San Juan Island Vacation Rentals

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Nov 15 - Nov 16
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Nov 28 - Nov 30

Vacation Rentals in San Juan Island

Outdoor dining
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

Roche Harbor
10.0 out of 10, Exceptional, (265)
"Great home right on the water of a cute little inlet."
United States
Sam H.
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010
Outdoor dining
Beach house, heated pool, hot tub, private beach, shared dock

Beach house, heated pool, hot tub, private beach, shared dock

Friday harbor
10.0 out of 10, Exceptional, (51)
"Very spacious! Great outside living space. Love the view! The pool was great for the grandkids. Lots of extras. Very peaceful!!!"
United States
Joyce G.
Beach house, heated pool, hot tub, private beach, shared dock
Property grounds
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Friday Harbor
10.0 out of 10, Exceptional, (230)
"Heron House is a beautiful, comfortable home. We love the location and had a wonderful week on the island."
United States
Ana C.
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
Outdoor spa tub
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

Friday Harbor
9.6 out of 10, Exceptional, (224)
"It is a wonderfully rustic place to relax with the kids!"
United States
Sidney K.
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy
Dining
Perfect location to relax, unwind, renew and enjoy San Juan Island

Perfect location to relax, unwind, renew and enjoy San Juan Island

Friday Harbor
10.0 out of 10, Exceptional, (129)
"We had a wonderful and relaxing stay! The property was very clean and had everything we needed including a well stocked kitchen. It was so nice to have a high chair, pack 'n play, and toddler dishes for our 2 year old. This is our 3rd stay with Susan and we will definitely return again!"
United States
Carole B.
Perfect location to relax, unwind, renew and enjoy San Juan Island
Exterior
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Friday Harbor
10.0 out of 10, Exceptional, (348)
"Ver nice location and neat property with great views!"
United States
Eric
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Exterior
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Friday Harbor
9.8 out of 10, Exceptional, (37)
"Very nice and secluded property. Spacious and clean with multiple amenities. Perfect for our family trip. "
United States
Laura A.
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Smart TV, fireplace, DVD player, books
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

Friday Harbor
9.6 out of 10, Exceptional, (99)
"Worth the price and that saying something. If you want a peace you won’t want to leave for your entire trip, this is it. Best sunset in the island."
United States
Zachary L.
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12
Exterior
Unique Waterfront Beach House, 1 mile from Friday Harbor

Unique Waterfront Beach House, 1 mile from Friday Harbor

Friday Harbor
10.0 out of 10, Exceptional, (97)
"Another great stay at Cannery Row. We saw tons of wildlife (including a silver fox) and enjoyed the peaceful setting on the water. This place is a gem."
United States
Dave A.
Unique Waterfront Beach House, 1 mile from Friday Harbor
Exterior
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Friday Harbor
9.2 out of 10, Wonderful, (166)
"We had no WiFi access. Host forgot it. Host was over a day answering questions about lock code, if only we had Wi-Fi "
United States
Margaret E.
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Exterior
Waterfront! Hot Tub! (EWR)

Waterfront! Hot Tub! (EWR)

Friday Harbor
10.0 out of 10, Exceptional, (81)
"Great stay at a great property. Only thing it could have used was some kind of shelter for the hot tub so you can still use it in the rain."
United States
Andrew L.
Waterfront! Hot Tub! (EWR)
Dining
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Friday Harbor
10.0 out of 10, Exceptional, (95)
"Great house in a great location. Would definitely stay here again. "
United States
Deb C.
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Exterior
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Friday Harbor
9.8 out of 10, Exceptional, (60)
"Beautiful waterside property! Perfect for a family gathering, well appointed and very clean. Close to town, golf and tennis.The bedroom layout is best for 6 adults with an additional loft space for children, although there are no railings.Highly recommend this home."
United States
Lynn W.
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.
Outdoor dining
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Friday Harbor
10.0 out of 10, Exceptional, (193)
"Loved this place! Hope to be back again. The place had everything you could want. "
United States
Melissa E.
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Outdoor spa tub
Waterfront! Hot Tub! Dog Friendly! (TSB)

Waterfront! Hot Tub! Dog Friendly! (TSB)

Friday Harbor
9.2 out of 10, Wonderful, (62)
"Loved this location. Our second stay here. Clean with everything we needed. Great communication from property manager. We felt right at home. "
United States
Susan S.
Waterfront! Hot Tub! Dog Friendly! (TSB)
Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Beach/ocean view
West Beach Resort

West Beach Resort

3.5 star property
Eastsound
9.2 out of 10, Wonderful, (105)
"Beautiful cabins and amazing views!"
United States
Craig
$163 nightly
The price is $180
Nov 17 - Nov 18
Total with taxes and fees
West Beach Resort
Exterior
Dog-friendly wood cabin with full kitchen & free WiFi near the water

Dog-friendly wood cabin with full kitchen & free WiFi near the water

Eastsound
7.6 out of 10, Good, (50)
"Great little vacation cabin."
United States
Brian M.
$229 nightly
The price is $250
Nov 17 - Nov 18
Total with taxes and fees
Dog-friendly wood cabin with full kitchen & free WiFi near the water
Spa
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire

Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire

Lummi Island
9.8 out of 10, Exceptional, (342)
"Grant is a lovely and attentive host. All of us enjoyed our stay at the cabin. Beautiful scene and setting, all necessary amenities, comfortable beds and a very fun vibe. Highly recommend!"
United States
Melanie P.
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire
Property grounds
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

Eastsound
10.0 out of 10, Exceptional, (126)
"Wonderful stay!"
United States
nancy n.
$324 nightly
The price is $354
Nov 16 - Nov 17
Total with taxes and fees
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
On the beach
Beachfront home with firepit & breathtaking water views

Beachfront home with firepit & breathtaking water views

Anacortes
9.0 out of 10, Wonderful, (75)
"Wonderful girls getaway! Charming A frame steps to the beach! Agate hunting was a success! Definitely would stay again!"
United States
Kathryn T.
Beachfront home with firepit & breathtaking water views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Juan Island Hotel Reviews

Earthbox Inn & Spa

Earthbox Inn & Spa

10/10 Excellent
"It was really nice, close to everything. We only stayed one night, we wanted to see whales and was recommended to go to the island and visit the national park! The front desk was really nice Brena."
Norma 1-night trip
Posted 10 hours ago
Earthbox Inn & Spa

Find out more about San Juan Island

Everything you need to know about San Juan Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Juan Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Juan Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $180 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Juan Island rentals

At Expedia, we put the best San Juan Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Juan Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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