Holiday Rentals in San Juan Island

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Holiday Rentals in San Juan Island

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

Roche Harbor
10.0 out of 10, Exceptional, (265)
"A very nice property. We had a great time and will be back"
United States
Curtis G.
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

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

Friday Harbor
10.0 out of 10, Exceptional, (349)
"Ver nice location and neat property with great views!"
United States
Eric
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

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

Friday Harbor
10.0 out of 10, Exceptional, (231)
"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

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

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

Friday harbor
10.0 out of 10, Exceptional, (51)
"Very special place!Everything perfect!"
United States
richard p.
Beach house, heated pool, hot tub, private beach, shared dock

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

Friday Harbor
10.0 out of 10, Exceptional, (129)
"Lovely home, very comfortable. Would stay again"
United States
Vanessa N.
Perfect location to relax, unwind, renew and enjoy San Juan Island

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

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

Friday Harbor
9.6 out of 10, Exceptional, (99)
"Beautiful property perched high on a hill with great views of the water and Victoria, BC. I think the views were honestly our favorite part! The house was clean and everything worked."
United States
Elizabeth C.
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

Unique Waterfront Beach House, 1 mile from Friday Harbor

Friday Harbor
10.0 out of 10, Exceptional, (97)
"We had a lovely time staying in Nigel's home! It was clean, bright, and had everything we needed. The nature and views are a nice bonus. "
United States
Savanah
Unique Waterfront Beach House, 1 mile from Friday Harbor

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)
"The house is very big with a lot of bedrooms, well equipped, we had a great time there, everything is super close. Highly recommend!"
United States
Izzat M.
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

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

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

Friday Harbor
9.8 out of 10, Exceptional, (60)
"Great views and a great stay"
United States
Ray B.
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

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)

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

Friday Harbor
10.0 out of 10, Exceptional, (193)
"Had a great week in the San Juan’s. House was perfect for our group and would rent again!"
United States
Matt E.
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Waterfront! Hot Tub! Dog Friendly! (TSB)

Friday Harbor
9.2 out of 10, Wonderful, (63)
"Beautiful location"
United States
Mary S.
Waterfront! Hot Tub! Dog Friendly! (TSB)

Waterfront! Beach Access! (HBH)

Friday Harbor
9.8 out of 10, Exceptional, (43)
"It was perfect for our family. Thank you "
United States
Ahmad R.
Waterfront! Beach Access! (HBH)

West Beach Resort

3.5 star property
Eastsound
9.4 out of 10, Exceptional, (106)
"What a great spot! Popular, so just book your next stay before you leave! Pet friendly cabins mean the puppers get a vacation too! Can't wait to go back to this little slice of low-key, peaceful paradise. "
United States
Kimberley
The price is €155
includes taxes & fees
1 Dec - 2 Dec
West Beach Resort

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

Eastsound
7.6 out of 10, Good, (50)
"I only utilized the downstairs bed and it was comfortable. I cooked most of my meals. The location, for me, was wonderful: in an old forest. Lovely! "
United States
Dr. Susan
The price is €221
includes taxes & fees
21 Nov - 22 Nov
Dog-friendly wood cabin with full kitchen & free WiFi near the water

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

Eastsound
10.0 out of 10, Exceptional, (127)
"Wonderful stay!"
United States
nancy n.
The price is €312
includes taxes & fees
23 Nov - 24 Nov
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

Dog-Friendly Cottage with hot tub, kayaks, e-bike

Eastsound
10.0 out of 10, Exceptional, (32)
"My wife and I really enjoyed this place. Hope to stay longer next time and enjoy more of the amenities. "
United States
Keefe M.
The price is €409
includes taxes & fees
1 Dec - 2 Dec
Dog-Friendly Cottage with hot tub, kayaks, e-bike
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

Find out more about San Juan Island

Everything you need to know about San Juan Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Juan Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan Island holiday rentals we have selected for you start as low as €155 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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.