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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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Top guest favourite
A spacious living area features large windows providing panoramic views of the water. A sectional couch, adorned with plush pillows and throws, offers ample seating. A wooden coffee table sits on a decorative rug, while a telescope is positioned nearby to enjoy the scenery.
Vacation home in Coupeville
4.96 out of 5 average rating, 78 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
A charming single-story home is set against a serene waterfront backdrop, featuring a rustic facade and a welcoming entrance. A tranquil deck area includes a table and chairs, with a distant view of a pier extending into the calm waters.
Cottage in Oak Harbor
4.97 out of 5 average rating, 103 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
The exterior of a spacious house is viewed from above, showcasing a welcoming entrance illuminated by soft lighting. Surrounding the property are lush green fields, a vineyard, and panoramic views of the water and mountains in the distance.
Villa in Clinton
4.99 out of 5 average rating, 78 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
An outdoor deck is set with a dining table and chairs shaded by a bright red umbrella. Lush greenery surrounds the area, while glimpses of water can be seen in the background. The space is ideal for al fresco dining and enjoying scenic views.
Home in Coupeville
5 out of 5 average rating, 25 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
The exterior of the villa features a heated swimming pool, reflecting the colorful sunset skies. A patio area includes a dining table under an umbrella, complemented by lounge chairs, creating an inviting space for relaxation.
Home in Camano
4.96 out of 5 average rating, 68 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
The exterior of a spacious two-story house is surrounded by lush greenery. A wraparound porch features wooden railings and seating areas. A private, heated pool is visible in the yard, offering a serene outdoor space for relaxation and enjoyment.
Home in Kingston
4.93 out of 5 average rating, 129 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
The exterior view of the property highlights a spacious deck with outdoor seating arranged around a fire pit. A refreshing pool is visible next to lush green grass, with forested surroundings and a nearby building entrance leading to the main floor.
Home in Edmonds
4.95 out of 5 average rating, 20 reviews

Luxurious Stay, Beautiful Views!

The whole group will be comfortable in this spacious, unique and beautiful space. With gorgeous views and a short walk to the water. This space is packed with so many amenities. Relax in the hot tub or jetted tub, ease away those aches in the sauna or massage chair. Watch movies on a massive 98 inch screen, cook a gourmet meal on our commercial grade stove in a packed kitchen. Enjoy the serenity peace and relaxation this home offers. Events allowed for additional fee.

Guest favourite
A spacious living area is highlighted by large windows offering views of the water. A comfortable sofa is paired with an armchair, and a coffee table sits atop a soft area rug. Decor elements include a painting of ocean waves and a small table with fresh flowers.
Home in Coupeville
4.92 out of 5 average rating, 191 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.

Top guest favourite
The exterior of the house features multiple stories clad in gray-blue shingles, with large windows allowing ample natural light. A spacious front yard is surrounded by greenery, and a driveway leads to an elevated entrance beneath the home. Blue skies and distant trees frame the scene.
Home in Coupeville
4.95 out of 5 average rating, 39 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.

Top guest favourite
An outdoor area showcases a gravel pathway leading to the entrance of a modern home, surrounded by lush greenery and tall trees. A panoramic view of the water is visible in the background under a clear blue sky.
Home in Coupeville
4.97 out of 5 average rating, 92 reviews

Whidbey Island Vacation with a View

Bird’s Eye is a peaceful, thoughtfully curated hilltop retreat on Whidbey Island with sweeping views of Puget Sound and Mt. Baker. Near Coupeville and Ebey’s Landing yet blissfully private, it’s perfect for a romantic escape or quiet solo stay. Relax on the patio, watch wildlife, stargaze by the fire pit, and enjoy cozy, artful interiors stocked with every thoughtful touch. Your serene island sanctuary awaits.

Guest favourite
A rustic, two-story log cabin features a distinctive red roof and expansive covered porches. Large windows allow for natural light to fill the interior, while lush greenery surrounds the home. The design combines natural materials with a warm and inviting structure.
Home in Coupeville
4.91 out of 5 average rating, 160 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
A cozy porch area features two red Adirondack chairs positioned on a grassy lawn, offering views of the sunset. The horizon glows with warm colors while the home’s exterior is painted in soft blue, complementing the serene environment.
Home in Coupeville
4.96 out of 5 average rating, 72 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!

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