San Juan Island Vacation Rentals from $171: Search Short-Term Rentals

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Our top choices for San Juan Island vacation rentals

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

Friday Harbor

Kari B.

$528 nightly

Aug 5 - Aug 6

Total with taxes and fees

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

Friday Harbor

Faustine

$516 nightly

Aug 25 - Aug 26

Total with taxes and fees

2 bedrooms, iron/ironing board, WiFi, bed sheets

3. 1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

Friday Harbor

Rhonda M.

$524 nightly

Sep 2 - Sep 3

Total with taxes and fees

4. Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Friday Harbor

Bryan C.

$548 nightly

Aug 16 - Aug 17

Total with taxes and fees

5. Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Friday Harbor

Colin B.

$1,205 nightly

Aug 23 - Aug 24

Total with taxes and fees

6. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Friday Harbor

Heather V.

$627 nightly

Aug 11 - Aug 12

Total with taxes and fees

7. Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Friday Harbor

Hollie

$680 nightly

Aug 23 - Aug 24

Total with taxes and fees

TV, fireplace, DVD player, video library

8. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Friday Harbor

Tawnya P.

$570 nightly

Aug 13 - Aug 14

Total with taxes and fees

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Top San Juan Island Hotel Reviews

Discovery Inn

10/10 Excellent

"This was such a charming and well kept little get away! Staff was incredible- so kind and helpful. Good size clean hot tub and lawn games. Would highly recommend!"

Rosario Resort

10/10 Excellent

"We really enjoyed our stay. We had ocean view 2 queen bed room in late July. Room was very clean and it was quiet which is what we were looking for. In general, this was pretty perfect. Restaurant on the property was very good. On weekends, I would recommend making reservations ahead of time. There are couple of things that might need to be improved on the property. 1. The roads leading to the units are in pretty poor shape. They should really be repaved and fixed. 2. Bathroom didn't have a shampoo bottle. It had 2 body wash bottles & one conditioner. 3. Bathroom was VERY small. There was practically no place to put toiletries or clothes. There was no hook on the door. But overall stay was very pleasant and we would book there again. Thank you."

Earthbox Inn & Spa

10/10 Excellent

"The hotel is about a 10 minute walk from the entrance of Friday Harbor. The walk is slightly uphill but anyone in moderate shape will find it easy. If you have a roller bag it is a bit bumpy but totally manageable. On the way to the hotel, you’ll pass through the main area of town which is a nice intro to the many shops and restaurants. We found the room not luxurious, but modern, clean and had everything you’d need: Shampoo - wall mounted shower dispenser Conditioner - wall mounted shower dispenser Body wash - wall mounted shower dispenser Liquid hand soap Pump lotion bottle 1 bar soap 1 shower cap 1 makeup remover towel Plenty of hand, face and bath towels A good, con air hairdryer with a concentrator. Best part - the hair dryer is NOT attached to the wall. Iron + board Robes Keurig coffee maker - but there’s an on site coffee shop too. The clock on the nightstand had two USB A ports but they charged slowly. A fridge and a microwave The room itself only had one wall outlet. Luckily we had our travel power strip, and that came in very handy. Most, if not all, of the rooms have a balcony with two chairs and a little table - we didn’t use it but a nice touch. The staff at the front desk were nice and helpful to give local suggestions on where to eat and places of interest. As mentioned the hotel is on the Main Street - about 10 minutes from the main town so very accessible to all the restaurants, shops and bars. The check in was easy. 24 hours before check"

Find out more about San Juan Island

Everything you need to know about San Juan Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Juan Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Juan Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $171 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

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Check prices for these dates

Our top choices for San Juan Island vacation rentals

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

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

3. 1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

4. Snug Harbor Resort and Marina - One Bedroom Water View Cabin

5. Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

6. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

7. Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

8. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

9. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

10. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

11. Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

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

13. West Beach Resort

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

15. Cedar Orchard Cabin.

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

17. Heart of Deer Harbor - Harbormaster House

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

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

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

Find vacation rentals that suit your style

Top San Juan Island Hotel Reviews

Discovery Inn

Find out more about San Juan Island

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