
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!

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

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.

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!

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.

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.

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.

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.

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!

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!!!

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
House rentals with a pool

2BR Bayview Whidbey Island Dog Friendly | Pool

Whidbey Island Retreat

Puget Sound Waterfront Retreat

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Oceanside Cottage Est. 1860s

The Nest - Whidbey Island

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Private beachfront escape in historical Coupeville
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I Love Mukilteo

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Discovery Bay, WA, 2-Bedroom Loft Z #1

Discovery Bay, WA, *2 Bedroom S #1
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Lovely Coupeville Home w/ Puget Sound Views!
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- Seattle Aquarium
- University of Washington
- Space Needle
- Seward Park
- Seattle Center
- Woodland Park Zoo
- Lumen Field
- Lake Union Park
- Marymoor Park
- Chateau Ste. Michelle Winery
- Point Defiance Zoo & Aquarium
- Wallace Falls State Park
- Discovery Park
- Amazon Spheres
- Port Angeles Harbor
- Point Defiance Park
- 5th Avenue Theatre
- Willows Beach
- Olympic Game Farm
- Kerry Park
- Golden Gardens Park
- Deception Pass State Park
- Waterfront Park
- Kitsap Memorial State Park




