
Vacation 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.

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!

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.

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.

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!

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.

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.

Luxury 8 beds Villa with Pool & Resort Amenities
Welcome to our remodeled Edmonds Villa. 20mins from Downtown Seattle , 5 mins away and walkable distance to Historic Downtown Edmonds. This is a northwest living with a palms springs feel. The home sits on an over sized lot with its backyard facing the sound and mountains for wonderful afternoon sunset sky. It is located on an upscale Edmonds private compound. Our property is close to parks with pounds, natural trails, golf court, sports fields, kids playgrounds and more.

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.

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.

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.

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.

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!
Popular amenities for Whidbey Island rentals with a pool
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