Vacation rentals with a pool in Whidbey Island

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Top-rated rentals with a pool in Whidbey Island

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Top guest favorite

Vacation home in Coupeville

4.96 out of 5 average rating, 72 reviews

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!

Top guest favorite

Cottage in Oak Harbor

4.97 out of 5 average rating, 100 reviews

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.

Guest favorite

Home in Coupeville

5 out of 5 average rating, 21 reviews

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!

Guest favorite

Home in Kingston

4.93 out of 5 average rating, 124 reviews

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.

Guest favorite

Home in Edmonds

4.92 out of 5 average rating, 129 reviews

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.

Guest favorite

Home in Coupeville

4.92 out of 5 average rating, 186 reviews

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.

Guest favorite

Cottage in Hansville

4.98 out of 5 average rating, 115 reviews

Two Bedroom Cottage - Sandy Beach Access + Hot Tub

Sea-Quel is nestled on a quiet lane of generational Hood Canal homes that have served as a retreat for more than 50 years. For summertime vacations, our little community has a private pool, tennis courts, and a sandy beach filled with shells and treasures. The winter months call for forest walks, beach combing after stormy weather, cider tours, and soaking in the hot tub after dark. Sea-Quel is our own magical getaway and we want to share it with you!

Guest favorite

Guest suite in Mukilteo

4.96 out of 5 average rating, 530 reviews

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.

Top guest favorite

Condo in Port Ludlow

5 out of 5 average rating, 9 reviews

Seaside Escape - 2 + Bedrooms

Relax at this unique and tranquil getaway. Enjoy the beautiful views of Port Ludlow Bay. There are 2 bedrooms on the main floor, each with a bathroom. For a small additional fee the 2 upstair bedrooms, each with a bathroom, can be included. The entire condo sleeps 10 with 4 bathrooms. Information on how to access the two upstairs bedrooms can be found by clicking "Show More". Full kitchen. Many fun activities in the area.

Guest favorite

Home in Coupeville

4.96 out of 5 average rating, 67 reviews

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! Our home has a 12 PM check in and 3PM check out.

Guest favorite

Home in Sequim

4.92 out of 5 average rating, 198 reviews

Modern luxe beachfront w/ Pool & Spa

A luxe modern coastal home on the beach with a heated indoor pool and spa with sweeping views of Discovery Bay, Protection Island, the Strait of San Juan De Fuca, and a lagoon. Located in the rain shadow directly between Port Townsend and Sequim. Pool & Spa are heated year-round, Pool at 85 degrees, Spa at 100 degrees. Enjoy Sequim and Port Townsend. 4 kayaks and a rowboat to launch from the private beach.

Guest favorite

Home in Coupeville

4.92 out of 5 average rating, 152 reviews

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.