A lighthouse on a rocky coastline with the ocean in the foreground.

San Juan Islands Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for San Juan Islands holiday rentals

1. 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, (76 reviews)
"Peaceful and quiet spot in the woods yet near the Ferry and Lake Killebrew! The owners art is on display. Another wonderful relaxing stay for this return customer."
United States
Joshua F.
The price is HK$698
HK$2,067 total
includes taxes & fees
12 Aug - 13 Aug
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

2. West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (120 reviews)
"Cozy and roomy cabin. Great stay. "
United States
lorrie
The price is HK$3,224
HK$3,557 total
includes taxes & fees
11 Aug - 12 Aug
West Beach Resort

3. 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, (40 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 HK$1,530
HK$4,058 total
includes taxes & fees
9 Aug - 10 Aug
Wonderful escape with water access, three balconies, W/D, & gas fireplace

4. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (38 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 HK$3,098
HK$5,329 total
includes taxes & fees
24 Aug - 25 Aug
Cedar Orchard Cabin.

5. '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, (136 reviews)
"Great location right in town and beautiful view. Great for our dog too."
United States
Lisa K.
The price is HK$2,549
HK$4,012 total
includes taxes & fees
30 Aug - 31 Aug
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

6. Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Eastsound
10.0 out of 10, Exceptional, (28 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 HK$2,221
HK$3,457 total
includes taxes & fees
6 Sept - 7 Sept
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

7. Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (103 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is HK$1,647
HK$4,500 total
includes taxes & fees
7 Sept - 8 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

8. The 'Spinnaker Studio' at Sea Star Lofts

The 'Spinnaker Studio' at Sea Star Lofts
Eastsound
9.8 out of 10, Exceptional, (164 reviews)
"The location was great, we had everything we needed! It was very clean and well furnished. "
United States
Angela D.
The price is HK$2,314
HK$3,713 total
includes taxes & fees
18 Aug - 19 Aug
The 'Spinnaker Studio' at Sea Star Lofts

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

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (202 reviews)
"The setting and view were lovely and the space was very comfortable "
United States
Nelle A.
The price is HK$2,941
HK$4,499 total
includes taxes & fees
26 Aug - 27 Aug
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

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

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (140 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is HK$1,687
HK$4,519 total
includes taxes & fees
25 Aug - 26 Aug
Perfect location to relax, unwind, renew and enjoy San Juan Island

11. Glamping Tent with Partial Ocean Views - 1 min walk to beach!

Glamping Tent with Partial Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
"Terrific property and location. Really enjoyed fire pit across from the cabin and right on the beach. Loved it! Would definitely stay again!"
United States
Robert L.
The price is HK$1,718
HK$2,209 total
includes taxes & fees
26 Aug - 27 Aug
Glamping Tent with Partial Ocean Views - 1 min walk to beach!

12. Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

Glamping Tent with Westerly Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"Busy resort during our stay, but the overall energy was good. Don’t stay in the glamping tents if nighttime noise disturbs your sleep. Despite quiet hours, we had to politely ask tent neighbors to keep their noise down at 11:00 pm"
United States
Jenni G.
The price is HK$1,882
HK$2,430 total
includes taxes & fees
3 Sept - 4 Sept
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

13. Glamping Tent 2 min walk to west-facing beach at popular resort

Glamping Tent 2 min walk to west-facing beach at popular resort
Eastsound
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,553
HK$2,004 total
includes taxes & fees
23 Aug - 24 Aug
Glamping Tent 2 min walk to west-facing beach at popular resort

14. Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.

Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay with access to everything you need. "
United States
Jeanine
The price is HK$3,098
HK$4,594 total
includes taxes & fees
3 Sept - 4 Sept
Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.

15. Historic Waterfront Home, Hot tub, Pets Welcome!

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (17 reviews)
"This was such an amazing place to stay! The views were gorgeous, we loved the hot tub and outside space, and the home was so charming and comfortable. Would highly recommend and can’t wait to stay again in the future."
United States
Stephanie R.
The price is HK$3,922
HK$7,468 total
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!

16. 1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Friday Harbor
9.8 out of 10, Exceptional, (44 reviews)
"Great place, very clean and cozy! Everything we needed. We needed something close to the ferry which was great."
United States
Rhonda M.
The price is HK$4,001
HK$4,999 total
includes taxes & fees
2 Sept - 3 Sept
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

17. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
The price is HK$2,635
HK$4,086 total
includes taxes & fees
1 Sept - 2 Sept
WATER VIEWS! WOOD STOVE! PRIVATE!

18. Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.

Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (204 reviews)
"The apartment is clean and spacious with many amenities and close to shops and restaurants. It also has a lovely view."
United States
Claudia E.
The price is HK$3,099
HK$4,594 total
includes taxes & fees
23 Aug - 24 Aug
Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.

19. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (35 reviews)
"Great stay-easy to use hot tub, cental location and well kitchen full of cooking supplies including oil, salt."
United States
Alicia P.
The price is HK$2,628
HK$4,872 total
includes taxes & fees
23 Aug - 24 Aug
Hot Tub/Central/Modern/Well Appointed/Immaculate

20. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (20 reviews)
"The property was in a great location and well stocked. We loved finding sea glass on the property's beach."
United States
Megan W.
The price is HK$3,495
HK$6,258 total
includes taxes & fees
17 Aug - 18 Aug
Waterfront cottage with tidelands, creek and waterfall!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Juan Islands Hotel Reviews

Find out more about San Juan Islands

Search for holiday rentals in San Juan Islands on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan Islands using one of the methods below:

  • View our selection of featured holiday rentals in San Juan Islands
  • Use the map to find apartments and other holiday homes in the San Juan Islands neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan Islands while they last

Look no further and take a look at our great range of rental properties in San Juan Islands!

Explore a world of travel with Expedia