Vacation rentals with a pool in Whidbey Island

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.

Calm, serene ocean view chalet

Beautiful home in a calm, relaxing quiet setting. Downstairs has large master bedroom with full bathroom, and an attached Retro Lounge. Completely stocked kitchen with dining space. Two full bathrooms downstairs and a cozy living room with a propane wood stove. Back yard has a lovely view of the ocean, seating, hammock, and a bistro table for al fresco dining. Upstairs has two bedrooms, one with a queen bed the other with a single.The upper deck with a gorgeous ocean view and seating for two.

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.

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!

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.

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.

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.

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!!!

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