Holiday rentals with a pool in Island County

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!

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.

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.