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.

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Top Guest favourite

Holiday home in Coupeville

4.96 out of 5 average rating, 69 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, 99 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.

Top Guest favourite

Villa in Clinton

4.99 out of 5 average rating, 74 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 favourite

Home in Coupeville

5 out of 5 average rating, 17 reviews

Olympic View Retreat

Whatever "escape" means to you, this home can be your perfect getaway. Spacious enough for a small family or group of friends, but still very comfortable. Hiking, biking, fishing, and other outdoor activities surround you. Just 10 minutes away, the dreamy town of Coupeville offers delicious dining options, shops, galleries, and more. Need to connect to work for a bit, or just want to hunker down and read, play games, or watch movies? This home is configured to meet your needs. Enjoy!

Superhost

Home in Camano

4.95 out of 5 average rating, 64 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, 122 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

4.92 out of 5 average rating, 186 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

4.98 out of 5 average rating, 114 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!

Superhost

Home in Coupeville

4.91 out of 5 average rating, 33 reviews

Getaway in Admirals Cove; pool and beach access

Welcome to our newly updated island getaway centrally located minutes from Coupeville, Ft. Casey, Greenbank Farm, and the Pt. Townsend ferry among other island favorites. Our home is perfect for the day tripper wanting to explore all the island has to offer. Additionally, the Admiral's Cove Pool is open for the Summer season from 5/25 thru 9/2, and costs $5 for a single-day swim pass. (See Admiral's Cove Beach Club website for current details)

Guest favourite

Home in Coupeville

4.95 out of 5 average rating, 63 reviews

Luxury Ocean Escape

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 has a 12 PM check in and 3PM check out.

Guest favourite

Home in Coupeville

4.94 out of 5 average rating, 32 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

4.92 out of 5 average rating, 149 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.