozy up by the fireplace with with a good book! Relaxation awaits!

Guest favorite

Home in Coupeville

4.93 out of 5 average rating, 168 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 favorite

Guest suite in Mukilteo

4.97 out of 5 average rating, 498 reviews

Seaside Suite by Mukilteo Beach

Our studio apartment has a private entrance and a private Juliet balcony to enjoy stunning views of Puget Sound. Sleep in comfort on a Tempurpedic bed with adjustable head and foot lift. Additional sofa bed for extra guests. All necessities provided. Private indoor pool with views out to Puget Sound. Many attractions are within a 10 minute walk, including Mukilteo beach, the ferry terminal, the Sounder train to downtown Seattle or Mukilteo town.

Guest favorite

Home in Coupeville

4.97 out of 5 average rating, 32 reviews

Private beachfront escape in historical Coupeville

Minutes from downtown Coupeville, the Sea View Cottage is a perfect destination for a getaway from the hustle and bustle of the city. Enjoy scenic views of Admiralty Inlet and the Olympics, paddle board with the porpoises, and take a dip in the beachfront community pool during the summer. This fully stocked destination has been a go-to vacation gem for our family and now for yours! Your perfect beach vacation is just a click away!

Guest favorite

Home in Coupeville

4.9 out of 5 average rating, 119 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 favorite

Home in Coupeville

5 out of 5 average rating, 43 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!

Guest favorite

Home in Coupeville

4.84 out of 5 average rating, 190 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.