Search Holiday Rentals in San Juan Island

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Find properties with these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
This weekend
May 3 - May 5

Top Holiday Rentals in San Juan Island

Exterior
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
10.0 out of 10, Exceptional, (282)
"The location and home offer an amazing retreat from the world space. Our Vizla loved it to! Definitely will be back"
The price is £579
includes taxes & fees
31 May - 1 Jun
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Pool
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
9.8 out of 10, Exceptional, (160)
"We arrived later than expected and once we opened the door, the girls were in awe. They thought it was amazing. My wife loved the view. I loved the tranquility. It felt like if I was going to retire on an island, this would be it."
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
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)
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Property grounds
Across From the Beach! (ECL)
9.0 out of 10, Wonderful, (30)
"My family of 5 absolutely loved staying here. Perfect location. We loved our time on the beach. So convenient. Just as advertised. Very clean. Very responsive. Well stocked with towels. The structure and design has the charm of Pacific Northwest island, which is part of the experience…not meant for modern chic. We absolutely recommend"
Across From the Beach! (ECL)
Exterior
Waterfront! Hot Tub! (EWR)
10.0 out of 10, Exceptional, (42)
"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
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
9.2 out of 10, Wonderful, (129)
"Although by no means 'fancy' digs, the house and its furnishings were perfectly comfortable and ideal for our group of six. It was a 5-8 min walk to the center of town, so convenient to all activities. We didn't do any cooking so can't speak to the adequacy of the kitchen furnishings, but you do need to provide your own coffee. Simple, reasonably priced accommodations in a beautiful location."
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Exterior
Newly Listed! Westside Waterview Cabin! (TLO)
10.0 out of 10, Exceptional, (14)
"Everything about this cabin is quality craftsmanship! Everything you need is included Beautiful View and Location Easy drive to either Friday or Roche Harbor"
Newly Listed! Westside Waterview Cabin! (TLO)
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
Property grounds
Friday Harbor Condo
Friday Harbor Condo
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)
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, (81)
"We loved our cabin with a view of the water. Kitchen was stocked with spices, oil, coffee, pots and pans and dishes - everything we needed. Fireplace was toasty with free firewood. We’ll be back!"
The price is £171
includes taxes & fees
6 May - 7 May
West Beach Resort
Beach
Sunny Island Cliff Side Views
9.8 out of 10, Exceptional, (19)
"Beautiful property and great communication with hosts!"
The price is £373
includes taxes & fees
7 May - 8 May
Sunny Island Cliff Side Views
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 £152
includes taxes & fees
4 May - 5 May
Studio Unit with Views of Hales Passage and Mt Baker
Property grounds
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
9.2 out of 10, Wonderful, (110)
"Quaint, quiet, secluded, and peaceful... The perfect place to unplug and enjoy the relaxed pace of "island time". Soaking in the private hot tub under the stars is absolutely amazing! We always travel with our dog, Penny. It's often difficult to find places that accept pets; so, this cabin is a true gem! Lorry is a great host who truly wants you to enjoy your stay. We loved it so much that we booked it again for my birthday. M&B"
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
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
View from property
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
9.6 out of 10, Exceptional, (101)
"This cottage was perfect for our needs with our 2 cats. Great views, cozy gas fireplace, and birds in the backyard! Yachti and Bosun were thrilled. Super nice hosts! Highly recommend."
The price is £225
includes taxes & fees
5 May - 6 May
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
Property grounds
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
8.0 out of 10, Very good, (146)
"House was as advertised. Our second stay at this property and we will return."
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
Fridge, microwave, oven, stovetop
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.
10.0 out of 10, Exceptional, (134)
"Your place is adorable! Thank you."
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.
Private kitchen
Orcas Island, Sea Acres Lodge #266
9.8 out of 10, Exceptional, (26)
"It was amazing. rooms were awesome, everything was awesome. And I got to see my first American bald eagle. So I was stoked with my stay. Also the view was unbelievable"
Orcas Island, Sea Acres Lodge #266
Fridge, microwave, oven, stovetop
Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove
7.4 out of 10, Good, (8)
"Loved the house and its beautiful backyard! Also the location is perfect. It’s only 4 minutes away from the park, quiet neighbourhood, and everything else you need for a relaxing weekend"
Quiet & secluded getaway with backyard, firepit, wraparound deck & wood stove
Don't see what you're looking for?
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

Sun deck
Friday Harbor Suites
2.5 star property
8.2 out of 10, Very good, (761)
"Large rooms, very clean , very quiet. Cafe was excellent !"
The price is £155
includes taxes & fees
19 May - 20 May
Friday Harbor Suites
Hiking
Earthbox Inn & Spa
2.5 star property
8.6 out of 10, Excellent, (782)
"Great location kids enjoyed the indoor pool."
The price is £185
includes taxes & fees
5 May - 6 May
Earthbox Inn & Spa
Reception
The Orca Inn
2.0 star property
7.6 out of 10, Good, (788)
"Very clean, friendly staff, walking distance from ferry, supermarket right next door. Good value for money. "
The price is £88
includes taxes & fees
6 May - 7 May
The Orca Inn
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, apart-hotels, 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 favorite 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 depends 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 £152 per night. Entering your travel dates in the search wizard 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 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

Majestic Inn & Spa

Majestic Inn & Spa

5/5 Excellent
"I look forward to my business trips to Anacortes and staying at the Majestic is one of the highlights. Lovely hotel and guest experience. "
A verified traveller stayed at Majestic Inn & Spa
Posted 2 days ago
Majestic Inn & Spa