
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.

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.

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.

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.

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.

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!

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.
Popular amenities for Whidbey Island rentals with a pool
House rentals with a pool

2BR Bayview Whidbey Island Dog Friendly | Pool

Beach Lookout Retreat by AvantStay | Rooftop Views

Whidbey Island Retreat

Lovely Coupeville Home w/ Puget Sound Views!

Waterfront Home in LaConner

Oceanside Cottage Est. 1860s

The Nest - Whidbey Island

5 star•Epic Sunsets• Perfect Getaway•Close to town
Apartment rentals with a pool

I Love Mukilteo

Discovery Bay, WA, 2-Bedroom Deluxe #1

Beachcomber's Bliss - AvantStay | Steps to Beach

Mutiny Bay Condo by AvantStay | Walk to the Beach

Water Views & Marina Access: Port Ludlow Getaway

Comfy Condo in Port Ludlow

1BR ground-floor condo with indoor/outdoor pools

Discovery Bay, WA, 2-Bedroom Loft #1
Other holiday rentals with a pool

Discovery Bay 2-Bedroom w/Loft - 5 Beds, Sleeps 8!

Discovery Bay - 2BR - Loft

4BR condo with waterfront views

2 BR condo with stunning water views

WorldMark Discovery Bay 2-Bedroom Condo w/Loft!
Destinations to explore
- Vancouver Holiday rentals
- Seattle Holiday rentals
- Fraser River Holiday rentals
- Puget Sound Holiday rentals
- Vancouver Island Holiday rentals
- Portland Holiday rentals
- Whistler Holiday rentals
- Eastern Oregon Holiday rentals
- Moscow Holiday rentals
- Greater Vancouver Holiday rentals
- Willamette Valley Holiday rentals
- Victoria Holiday rentals
- Flat rentals Whidbey Island
- Beachfront rentals Whidbey Island
- Guest house rentals Whidbey Island
- Rentals with an EV charger Whidbey Island
- Rentals with a patio Whidbey Island
- Rentals with a kayak Whidbey Island
- Rentals with breakfast Whidbey Island
- Tiny house rentals Whidbey Island
- House rentals Whidbey Island
- Fitness-friendly rentals Whidbey Island
- Family-friendly rentals Whidbey Island
- Cottage rentals Whidbey Island
- Rentals with a fireplace Whidbey Island
- Rentals with outdoor seating Whidbey Island
- Rentals with a hot tub Whidbey Island
- Rentals with lake access Whidbey Island
- Rentals with a firepit Whidbey Island
- Rentals with beach access Whidbey Island
- Cabin rentals Whidbey Island
- Bed and breakfasts Whidbey Island
- Rentals with a washing machine and dryer Whidbey Island
- Hotel rentals Whidbey Island
- Apartment rentals Whidbey Island
- Farm stay rentals Whidbey Island
- Private suite rentals Whidbey Island
- Rentals with an accessible-height toilet Whidbey Island
- Waterfront rentals Whidbey Island
- Campsite rentals Whidbey Island
- Pet-friendly rentals Whidbey Island
- Rentals with pools Island County
- Rentals with pools Washington
- Rentals with pools United States
- University of Washington
- Space Needle
- Woodland Park Zoo
- Seward Park
- Remlinger Farms
- Seattle Center
- Marymoor Park
- Chateau Ste. Michelle Winery
- Point Defiance Zoo & Aquarium
- Amazon Spheres
- Lake Union Park
- Fourth of July Beach
- Willows Beach
- 5th Avenue Theatre
- Point Defiance Park
- Wallace Falls State Park
- Seattle Aquarium
- Discovery Park
- Deception Pass State Park
- Lynnwood Recreation Center
- Golden Gardens Park
- Olympic Game Farm
- Benaroya Hall
- Scenic Beach State Park




