San Juan Island Holiday Rentals

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Holiday Rentals in San Juan Island

Exterior
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
10.0 out of 10, Exceptional, (284)
"Such a beautiful property. Was very hard to leave! "
The price is AU$1,077
per night
4 June - 5 June
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Exterior
Waterfront! Hot Tub! (EWR)
10.0 out of 10, Exceptional, (43)
"This is a beautiful property, with decks overlooking the Salish Sea on all 3 levels. Very quiet, with only harbor seals and river otters to be seen. The stairway down from the parking location to the house entrance was well worthwhile for such a wonderfully situated house!"
Waterfront! Hot Tub! (EWR)
Exterior
Newly Listed! Westside Waterview Cabin! (TLO)
10.0 out of 10, Exceptional, (15)
"Great place on west side of island -very comfortable and quiet for a couple."
Newly Listed! Westside Waterview Cabin! (TLO)
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Property grounds
Beach house, heated pool, hot tub, private beach, shared dock
10.0 out of 10, Exceptional, (33)
"There’s endless things to do with your whole family here! Such an enjoyable place to stay and take in the beauty of the island. Hoping we can make it back soon!!!"
Beach house, heated pool, hot tub, private beach, shared dock
Fridge, microwave, oven, stovetop
Modern Home with Stunning Water View
10.0 out of 10, Exceptional, (309)
"This may be the best VRBO experience we have ever had! Upon arrival, the view from the floor to ceiling windows was spectacular! Everything was as advertised and more, and we wanted for nothing. Our host was always prompt with her communications and told us everything we needed to think about to enhance our stay. I would definitely request to stay here again if the opportunity arises."
The price is AU$1,079
per night
2 June - 3 June
Modern Home with Stunning Water View
Fridge, microwave, oven, stovetop
Mandala House - Rest, Relax, Recharge
10.0 out of 10, Exceptional, (16)
"Overall, we had a great stay. The house is clean and in a great location — about halfway between Eastsound and Moran state park. We appreciated the fenced backyard for our dogs. Only negative was that there isn’t a ton of seating in the living room (one couch and a few papasan chairs that were low to the ground), which might be something to consider if you’re coming with more than 2 adults (kids probably wouldn’t mind the papasan chairs as much)."
Mandala House - Rest, Relax, Recharge
Beach
Studio Unit with Views of Hales Passage and Mt Baker
10.0 out of 10, Exceptional, (65)
"Thank you for the lovely stay!"
The price is AU$285
per night
23 May - 24 May
Studio Unit with Views of Hales Passage and Mt Baker
Property grounds
Orcas Island, Forest House #283
10.0 out of 10, Exceptional, (4)
"Out of all of the places that I rented this is the one where the pictures just do not do it justice! The place is amazing and so cool!! It’s much bigger than I thought and more breath taking than we can imagine! All amenities are included , wifi was awesome and such a private stay! If I could give a 10 star I would !! We only stayed a couple of days but you could stay much longer and be happy! The experience and pictures make it so worth it!!"
Orcas Island, Forest House #283
Fridge, microwave, oven, stovetop
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.
10.0 out of 10, Exceptional, (136)
"Wonderful location close to markets, restaurants, etc. House was very comfortable for our friends reunion to see the tulips & San Juan island. We had a wonderful stay. Thank you!"
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.
Interior
The Best Beach Cabin EVER
10.0 out of 10, Exceptional, (3)
"Beautiful view of bay. Nice to relax with morning coffee and unwind at sun down in the room overlooking the bay. Quiet neighborhood. Had everything we needed and location was close to everything."
The price is AU$862
per night
30 May - 31 May
The Best Beach Cabin EVER
Property grounds
Beautiful Home near Roche Harbor! (QPR)
9.8 out of 10, Exceptional, (109)
"The property was amazing, but where else can you go were you can feast on fresh fruit everywhere you walk or drive? We didn’t want to leave."
Beautiful Home near Roche Harbor! (QPR)
Pool
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
9.8 out of 10, Exceptional, (162)
"We loved our stay at this location. It had everything we needed. Beds were comfortable. It was quiet and secluded as the last house on the road. Great views. We tried to catch crab and shrimp but we weren't lucky for our one try. A very nice relaxing stay. Host was very attentive."
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Beach
Sunny Island Cliff Side Views
9.8 out of 10, Exceptional, (22)
"Small space for the kids, but worth it for the views and access to location."
The price is AU$699
per night
28 May - 29 May
Sunny Island Cliff Side Views
Spa
Romantic Waterview Island Cabin/Redwood Hot TUB / Pet Friendly/wood fire
9.8 out of 10, Exceptional, (296)
"Really nice place, owner was great Had a lovely relaxing weekend"
Romantic Waterview Island Cabin/Redwood Hot TUB / Pet Friendly/wood fire
Private kitchen
Orcas Island, Sea Acres Lodge #266
9.8 out of 10, Exceptional, (27)
"This home had everything necessary. I was impressed by the cleanliness of the whole house. Better than some hotels! The towels were super soft, the toiletries provided were of high end brand (Gilchrist and Soames), and the extra blankets were nice to have. The view was beautiful and there was a cute little beach one could walk to. We were able to cook and grill - the kitchen was well-supplied. I think the smaller pan could be replaced, but other than that I don't have any recommendations....
Orcas Island, Sea Acres Lodge #266
Property grounds
Adorable beach cabin within a few steps to a secluded beach!
9.8 out of 10, Exceptional, (17)
"This little cabin is cozy and clean. We found everything we needed to make our stay comfortable. The owners are exceptionally friendly. The view and the wildlife were amazing."
Adorable beach cabin within a few steps to a secluded beach!
Property grounds
Waterfront! Beach Access! (HBH)
9.6 out of 10, Exceptional, (23)
"We were desperately in need of peace, quiet, tranquility, rest, and relaxation. We enjoyed this place so much. This home exceeded all of our hopes and expectations. Highly recommend, everything was perfect +."
Waterfront! Beach Access! (HBH)
View from property
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
9.6 out of 10, Exceptional, (104)
"Cute little eclectic cabin! Just 20 minutes away from Mount Vernon tulips and Street Fair! There's some delicious places to eat nearby, check the Google map reviews! We got outstanding muffin pastries at The Store and incredible seafood specials at Fidalgo Drive in! Looking forward to escaping again!"
The price is AU$418
per night
3 June - 4 June
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
Property grounds
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
9.6 out of 10, Exceptional, (148)
"The space is very well kept and cozy. The only downsides are the noisy area directly outside the door (a bar and grill), the parking isn't great, the entrance is in an alley with dumpsters from said bar and grill, and the view of the water isn't as great as I had hoped but overall the property manager and the room itself were great."
The price is AU$578
per night
29 May - 30 May
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Outdoor dining
Incredible Views of the Ocean & Mt. Baker w/ Deck, Fireplace, Jetted Tub & WiFi
9.4 out of 10, Exceptional, (36)
"The house was clean upon arrival , really love the view of the water . The back patio is nice , telescope was a plus . Will stay again if needed ."
Incredible Views of the Ocean & Mt. Baker w/ Deck, Fireplace, Jetted Tub & WiFi
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See all available properties in San Juan Island
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.

Other types of properties in San Juan Island you may be interested in

Front of property
Snug Harbor Resort
2.5 star property
9.8 out of 10, Exceptional, (290)
"Beautiful place with friendly staff. Highlight were the deers who came by the windows."
Snug Harbor Resort
Hiking
Earthbox Inn & Spa
2.5 star property
8.6 out of 10, Excellent, (787)
"Plots of kids in the pool - Covered pool loud and not relaxing. Should have adults only time or no kids after 6pm. During our stay the pool was packed and not usable for us."
The price is AU$398
per night
29 May - 30 May
Earthbox Inn & Spa
Sundeck
Friday Harbor Suites
2.5 star property
8.2 out of 10, Very good, (770)
"Generous clean suite like rooms."
The price is AU$271
per night
27 May - 28 May
Friday Harbor Suites
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.

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$285 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. 

Recent reviews of San Juan Island properties
Expedia verified reviews

Anacortes Ship Harbor Inn

Anacortes Ship Harbor Inn

5/5 Excellent
"Beautiful grounds in a cute town with lots to do and see"
A verified traveller stayed at Anacortes Ship Harbor Inn
Posted 10 hours ago
Anacortes Ship Harbor Inn