Vacation rentals with a pool in Island County

Vacation home in Coupeville

A spacious living area features large windows providing panoramic views of the water. A sectional couch, adorned with plush pillows and throws, offers ample seating. A wooden coffee table sits on a decorative rug, while a telescope is positioned nearby to enjoy the scenery.

4.97 out of 5 average rating, 89 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!

4.96 out of 5 average rating, 28 reviews

The exterior view of the property highlights a spacious deck with outdoor seating arranged around a fire pit. A refreshing pool is visible next to lush green grass, with forested surroundings and a nearby building entrance leading to the main floor.

Home in Edmonds

Luxurious Stay, Beautiful Views!

Luxurious Stay with Pool, Spa & Beautiful Views Escape to this resort-style retreat in Edmonds featuring a heated pool, hot tub, sauna, chef’s kitchen, and multiple indoor and outdoor spaces designed for relaxing, entertaining, and unforgettable group stays. Perfect for families, friend groups, retreats, and special occasions, this spacious home comfortably hosts up to 12 guests and offers an ideal balance of luxury and convenience. Minutes from downtown Edmonds and a short drive to Seattle.

An outdoor deck is set with a dining table and chairs shaded by a bright red umbrella. Lush greenery surrounds the area, while glimpses of water can be seen in the background. The space is ideal for al fresco dining and enjoying scenic views.

4.98 out of 5 average rating, 40 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!

4.93 out of 5 average rating, 132 reviews

The exterior of a spacious two-story house is surrounded by lush greenery. A wraparound porch features wooden railings and seating areas. A private, heated pool is visible in the yard, offering a serene outdoor space for relaxation and enjoyment.

Home in Kingston

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.

5 out of 5 average rating, 25 reviews

Walk to Beach•2 King Beds•Community Pool

Welcome to Tide & Timber, a true Whidbey Island getaway! • 0.5 miles to the beach • Sleeps 7: 2 King beds, Queen bed, twin bed* • Fully equipped kitchen + wood stove • Fenced yard (dog friendly!), herb garden • Community beach, fire pits & seasonal pool • RV parking + power Minutes to Coupeville & the Port Townsend ferry for easy exploring. Community beach: The outdoor pool is open ~June-September, salmon fishing access, fire pits, park/playground, basketball, and horseshoes.

Superhost

A spacious living area is highlighted by large windows offering views of the water. A comfortable sofa is paired with an armchair, and a coffee table sits atop a soft area rug. Decor elements include a painting of ocean waves and a small table with fresh flowers.

4.92 out of 5 average rating, 202 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.

4.96 out of 5 average rating, 79 reviews

Home in Camano

Luxury Waterfront: Pool, Beach & Theater

Discover a luxurious multi-level beachfront villa on Camano Island's Madrona Beach. This serene coastal home offers direct beach access, a private heated pool (seasonal), a fire pit overlooking the Puget Sound, a dedicated theater room, and modern amenities for an unparalleled retreat. Perfect for families seeking tranquility and comfort, it comfortably accommodates a small group looking for a premium island escape.

The exterior of the house features multiple stories clad in gray-blue shingles, with large windows allowing ample natural light. A spacious front yard is surrounded by greenery, and a driveway leads to an elevated entrance beneath the home. Blue skies and distant trees frame the scene.

4.96 out of 5 average rating, 49 reviews

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.

A rustic, two-story log cabin features a distinctive red roof and expansive covered porches. Large windows allow for natural light to fill the interior, while lush greenery surrounds the home. The design combines natural materials with a warm and inviting structure.

4.93 out of 5 average rating, 188 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.

4.99 out of 5 average rating, 135 reviews

Cottage in Hansville

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.

The exterior of a two-story home is shown, featuring a large deck that overlooks the surroundings. The structure is painted in a soft gray with white trim. Flower beds with blooming flowers line the base, and a grassy area adds to the outdoor space.

4.84 out of 5 average rating, 209 reviews

Whidbey Island Retreat since 1997

4 bedroom, 2.5 bath home near Coupeville, WA. This fully furnished home sleeps up to 10. The great room upstairs takes advantage of the 200 degree water and mountain views. The back yard hosts a fire pit and a kid's fort on a small lake. There is an additional charge of $20/person/night for 7 or more people.