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Holiday rentals with a pool in Whidbey Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Whidbey Island

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.
Holiday home in Coupeville
4.96 out of 5 average rating, 83 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
Home in Edmonds
4.93 out of 5 average rating, 143 reviews

Luxury 8 beds Villa with Pool & Resort Amenities

Here’s what you’ll enjoy during your stay: Private Heated Pool & Hot Tub Backyard Mini-Golf Course Heated Outdoor Seating Area Outdoor Barbecue & firepit Game Room Sauna 5 bedrooms: 8 double beds +2 air beds 4 baths: linens & toiletries 2 Walk ins closets 2 Living Rooms 1 Luxury Gourmet Kitchen 1 Kitchenette Dining room:8 seats+6 fold chairs 2 Fireplace & Large TVs 2 Pack & Plays, High Chair & Safety Gate High-Speed Wi-Fi & Entertainment Great for business meetings & remote workers Pet friendly

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, 108 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
Home in Coupeville
5 out of 5 average rating, 33 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!

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, 131 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
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, 197 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
A modern kitchen area features white cabinetry and open shelving displaying various kitchenware. A round dining table is accompanied by transparent chairs, while a gray sofa with decorative pillows sits in the foreground. Light streams in through large windows, enhancing the inviting space.
Guest suite in Mukilteo
4.97 out of 5 average rating, 558 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.

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, 42 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
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
4.92 out of 5 average rating, 168 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.

Top Guest favourite
The studio features a spacious bed covered in soft linens, paired with decorative pillows. A small dining area with a table and chairs is visible, alongside a entertainment setup including a mounted TV. Natural light floods the room through lightly draped windows, enhancing the calm ambiance.
Guest suite in Edmonds
5 out of 5 average rating, 100 reviews

Edmonds Seaside Studio | Walk to Town and Train

Guest Favorite! Peaceful, private studio just steps from downtown Edmonds. Enjoy a comfy queen bed, full kitchen, fast WiFi, private entry, and dedicated parking. Walk to cafés, parks, the beach, and the ferry—or take the train one mile away for easy access to Seattle, Lumen Field, and even Vancouver. A quiet coastal retreat with the convenience of the city nearby!

Top 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
4.95 out of 5 average rating, 81 reviews

Whidbey Ocean Overlook~Community Club Pool Access

A walk to the beach and minutes from downtown Coupeville, this 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). The best nights sleep most guests have had in years!!!

Guest favourite
Home in Clinton
4.95 out of 5 average rating, 63 reviews

Beachfront home with Pool, Hot Tub, and Fire pit

- Private Pool AND hot tub overlooking the water - Your own private beach with access from the front yard - Two kayaks with life jackets and paddles - Smart TV with Netflix, Hulu, and Spotify - High-speed Wi-Fi - Fully stocked chef’s kitchen and coffee - Blackout shades and luxury linens in every bedroom - In-unit washer and dryer

Popular amenities for Whidbey Island rentals with a pool

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