San Juan Island Vacation Rentals

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Sep 18 - Sep 19
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Sep 19 - Sep 20
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Sep 19 - Sep 21
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Sep 26 - Sep 28

Vacation Rentals in San Juan Island

Downtown Friday Harbor! Newly Built! (HB)
Interior

Downtown Friday Harbor! Newly Built! (HB)

2.0 star property
9.6 out of 10, Exceptional, (11)
"Is a really clean and organized place, we enjoyed our stay."
Downtown Friday Harbor! Newly Built! (HB)
Downtown Friday Harbor! Newly Built! (Shogun)
Interior

Downtown Friday Harbor! Newly Built! (Shogun)

2.0 star property
9.4 out of 10, Exceptional, (13)
"We stayed in the Shogun room. Everything was great! The screen door, however, needed some maintenance, as it was hard to open and close."
Downtown Friday Harbor! Newly Built! (Shogun)
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.
Exterior

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.
Beach house, heated pool, hot tub, private beach, shared dock
Outdoor dining

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
Newly Listed! Cozy Historic Cottage near town!
Fridge, microwave, oven, coffee/tea maker

Newly Listed! Cozy Historic Cottage near town!

2.0 star property
10.0 out of 10, Exceptional, (10)
"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!
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Exterior

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

10.0 out of 10, Exceptional, (341)
"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
Outdoor spa tub

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
Dining

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

10.0 out of 10, Exceptional, (122)
"the house was spotless, beautiful, cozy and comfortable."
$508 nightly
The price is $554
Sep 22 - Sep 23
Total with taxes and fees
Perfect location to relax, unwind, renew and enjoy San Juan Island
Downtown Friday Harbor! Newly Built! (CP)
Interior

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!"
Downtown Friday Harbor! Newly Built! (CP)
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010
Outdoor dining

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

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!
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12
Smart TV, fireplace, DVD player, books

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!
On the beach

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
Exterior

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

9.2 out of 10, Wonderful, (162)
"This was a great house to stay in. Plenty of space lots of light."
$676 nightly
The price is $739
Sep 22 - Sep 23
Total with taxes and fees
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Exterior

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

9.8 out of 10, Exceptional, (35)
"Beautiful property and we had a great family time. Nice to have spices Checkout was too early If you want people to do all the checkout requirements you should have later checkout timemaybe noon"
$856 nightly
The price is $856
Oct 5 - Oct 6
Total with taxes and fees
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
West Beach Resort
Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Beach/ocean view

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!"
$206 nightly
The price is $227
Oct 6 - Oct 7
Total with taxes and fees
West Beach Resort
Studio Unit with Views of Hales Passage and Mt Baker
Exterior

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."
$157 nightly
The price is $171
Sep 20 - Sep 21
Total with taxes and fees
Studio Unit with Views of Hales Passage and Mt Baker
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire
Spa

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

9.8 out of 10, Exceptional, (338)
"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. "
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire
Waterfront Beach House close to everything!
Dining

Waterfront Beach House close to everything!

10.0 out of 10, Exceptional, (230)
"The best VRBO we've ever rented "
Waterfront Beach House close to everything!
Luxury 2BR Yacht • Marina Views • WiFi
Marina

Luxury 2BR Yacht • Marina Views • WiFi

10.0 out of 10, Exceptional, (1)
$275 nightly
The price is $275
Sep 23 - Sep 24
Total with taxes and fees
Luxury 2BR Yacht • Marina Views • WiFi
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

Auld Holland Inn

Auld Holland Inn

10/10 Excellent
"The owner stayed up to provide us our room key and the room was nicely air-conditioned. The bed was great to sleep on and had a lovely night sleep."
Marc 1-night trip
Posted 3 days ago
Auld Holland Inn

Find out more about San Juan Island

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 $171 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia