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Top Holiday Rentals in San Juan Islands

Our top choices for San Juan Islands holiday rentals

Downtown Friday Harbor! Newly Built! (HB)

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

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

10.0 out of 10, Exceptional, (47)
"Really liked it Plan to return"
Beach house, heated pool, hot tub, private beach, shared dock

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

10.0 out of 10, Exceptional, (255)
"Peaceful quite retreat. Pleanty of room yet comfortably cosy and warm. Tastefully decorated rooms well laid out kitchen. Fire pit on semi private beach. Bring everything you need to just stay and relax."
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

Downtown Friday Harbor! Newly Built! (MC)

2.0 star property
6.8 out of 10, (5)
"Great location. Hot, stuffy room. Clean, well-stocked kitchen. Water collecting on deck and not draining properly."
Downtown Friday Harbor! Newly Built! (MC)

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! "
Dog-friendly wood cabin with full kitchen & free WiFi near the water

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

10.0 out of 10, Exceptional, (217)
"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

West Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (100)
"Great view! Hosts were very friendly and helpful!"
The price is £333
includes taxes & fees
18 Sept - 19 Sept
West Beach Resort

Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!

10.0 out of 10, Exceptional, (54)
"Very comfortable and beautiful location."
Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!

Downtown Friday Harbor! Newly Built! (Shogun)

2.0 star property
9.4 out of 10, Exceptional, (11)
Downtown Friday Harbor! Newly Built! (Shogun)

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2442

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2442

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

9.6 out of 10, Exceptional, (218)
"The whole place was amazing!"
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

One-bedroom suite near downtown (Argyle Suites-HSA)

9.0 out of 10, Wonderful, (2)
"Nice little place close to town. No AC, but we didn’t need it even in late July. Downtown Friday Harbor is a short 2 block walk. Suite is well-appointed and perfect if you are spending your days exploring the island and just want a nice place to sleep. "
One-bedroom suite near downtown (Argyle Suites-HSA)

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

10.0 out of 10, Exceptional, (337)
"The location was fantastic and just as described. "
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

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

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2452

10.0 out of 10, Exceptional, (2)
"Good price for ocean side rooms. Plenty accomodating"
Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2452

Magnificent up-close WATERFRONT "SunBright Le Reve" Premier Westside Orcas

10.0 out of 10, Exceptional, (66)
"We had the most special time at your beautiful home. The house is beautiful and the kitchen was very well equipped. Thank you for the fresh flowers and other personal touches that made our stay so wonderful."
Magnificent up-close WATERFRONT "SunBright Le Reve" Premier Westside Orcas

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

9.8 out of 10, Exceptional, (60)
"Came up for a weekend with friends and it was so perfect. The kids left so tired and dirty, they never saw a screen all weekend or even asked for one."
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Comfortable waterfront home with stunning views

8.4 out of 10, Very good, (128)
"Funny islandy house with just what you need. We've been renting here for years--perfect location, simple digs, really chill. Thanks!"
Comfortable waterfront home with stunning views

Adorable beach cabin within a few steps to a secluded beach!

10.0 out of 10, Exceptional, (39)
"This is a sweet little cabin in a beautiful location. "
Adorable beach cabin within a few steps to a secluded beach!

Peaceful waterfront cabin on Lopez Island

10.0 out of 10, Exceptional, (5)
Peaceful waterfront cabin on Lopez 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.
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Top San Juan Islands Hotel Reviews