
Holiday rentals with a pool in San Juan Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.
4.88 out of 5 average rating, 434 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!
4.97 out of 5 average rating, 104 reviews
Sudden Valley Retreat
Escape the city and enjoy our spacious 3200 sqft home in picturesque Sudden Valley. Create memories in our light-filled, open-concept living room and kitchen with/ french doors leading to outdoor seating and views of the forest. Watch a movie in our "theater room" with 85" TV and reclining sectional or have a game night in the garage complete with ping-pong, darts, and board games. Spread out over three floors, this is a great home to share with friends and family. No events or parties please.
4.97 out of 5 average rating, 108 reviews
Cottage at Sundara West-Heated Pool open all year
Views of Mt Baker in the quiet countryside. 3 bdrms, kitchen, dining & living areas, 1 bathroom with claw foot tub (difficult for elderly), gas grill, fire pit, & hot tub. Country sounds abound —coyotes, cows & ROOSTERS RIGHT NEXT DOOR. The pool & another hot tub are about 150' away & ALSO AVAILABLE TO OTHER GUESTS ON THE PROPERTY. RESERVE THE TIMES YOU WANT. $25 per day per pet fee. NO ADULT PARTIES AND NO MORE THAN 7 GUESTS at any time during the stay without a charge of $15 per guest.
4.94 out of 5 average rating, 190 reviews
Beachfront House w/ Hot Tub
Escape to this stunning Bellingham retreat! This two-bedroom home offers breathtaking views of Puget Sound, Lummi Island, and a nearby eagle's nest. Prepare meals in the full kitchen, relax on the spacious porch, stroll through the waterfront backyard or to the beach. Soak in the six-person hot tub while enjoying the ocean views and birds in flight. With smart TVs and a ferry to Lummi Island hiking nearby, this tranquil getaway promises an unforgettable experience in a beautiful setting.
4.83 out of 5 average rating, 184 reviews
Waterfalls Hotel Downtown Suite
Great views of the Empress, the city and ocean from this upscale downtown oasis. This two bedroom (queen beds), two bathroom plus den 11th floor corner unit is located on the quiet side of the building. The open concept great room is bathed in natural light from the floor to ceiling south facing windows. The fireplace creates a lovely ambiance. Granite counters, gas cooktop and a large island make a kitchen a chefs delight. The spacious primary bedroom features a spa-like ensuite.
4.96 out of 5 average rating, 112 reviews
Captain Jack's Subsea Retreat Families & Groups!
A beautiful Pan Abode cedar log house with a fire place, three dining areas; 2 inside and deck, and non-exclusive use of our heated pool (May 15 through 10 Oct) and gardens. Hot Tub year round. Let Pam and Jack introduce you to the best the west coast can offer...on land and on or under water. Jack and Pamela have a suite with separate entrance into the house and do most of the care taking. We welcome families and respectful groups. There is an additional listing for a cottage.
4.83 out of 5 average rating, 214 reviews
Waterfalls Hotel 2 Bedroom 2 Bath
This is for a booking at the Victoria Waterfalls Hotel, right downtown, just minutes from the Parliament building and the Victoria harbour. This is a modern two bedroom, two bath apartment with secure underground parking and great amenities. It is a corner unit with a large balcony and panoramic city views. The unit has a feeling of luxury with an Italian Schiffini kitchen, granite counter tops, stainless steel appliances, hardwood floors, marble bathrooms and air conditioning.
4.95 out of 5 average rating, 452 reviews
Waterfalls Hotel Gallery Suite
This is for a booking at the Victoria Waterfalls Hotel. The Gallery Suite is your elegant home away from home. Enjoy stunning art, gorgeous views from every room, high quality furnishings, luxury marble bathroom with soaker tub, rainfall shower, walk-in closet, stocked kitchen, in-suite laundry, A/C and heating, and plenty of space to relax. Centrally located in the heart of downtown, walking distance to parliament, royal BC museum, imax, inner harbour, restaurants, shops.
4.97 out of 5 average rating, 257 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.
4.92 out of 5 average rating, 203 reviews
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!
4.9 out of 5 average rating, 112 reviews
“The Beaver Den” Hot Tub, Kayaks, and Gazebo
Escape to The Beaver Den, a cozy island retreat on beautiful Camano Island. This modern 1,200 sq ft daylight basement suite offers a private, peaceful hideaway surrounded by nature. Enjoy birdwatching right from the windows, relax in the hot tub, or explore nearby beaches, parks, and trails just minutes away by car. Perfect for couples, families, or a quiet getaway, The Beaver Den blends comfort, privacy, and island charm.
4.99 out of 5 average rating, 178 reviewsPopular amenities for San Juan Island rentals with a pool
House rentals with a pool

Bellingham Adventure Pad - Hike, Bike, Lake, Sauna
4.98 out of 5 average rating, 149 reviews
Whidbey Island Retreat since 1997
4.84 out of 5 average rating, 217 reviews
Contemporary Poolside Paradise w/ Hot Tub
4.93 out of 5 average rating, 177 reviews
Historic Waterview Home. Hot tub, pets welcome
4.96 out of 5 average rating, 77 reviews
Victoria Vacation Villa w/Pool Hot Tub Oasis
4.86 out of 5 average rating, 70 reviews
Your Cozy Seaside Sanctuary & Private Spa Getaway
4.93 out of 5 average rating, 45 reviews
5BR Farmhouse Retreat+Pool & Hot Tub 7.5 Acre Farm
5.0 out of 5 average rating, 17 reviews
Private Pool, Pickleball/BBall, Putting Green+
4.97 out of 5 average rating, 95 reviewsCondo rentals with a pool

Waterfalls Hotel Empress-View Suite
4.98 out of 5 average rating, 204 reviews
Waterfalls Hotel - 15th Floor City Retreat
4.92 out of 5 average rating, 248 reviews
Waterfalls Hotel Bright Corner Condo-pool, parking
4.93 out of 5 average rating, 185 reviews
WaterFalls Hotel:Oasis Diamond Suite
4.96 out of 5 average rating, 122 reviews
Waterfalls Hotel: Calm Waters Suite
4.88 out of 5 average rating, 144 reviews
Bay Vacation-Entire condo-Indoor pool-Pet friendly
4.92 out of 5 average rating, 139 reviews
View from every window • Hot Tub • 2k/1q
4.94 out of 5 average rating, 197 reviews
Waterfalls Hotel | Sleek, Urban Oasis
4.83 out of 5 average rating, 899 reviewsOther holiday rentals with a pool

Waterfalls Hotel - Kings Corner - Resort Living
4.97 out of 5 average rating, 67 reviews
Three Kings Cottage
4.92 out of 5 average rating, 63 reviews
Casa Amarilla
5.0 out of 5 average rating, 54 reviews
Barndominum 14+ guest, pool, Galbraith, Lake!
4.97 out of 5 average rating, 66 reviews
The Nest - Whidbey Island
4.94 out of 5 average rating, 34 reviews
Hot Tub Retreat Bellingham | Sleeps 10 |Enjoy Life
4.84 out of 5 average rating, 45 reviews
Cozy Cottage with Private Pool & Hot tub
5.0 out of 5 average rating, 18 reviews
Waterfalls Hotel Huge patio/pool/AC Best location!
5.0 out of 5 average rating, 19 reviewsDestinations to explore
- House rentals San Juan Island
- Rentals with a hot tub San Juan Island
- Cabin rentals San Juan Island
- Pet-friendly rentals San Juan Island
- Apartment rentals San Juan Island
- Beachfront rentals San Juan Island
- Rentals with breakfast San Juan Island
- Rentals with beach access San Juan Island
- Family-friendly rentals San Juan Island
- Waterfront rentals San Juan Island
- Condo rentals San Juan Island
- Rentals with pools Washington
- Rentals with pools United States
- University of British Columbia
- University Of Victoria
- Metropolis at Metrotown
- Bear Mountain Golf Club
- Queen Elizabeth Park
- Holland Park
- Mystic Beach
- Salt Creek Recreation Area
- Birch Bay State Park
- French Beach
- Moran State Park
- VanDusen Botanical Garden
- Marine Drive Station
- Deception Pass State Park
- Port Angeles Harbor
- Olympic Game Farm
- Willows Beach
- Craigdarroch Castle
- Malahat SkyWalk
- Fisherman's Wharf Park
- Central Park
- Whatcom Falls Park
- Skagit Valley Tulip Festival
- Guildford Town Centre





