San Juan Island Holiday Rentals

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Holiday Rentals in San Juan Island

Our top choices for San Juan Island holiday rentals

Downtown Friday Harbor! Newly Built! (HB)

2.0 star property
9.4 out of 10, Exceptional, (10)
"Is a really clean and organized place, we enjoyed our stay."
Downtown Friday Harbor! Newly Built! (HB)

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

10.0 out of 10, Exceptional, (50)
"Really liked it Plan to return"
Beach house, heated pool, hot tub, private beach, shared dock

Downtown Friday Harbor! Newly Built! (Shogun)

2.0 star property
9.4 out of 10, Exceptional, (12)
Downtown Friday Harbor! Newly Built! (Shogun)

Newly Listed! Cozy Historic Cottage near town!

2.0 star property
10.0 out of 10, Exceptional, (9)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful, cozy cabin with great decor and amenities. Lovely view of the water. Super quiet and excellent stargazing opportunities."
Newly Listed! Cozy Historic Cottage near town!

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

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

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

10.0 out of 10, Exceptional, (219)
"Beautiful home with endless entertainment features. The kitchen is a cooks's dream come true and the bedrooms are well appointed, each with it own private bath. "
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

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

9.8 out of 10, Exceptional, (259)
"Great home right on the water of a cute little inlet."
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

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

10.0 out of 10, Exceptional, (340)
"Ver nice location and neat property with great views!"
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

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

9.6 out of 10, Exceptional, (219)
"The whole place was amazing!"
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

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

10.0 out of 10, Exceptional, (121)
"the house was spotless, beautiful, cozy and comfortable."
The price is AU$840
includes taxes & fees
22 Sept - 23 Sept
Perfect location to relax, unwind, renew and enjoy San Juan Island

Downtown Friday Harbor! Newly Built! (CP)

2.0 star property
8.8 out of 10, Excellent, (14)
"This location is very clean and has a great roof top view. But can get load at night and says no kids .but someone had a kid running the hallways."
Downtown Friday Harbor! Newly Built! (CP)

The Paddle Shack: Oceanfront deck with multiple levels. Hot Tub! Amazing views!

10.0 out of 10, Exceptional, (85)
"Great stay for a small family. "
The Paddle Shack: Oceanfront deck with multiple levels. Hot Tub! Amazing views!

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (75)
"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."
Waterfront! Hot Tub! (EWR)

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

9.6 out of 10, Exceptional, (98)
"It was a great place to have a large group with a great view. A little bit of an adventure to get there too. "
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

Waterfront 3 Bedroom with Kayaks, Dock & Bikes!

2.5 star property
9.6 out of 10, Exceptional, (175)
"Perfect island retreat! Very well stocked kitchen- we found everything we needed to cook. Location on the beautiful Westcott bay made an easy walk to Roche Harbor groceries and restaurants. The bikes and kayaks are an added bonus. The house far exceeded our expectations. "
Waterfront 3 Bedroom with Kayaks, Dock & Bikes!

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

9.2 out of 10, Wonderful, (161)
"This was a great house to stay in. Plenty of space lots of light."
The price is AU$1,128
includes taxes & fees
22 Sept - 23 Sept
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

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

9.8 out of 10, Exceptional, (34)
"Wonderful accommodations for a relaxing stay. As the facilitator of lodging coworkers for a work trip, I received many thanks for booking a welcoming and comfortable rental of this caliber. We love this property as well as the kind owners and look forward to an opportunity to return. "
The price is AU$1,368
includes taxes & fees
5 Oct - 6 Oct
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

West Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (102)
"This is a really special property, and we would definitely love to go back! So many detail details and caretaking in the cabins and around the property. If you are thinking about staying there press the button and do it! It’s truly amazing!"
The price is AU$342
includes taxes & fees
6 Oct - 7 Oct
West Beach Resort

Studio Unit with Views of Hales Passage and Mt Baker

10.0 out of 10, Exceptional, (110)
"This is a very well thought out and put together studio. One of the nicest we’ve seen anywhere. The bed is large and comfortable, the shower is hot and strong, the small kitchen area is well supplied, the parking and entry are private, the views are spectacular and the communication was excellent."
The price is AU$260
includes taxes & fees
14 Sept - 15 Sept
Studio Unit with Views of Hales Passage and Mt Baker

Waterfront Beach House close to everything!

10.0 out of 10, Exceptional, (230)
"Proximity to the ferry was excellent. Great view of the water and Mt. Baker. Nice home and property. We had a great time."
Waterfront Beach House close to everything!
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

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, 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 favourite 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 depend 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 AU$260 per night. Entering your travel dates in the search wizard might find you 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.