
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.
FamilyLocationView
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!
FamilyValueBeach
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.
ValueLocationQuiet
4.97 out of 5 average rating, 108 reviews
Gramma's House, Lake, HotTub, Swim, View, Gorgeous
IDEAL FOR FAMILIES & REUNIONS! 20 acre gated estate in the woods. Hot Tub, private filtered Lake, King beds, memory foam, and SHEEX (softest sheets ever!) 65" FLAT SCREEN and 7 more in 4 BR's. 3 baths, Large LR, dining for 10+, piano, game room, pool table, ping pong, 2 wood stoves, washer/dryer, breakfast table, gourmet kitchen & kitchenette. Huge 2 story home, 30 ft soaring beamed ceilings. Elevated deck, gas BBQ and dining looks out at Mountains and water! Child's giant swingset (2022)
FamilyLocationAmenities
4.9 out of 5 average rating, 100 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.
ValueFamilyBiking
4.83 out of 5 average rating, 185 reviews
Waterfalls Hotel Empress-View Suite
This is for a booking at the Victoria Waterfalls Hotel. Enjoy city, mountain and water views from this luxury condominium in the heart of Victoria. The well appointed executive suite is located at Victoria's Inner Harbour, Convention Centre, BC Legislature, Royal BC Museum, IMAX, Beacon Hill Park, Shopping, Nightlife, Pubs, Restaurants, Cafes, Black Ball Ferry, Victoria Clipper, Whale Watching Tours, public transport. My place is good for couples, solo adventurers, and business travellers.
ValueLocationIndoor spaces
4.98 out of 5 average rating, 204 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.
FamilyLocationHospitality
4.96 out of 5 average rating, 113 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.
LocationValueParks
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.
FamilyValueParks
4.95 out of 5 average rating, 453 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.
FamilyValueComfort
4.92 out of 5 average rating, 204 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!
FamilyLocationCleanliness
4.9 out of 5 average rating, 112 reviews
Kayaks, SUPs, Hot Tub & Secluded Beach Access
Create lifelong memories at our serene lakefront retreat in Sudden Valley, nestled in nature with a hot tub, sauna, paddleboards, and kayaks. Designed to blend indoors and outdoors seamlessly, every inside moment connects to the beauty outside. With 3 bedrooms, 4 beds, 3 full baths, 2 living areas, 2 decks, and cozy lounging spots, enjoy solitude or group time. Arrive ready for tranquil days and peaceful, starlit evenings.
ValueFamilyPool
4.96 out of 5 average rating, 204 reviewsPopular amenities for San Juan Island rentals with a pool
House rentals with a pool

Bellingham Adventure Pad - Hike, Bike, Lake, Sauna
LocationFamilyGetting around
4.98 out of 5 average rating, 149 reviews
Whidbey Island Retreat since 1997
FamilyLocationNearby
4.84 out of 5 average rating, 217 reviews
Contemporary Poolside Paradise w/ Hot Tub
FamilyValueView
4.93 out of 5 average rating, 177 reviews
Historic Waterview Home. Hot tub, pets welcome
LocationFamilyCheck-in
4.96 out of 5 average rating, 77 reviews
Victoria Vacation Villa w/Pool Hot Tub Oasis
FamilyLocationAccess
4.86 out of 5 average rating, 71 reviews
Your Cozy Seaside Sanctuary & Private Spa Getaway
ValueFamilyBeach
4.93 out of 5 average rating, 45 reviews
Private Pool, Pickleball/BBall, Putting Green+
FamilyLocationWalkability
4.97 out of 5 average rating, 95 reviews
Arbutus Lodge at the Tides
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 17 reviewsCondo rentals with a pool

Waterfalls Hotel Bright Corner Condo-pool, parking
LocationValueWi-Fi
4.93 out of 5 average rating, 186 reviews
Waterfalls Hotel Gallery Suite
FamilyValueIndoor spaces
4.97 out of 5 average rating, 258 reviews
Waterfalls Hotel - 15th Floor City Retreat
FamilyLocationDecor
4.92 out of 5 average rating, 250 reviews
Bay Vacation-Entire condo-Indoor pool-Pet friendly
ValueLocationNearby
4.92 out of 5 average rating, 140 reviews
Waterfalls Hotel: Calm Waters Suite
LocationFamilyNearby
4.88 out of 5 average rating, 144 reviews
Waterfalls Hotel | Sleek, Urban Oasis
ValueLocationLayout
4.83 out of 5 average rating, 899 reviews
View from every window • Hot Tub • 2k/1q
ValueFamilyCheck-in
4.94 out of 5 average rating, 197 reviews
Birch Bay Bliss - Ocean View - Indoor Pool
LocationValueKitchen
4.98 out of 5 average rating, 214 reviewsOther holiday rentals with a pool

“The Beaver Den” Hot Tub, Kayaks, and Gazebo
FamilyValueDecor
4.99 out of 5 average rating, 178 reviews
Cottage at Sundara West-Heated Pool open all year
FamilyLocationComfort
4.94 out of 5 average rating, 191 reviews
Waterfalls Hotel - Kings Corner - Resort Living
FamilyLocationCondition
4.97 out of 5 average rating, 68 reviews
Casa Amarilla
LocationFamilyBackyard
5.0 out of 5 average rating, 54 reviews
Three Kings Cottage
LocationFamilyWalkability
4.92 out of 5 average rating, 63 reviews
Evergreen- serene cabin getaway
ValueFamilyAmenities
4.96 out of 5 average rating, 72 reviews
Waterfalls Hotel - 10th Floor Signature King Suite
LocationValueParking
4.98 out of 5 average rating, 54 reviews
Cozy Cottage with Private Pool & Hot tub
FamilyLocationKitchen
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
- Waterfront rentals San Juan Island
- Condo rentals San Juan Island
- Family-friendly 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





