San Juan Island Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select San Juan Island Vacation Homes

Modern Home with Stunning Water View

10.0 out of 10, Exceptional, (338)
"The house was a perfect size with an amazing view! It had everything we needed and was very close to the little downtown area. I would definitely come back."
The price is CA $415
CA $820 total
includes taxes & fees
Apr 20 - Apr 21
Modern Home with Stunning Water View

Waterfront Home! Hot Tub! (HOS)

9.8 out of 10, Exceptional, (51)
"Wonderful place"
Waterfront Home! Hot Tub! (HOS)

Light-filled home with fenced yard - two dogs welcome - walk everywhere

9.4 out of 10, Exceptional, (53)
"Cozy little place right off the alley with the downtown restaurant strip and the marina within reasonable walking distance!"
The price is CA $208
CA $553 total
includes taxes & fees
Apr 29 - Apr 30
Light-filled home with fenced yard - two dogs welcome - walk everywhere

Lovely Orcas Island craftsman-style home in a serene setting with inviting deck

9.8 out of 10, Exceptional, (159)
"Went here for a “read in” weekend with some friends and we had a great time. Place was clean and comfortable and had everything we needed!"
Lovely Orcas Island craftsman-style home in a serene setting with inviting deck

Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

10.0 out of 10, Exceptional, (271)
"Views and locale just as in the photos. A very, very well supplied vacation home"
Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC

Comfortable waterfront home with stunning views

8.4 out of 10, Very good, (118)
"love love love the location, walk to Iceberg Point every day."
Comfortable waterfront home with stunning views

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

10.0 out of 10, Exceptional, (326)
"We had an absolutely fantastic stay at this San Juan Island gem! The location right on the beach was incredible, offering stunning views from the house. The property itself is beautiful, with a big, well-maintained yard and easy access to open trails right from the doorstep. We loved having the little dock and kayaks available. The house was clean, comfortable, and had everything we needed. Our dog had the time of her life running around the spacious yard. This is a truly special place, and we...
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

8.4 out of 10, Very good, (93)
"This was a nice size home with very comfy beds, and the perfect size for our group. We all had our own room - which was GREAT!. I it only 4 stars because there were things in need of repair, and in one of rooms needed to be cleaned better."
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (70)
"We loved staying here. The only disappointment was that the fireplace is not for guest use. Also, no fires are permitted on the property even when fire restrictions are lifted. "
Waterfront! Hot Tub! (EWR)

Hot Tub/Central/Modern/Well Appointed/Immaculate

10.0 out of 10, Exceptional, (3)
"Thank you for an easy, relaxing, and beautiful stay. "
The price is CA $273
CA $612 total
includes taxes & fees
Apr 20 - Apr 21
Hot Tub/Central/Modern/Well Appointed/Immaculate

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

10.0 out of 10, Exceptional, (206)
"Thoroughly enjoyed our time at Heron House after Christmas! Blessed with good weather, so we were able to explore many areas of the island. Highly recommend."
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access

9.4 out of 10, Exceptional, (103)
"This was our second time staying here. We love this condo! The proximity to downtown is handy, and the space is ideal for a family! "
Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

9.8 out of 10, Exceptional, (185)
"The place was nice and clean. It felt very secluded but was only 10 min from town!"
The price is CA $311
CA $604 total
includes taxes & fees
May 15 - May 16
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK

9.0 out of 10, Wonderful, (43)
"Such a gem! We loved staying at the Tall Cedars Cabin!"
Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK

Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

10.0 out of 10, Exceptional, (34)
"Great place"
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

Cute cottage, peek-a-boo view close to everything Anacortes has to offer.

10.0 out of 10, Exceptional, (165)
"Clean and had everything we needed. "
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.

Stunningly Beautiful High Bank Waterfront Property!

10.0 out of 10, Exceptional, (57)
"The ocean view from the hot tub was amazing, as was everything about this property. We had a wonderful time."
Stunningly Beautiful High Bank Waterfront Property!

Waterfront Home! Newly Remodeled! (weow)

10.0 out of 10, Exceptional, (48)
"This is a beautiful home set in a wonderful setting. We thoroughly enjoyed our stay in this comfortable, quiet home and would highly recommend this VRBO. "
Waterfront Home! Newly Remodeled! (weow)

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

9.6 out of 10, Exceptional, (199)
"Gorgeous setting!!! "
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

Secluded dog-friendly home with mountain views & gas fireplace

2.0 star property
9.8 out of 10, Exceptional, (10)
"My wife and i spent five nights here. It was quiet and cozy. The bed was comfortable and the kitchen had everything we needed. "
Secluded dog-friendly home with mountain views & gas fireplace
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.
Don't see what you're looking for?
See all available properties in San Juan Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in San Juan Island

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

10.0 out of 10, Exceptional, (326)
"We had an absolutely fantastic stay at this San Juan Island gem! The location right on the beach was incredible, offering stunning views from the house. The property itself is beautiful, with a big, well-maintained yard and easy access to open trails right from the doorstep. We loved having the little dock and kayaks available. The house was clean, comfortable, and had everything we needed. Our dog had the time of her life running around the spacious yard. This is a truly special place, and we...
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Downtown Friday Harbor! Adults Only (CCS# 3)

8.6 out of 10, Excellent, (54)
"I really liked how clean it was. The property was in a great location, near the main street, the brewry, and the harbor. And the hosts communicated everything I needed to know."
Downtown Friday Harbor! Adults Only (CCS# 3)

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

10.0 out of 10, Exceptional, (95)
"Very peaceful stay and everything as advertised - would recommend it!"
Perfect location to relax, unwind, renew and enjoy 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.