
Vacation rentals with a pool in Oak Harbor
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Top-rated rentals with a pool in Oak Harbor
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!

Contemporary Poolside Paradise w/ Hot Tub
Our beautiful home features a private pool and backyard oasis perfect for relaxing and entertaining. The interior boasts a sleek and contemporary design with all the amenities you need for a comfortable stay. With spacious living areas, fully-equipped kitchen, and comfortable bedrooms, our home is the perfect getaway for families or groups of friends. Conveniently located near local attractions, restaurants, and shopping, our home offers the best of both worlds. *Pool is heated 85°F April-Oct*

Garden Cottage w/Pool at the Sunburnt Mermaid
Stay at the Sunburnt Mermaid Cottages by boat (nearby marina), ferry or plane. Hot tub with views of sparkling waters of Westsound. Early arrival/late departure at $25/hour when available. Heated Pool (May 15-Sept 25th) ,Fire Pit, outdoor barbecue/ kitchen. Kayak rentals available. Enjoy our Organic vegetable gardens and fruit orchard. Guest rooms have microwave, toaster, fridge, tea kettle, hot plate, internet and ROKU TV. Private exclusive hot tub use October through April 30. Max 2 adults.

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.

Sunset View Retreat with Patio & Ocean Panoramas
<b>Juan de Fuca Strait · Olympic Mountains · Steps from Beach & Pool 🏠2,300 sqft 🛜1 Gbps WiFi </b> Escape to this tastefully decorated split-level home in the peaceful Sierra Country Club community — a quiet beach enclave on Whidbey Island. Step out onto the spacious patio deck and let the day melt away as the sun sinks behind the Olympic Mountains over the shimmering Juan de Fuca Strait. 🌅 Big windows pour in natural light and frame those breathtaking water views from nearly every room.

Colorful Container Home on 13 acre estate
Modern, yet cozy 1BR/1BA container home in Gardiner, WA—perfectly situated between Sequim and Port Townsend, with easy access to Olympic National Park. Features a full kitchen, bright open layout, and a sunny deck with dining area and views of Discovery Bay and the San Juan Islands. Minutes from 7 Cedars casino, yet tucked away on a peaceful country estate. Come expeirence one of the best rated AirBnB's in the world! 5.0 rating with over 200 reviews! We look forward to hosting you.

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.

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.

Rosario Condo - Views/Two Queen Beds
Recently renovated upscale Rosario condo with stunning views of Cascade Bay & the Rosario Mansion. Features two NEW queen beds, private deck, parking, and trail access to Moran State Park next door. Enjoy luxury bedding, 50" 4K Roku TV, Blu-ray, Nespresso, ice maker, fridge, microwave, electric fireplace, and private bath. Stay at The Residences— former Rosario Resort & Spa rooms reimagined for comfort, with infinity bay views!

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.

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.
Popular amenities for Oak Harbor rentals with a pool
House rentals with a pool

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Quiet Waterfront Home with Stunning Sunset Views

Olympic View Retreat

Private Pool, Pickleball/BBall, Putting Green+

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The Nest - Whidbey Island
Condo rentals with a pool

I Love Mukilteo

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Other vacation rentals with a pool

King Suite in Rosario w/Views

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A Private Retreat

Studio Deluxe Cottage *Private Hot Tub* Sleeps 4!

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Rosario Condo with a View/King Bed
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- University of Washington
- Space Needle
- Seattle Aquarium
- Seattle Center
- Woodland Park Zoo
- Bear Mountain Golf Club
- Marymoor Park
- Climate Pledge Arena
- Chateau Ste. Michelle Winery
- Salt Creek Recreation Area
- Discovery Park
- Amazon Spheres
- Port Angeles Harbor
- Birch Bay State Park
- 5th Avenue Theatre
- Craigdarroch Castle
- Deception Pass State Park
- Willows Beach
- Olympic Game Farm
- Golden Gardens Park
- Kerry Park
- Waterfront Park
- Moran State Park
- Benaroya Hall




