San Juan Island Holiday Rentals

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Holiday Rentals in San Juan Island

Beach house, heated pool, hot tub, private beach, shared dock
10.0 out of 10, Exceptional, (50)
"Very special place!Everything perfect!"
United States
richard p.
Beach house, heated pool, hot tub, private beach, shared dock
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy
9.6 out of 10, Exceptional, (222)
"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
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010
10.0 out of 10, Exceptional, (264)
"Amazing home on the water with room for everyone. Roche Harbor was close and a great place for dining out. Enjoyed the whole week and look forward to visiting again soon. "
United States
Shawn W.
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010
Downtown Friday Harbor! Newly Built! (HB)
2.0 star property
9.0 out of 10, Wonderful, (12)
"Is a really clean and organized place, we enjoyed our stay."
United States
Ylietis l.
Downtown Friday Harbor! Newly Built! (HB)
Downtown Friday Harbor! Newly Built! (CP)
2.0 star property
8.8 out of 10, Excellent, (14)
"Great stay for a quick trip to Friday Harbor and San Juan Island. Great concept of individual rooms similar to a hotel with great common space! Will definitely stay again!"
United States
Kevin L.
Downtown Friday Harbor! Newly Built! (CP)
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
10.0 out of 10, Exceptional, (346)
"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
10.0 out of 10, Exceptional, (226)
"Wonderful place"
United States
Glenn S.
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
Perfect location to relax, unwind, renew and enjoy San Juan Island
10.0 out of 10, Exceptional, (127)
"We had a great time at your place. Perfect location for our island activities and wedding event and loved sitting out on the deck every morning and evening. "
United States
Shannon C.
Perfect location to relax, unwind, renew and enjoy San Juan Island
Waterfront Home! Newly Remodeled! (weow)
10.0 out of 10, Exceptional, (54)
"Beautiful, spacious house on a lovely bay. This is a wonderful place to find relaxation and to enjoy San Juan Island."
United States
Mary K.
Waterfront Home! Newly Remodeled! (weow)
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
9.8 out of 10, Exceptional, (35)
"Very nice and secluded property. Spacious and clean with multiple amenities. Perfect for our family trip. "
United States
Laura A.
The price is AU$1,064
includes taxes & fees
27 Oct - 28 Oct
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12
9.6 out of 10, Exceptional, (99)
"My group had a wonderful time at this house. The views from the house and porches were incredible, especially at sunset, and the home's location close to Lime Kiln Point State Park on the west side of the island was a treat!"
United States
Anonymous traveller
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
10.0 out of 10, Exceptional, (191)
"This is a really great spot with easy access to roach Harbor without being in the middle of it all."
United States
ward R.
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
9.2 out of 10, Wonderful, (165)
"Walking distance to lots of stuff."
United States
Lisa B.
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
San Juan Island, Sunset Vista #113
9.4 out of 10, Exceptional, (13)
"Our experience was heavenly bliss, for our family. Everything was so organized and easy flowing. We had everything that we needed and more. The view was spectacular 💜🙏"
United States
lisa D.
San Juan Island, Sunset Vista #113
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"
United States
Ray B.
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
10.0 out of 10, Exceptional, (95)
"As the tag line says, this is the perfect place to relax, unwind, and explore the island. The house is beautifully furnished with attention to detail. It is located in a very quiet location surrounded by forest, while also being conveniently located about a mile and a half from Roche Harbor. The hosts were excellent throughout. Absolutely fabulous!"
United States
Terry E.
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
San Juan Island, Elwha Suite #1902
9.6 out of 10, Exceptional, (141)
"Great stay! Host was super responsive and was helpful with questions, would stay again "
United States
Katie P.
San Juan Island, Elwha Suite #1902
West Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (103)
"Beautiful cabins and amazing views!"
United States
Craig
The price is AU$307
includes taxes & fees
3 Nov - 4 Nov
West Beach Resort
Dog-friendly wood cabin with full kitchen & free WiFi near the water
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 AU$390
includes taxes & fees
23 Oct - 24 Oct
Dog-friendly wood cabin with full kitchen & free WiFi near the water
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire
9.8 out of 10, Exceptional, (341)
"The view from the deck is unbeatable. The house is well-stocked and communication with Grant was pleasant and efficient. The quietness and slow pace allowed our family to reconnect. We truly enjoyed our stay. We also loved the fish and chips from the Beach Store Cafe and Bock’s Box coffee next to the cafe. "
United States
Tianyi
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire
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, 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$307 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.