San Juan Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
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Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Vacation Rentals in San Juan Island

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, (342)
"Ver nice location and neat property with great views!"
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
Property grounds

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

10.0 out of 10, Exceptional, (221)
"8 of us stayed for 4 nights and had a comfortable, wonderful time. I have been coming to Roche since the late 90’s and will definitely try to stay here again. The beds were comfortable, the house was clean and beautiful, and we loved the location. My kids especially enjoyed the kayaks!"
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
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
Downtown Friday Harbor! Newly Built! (Shogun)
Interior

Downtown Friday Harbor! Newly Built! (Shogun)

2.0 star property
9.4 out of 10, Exceptional, (14)
"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)
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, (12)
"Cute cabin near a small bay, short walk or bike from town. Super relaxing "
Newly Listed! Cozy Historic Cottage near town!
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, (260)
"Great home right on the water of a cute little inlet."
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010
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, (125)
"Pleasant, comfortable and welcoming house. Would stay there again."
Perfect location to relax, unwind, renew and enjoy San Juan Island
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, (163)
"This was a great house to stay in. Plenty of space lots of light."
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
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)
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"
The price is ￥57,245
￥124,549 total
includes taxes & fees
Oct 5 - Oct 6
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Waterfront! Hot Tub! Dog Friendly! (TSB)
Outdoor spa tub

Waterfront! Hot Tub! Dog Friendly! (TSB)

9.2 out of 10, Wonderful, (62)
"Spacious home with incredible views, comfy beds, and a great hot tub (also with an amazing view). We would definitely stay again!"
Waterfront! Hot Tub! Dog Friendly! (TSB)
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, (99)
"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)
"Very private but also very close to restaurants and shopping. Extremely well run and maintained. Can't wait to go back!"
Waterfront 3 Bedroom with Kayaks, Dock & Bikes!
San Juan Island, Sunset Vista #113
TV, fireplace, DVD player, books

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 💜🙏"
San Juan Island, Sunset Vista #113
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.
West Beach Resort
Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Beach/ocean view

West Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (103)
"Beautiful cabins and amazing views!"
The price is ￥30,472
￥33,626 total
includes taxes & fees
Oct 14 - Oct 15
West Beach Resort
Modern Home with Stunning Water View
Interior

Modern Home with Stunning Water View

10.0 out of 10, Exceptional, (358)
"Our second time staying here. This time for 5 nights. The view is amazing. The house is beautiful and has everything you could think of in the kitchen. Very clean and great communication. "
The price is ￥44,376
￥87,594 total
includes taxes & fees
Oct 29 - Oct 30
Modern Home with Stunning Water View
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."
The price is ￥17,972
￥25,330 total
includes taxes & fees
Oct 14 - Oct 15
Studio Unit with Views of Hales Passage and Mt Baker
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!
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, (339)
"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
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

Coachman Inn & Suites

Coachman Inn & Suites

10/10 Excellent
"Perfect stay"
Brian 1-night trip
Posted 3 days ago
Coachman Inn & Suites

Find out more about San Juan Island

Find out more about San Juan Island

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