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Holiday rentals with a pool in Whidbey Island

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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 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, 109 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
An aerial view captures the tranquil Port Ludlow Inlet, showcasing a marina filled with boats. Further back, green hills rise against a clear blue sky, while a parking area and neatly arranged pathways are visible along the shoreline.
Apartment in Port Ludlow
5 out of 5 average rating, 8 reviews

Comfy Condo in Port Ludlow

Nestled in the picturesque Port Ludlow Inlet, this charming home offers a perfect retreat for those seeking a relaxing getaway with scenic views. Relax on the patio with a good book or go on an exhilarating hike; this condo has something for everyone. With 27 miles of trails and golf available nearby, there's no shortage of activities to enjoy. You'll have access to the resort's many shared amenities, including indoor and outdoor pools, pickleball courts, a hot tub, sauna, and fitness center.

Superhost
Home in Coupeville
4.91 out of 5 average rating, 230 reviews

Sunset View Retreat with Patio & Ocean Panoramas

<b>Juan de Fuca Strait · Olympic Mountains · Steps from Beach & Pool 🏠2,300 sqft 🛜1 Gbps WiFi </b> Escape to this tastefully decorated split-level home in the peaceful Sierra Country Club community — a quiet beach enclave on Whidbey Island. Step out onto the spacious patio deck and let the day melt away as the sun sinks behind the Olympic Mountains over the shimmering Juan de Fuca Strait. 🌅 Big windows pour in natural light and frame those breathtaking water views from nearly every room.

Guest favourite
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, 75 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.

Superhost
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, 202 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
Home in Coupeville
4.94 out of 5 average rating, 16 reviews

The Nest - Whidbey Island

Escape to this stunning waterfront home on Keystone Ave, Coupeville. Enjoy panoramic views of the Puget Sound & Olympic Mountains from your private deck or hot tub. Watch whales, dolphins, and eagles daily. Perfect for families, friends, or romantic getaways. Steps to private beach, world-class fishing, kayaking, and hiking. Minutes from Coupeville, Port Townsend ferry, and Langley. Fully stocked for summer fun or cozy winter stays—this is Whidbey at its best.

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, 573 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
4.96 out of 5 average rating, 46 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, 175 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
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, 87 reviews

Whidbey Ocean Overlook with Summer 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!!!

Superhost
Home in Clinton
4.93 out of 5 average rating, 68 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

Top guest favourite
Cottage in Hansville
4.98 out of 5 average rating, 131 reviews

Sauna + Cold Plunge + Hot Tub & Red-light therapy

Sea-Quel is a Private Spa Retreat nestled on a quiet lane of generational Hood Canal homes that have served as family getaways for more than 50 years. The private hot tub, cold plunge, sauna, and red-light therapy meditation studio create a true Spa Experience without leaving the property. Come spoil yourself. You deserve it.

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