San Juan Islands Holiday Rentals

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Our top choices for San Juan Islands holiday rentals

West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (119 reviews)
"Pet friendly and very clean and peaceful."
United States
Ana
The price is NZ$514
includes taxes & fees
26 May - 27 May
West Beach Resort

Madrona Suite - Spring/Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Spring/Summer on Orcas Island- rest where sea meets stillness
Eastsound
10.0 out of 10, Exceptional, (24 reviews)
"Place was nice and cozy good view and hosts were great to interact with will definitely book if in area again "
United States
Alejandro F.
The price is NZ$703
includes taxes & fees
21 May - 22 May
Madrona Suite - Spring/Summer on Orcas Island- rest where sea meets stillness

1BR Beachfront Cabin directly on world class west-facing beach!

1BR Beachfront Cabin directly on world class west-facing beach!
Eastsound
The price is NZ$1,018
includes taxes & fees
25 May - 26 May
1BR Beachfront Cabin directly on world class west-facing beach!

Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
Eastsound
The price is NZ$561
includes taxes & fees
26 May - 27 May
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay and the place was exactly what we were looking for — cozy, private, and relaxing. The hot tub and natural surroundings made it feel like a true retreat. Would definitely love to come back."
United States
Naveen G.
The price is NZ$1,172
includes taxes & fees
1 June - 2 June
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

2BR Beachfront Cabin on epic west-facing beach beach with sunsets!

2BR Beachfront Cabin on epic west-facing beach beach with sunsets!
Eastsound
The price is NZ$787
includes taxes & fees
20 May - 21 May
2BR Beachfront Cabin on epic west-facing beach beach with sunsets!

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Eastsound
9.6 out of 10, Exceptional, (197 reviews)
"The setting and view were lovely and the space was very comfortable "
United States
Nelle A.
The price is NZ$790
includes taxes & fees
22 May - 23 May
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

2BR Classic+ Beachfront Cabin on world class west-facing beach!

2BR Classic+ Beachfront Cabin on world class west-facing beach!
Eastsound
10.0 out of 10, Exceptional, (1 review)
The price is NZ$760
includes taxes & fees
20 May - 21 May
2BR Classic+ Beachfront Cabin on world class west-facing beach!

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Eastsound
10.0 out of 10, Exceptional, (132 reviews)
"Wonderful stay!"
United States
nancy n.
The price is NZ$749
includes taxes & fees
21 May - 22 May
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Friday Harbor
10.0 out of 10, Exceptional, (11 reviews)
"Easy access, beautiful location, very clean."
United States
Bryan C.
The price is NZ$690
includes taxes & fees
20 May - 21 May
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Eastsound
10.0 out of 10, Exceptional, (24 reviews)
"Excellent. I normally have everything prepared and planned before I arrive at a rental property, however the host here anticipates all of the guests needs before they even make it to the island. The app only gives 5 stars but it was above and beyond. I cant wait to come again!"
United States
James
The price is NZ$1,350
includes taxes & fees
20 May - 21 May
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (26 reviews)
"Great location!"
United States
Karen M.
The price is NZ$784
includes taxes & fees
20 May - 21 May
Hot Tub/Central/Modern/Well Appointed/Immaculate

'The Leeward Studio' at SeaStar Lofts on the Waterfront!

'The Leeward Studio' at SeaStar Lofts on the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (165 reviews)
"This a great comfortable place right in town close to a lot of great places. It’s on the water too. Nice stay. "
United States
Patrick C.
The price is NZ$749
includes taxes & fees
24 May - 25 May
'The Leeward Studio' at SeaStar Lofts on the Waterfront!

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Friday Harbor
9.8 out of 10, Exceptional, (204 reviews)
"Welcoming host, amazing place on the water"
United States
Jen B.
The price is NZ$783
includes taxes & fees
27 May - 28 May
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Orcas Island
9.2 out of 10, Wonderful, (75 reviews)
"Clean. Fun artwork. Nice bed. Well supplied kitchen, though we didn't use it. Nice bathroom. Eclectic collection of books. It would be nice to have hooks on wall or a coat tree for coats, especially if it's rainy. There's a perfect spot next to fridge. (We didn't want to use the cleaning closet.) "
United States
Theresa U.
The price is NZ$417
includes taxes & fees
20 May - 21 May
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Eastsound
9.4 out of 10, Exceptional, (74 reviews)
"Very comfortable home away from home"
United States
Lynn
The price is NZ$677
includes taxes & fees
27 May - 28 May
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (35 reviews)
"Beautiful property with excellent views and a type of farm feel where so many unique things exist including ducks, a 22 year old cat, orchard, kayaks etc. you don’t need to leave the property to have a wonderful time host John is one of coolest guys you will ever meet."
United States
Frank M.
The price is NZ$1,049
includes taxes & fees
20 May - 21 May
Cedar Orchard Cabin.

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Eastsound
10.0 out of 10, Exceptional, (16 reviews)
"It was a perfect place to stay! Beautiful and very nice!"
United States
Casey A.
The price is NZ$1,038
includes taxes & fees
20 May - 21 May
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Wonderful escape with water access, three balconies, W/D, & gas fireplace

Wonderful escape with water access, three balconies, W/D, & gas fireplace
Eastsound
9.4 out of 10, Exceptional, (39 reviews)
"I booked this rental for an end-of-year retreat to get away from the city, and it was absolutely worth it! The lakefront views were incredible. The sound of the waterfall nearby was extremely soothing at night. The entire space was much spacious than we expected, and we had a relaxing stay. Would definitely recommend it!"
United States
Felix A.
The price is NZ$819
includes taxes & fees
20 May - 21 May
Wonderful escape with water access, three balconies, W/D, & gas fireplace

Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (14 reviews)
"We had a wonderful stay for two nights. The home was very clean, comfortable, and well-organized, with everything we needed. The location is great — right in the center, surrounded by shops, restaurants, and cafés, which is very convenient. The property manager was easy to communicate with and very responsive, making our stay smooth and enjoyable. We would definitely stay here again. Highly recommended!"
United States
Lada
The price is NZ$928
includes taxes & fees
21 May - 22 May
Central/Modern/Immaculate/Family Friendly
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

Find out more about San Juan Islands

Everything you need to know about San Juan Islands 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 Islands 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 Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Juan Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan Islands. 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 Islands 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 Islands holiday rentals we have selected for you start as low as NZ$417 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Juan Islands rentals

At Expedia, we put the best San Juan Islands 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 Islands 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 Islands 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 Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.