San Juan Island holiday rentals

We found 202 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – San Juan Island

Showing deals for:4 Dec - 11 Dec

Property grounds
Exterior
Living area
Great fire pit is perfect for smores.
Exceptional
(59 reviews)

Luxury four bedroom home on sixteen acres of wooded privacy.

Friday Harbor

8% off
S$9,997
for 7 nights, 1 home
S$1,428 per night
includes taxes & fees
Luxury four bedroom home on sixteen acres of wooded privacy.
Private kitchen
Stunning sunrises
View of house from beach
Main house living/dining area and bar stools
Exceptional
(103 reviews)

Peaceful Bayside Home the Woods - Sleeps 6 people, 8 max.

Friday Harbor

11% off
S$3,766
for 7 nights, 1 home
S$538 per night
includes taxes & fees
Peaceful Bayside Home the Woods - Sleeps 6 people, 8 max.
House and Guesthouse from Southeast
A neighbor viewed from Guesthouse
Antique bell over carport
Studio Kitchenette with Dishwasher and Countertop Oven
Exceptional
(163 reviews)

Shared hot tub with meadow view

Friday Harbor

11% off
S$1,770
for 7 nights, 1 apartment
S$253 per night
includes taxes & fees
Shared hot tub with meadow view
Terrace/patio
Marina
Exterior
Property grounds
Exceptional
(139 reviews)

Golf Course Guesthouse , Friday Harbor, San Juan Isl.

Friday Harbor

8% off
S$1,665
for 7 nights, 1 room
S$238 per night
includes taxes & fees
Golf Course Guesthouse , Friday Harbor, San Juan Isl.
Roche Harbor Gardens and Marina
Madrona Bar and Grill, 1 1/2 miles away at Roche Harbor. Menu in Welcome Binder
Lime Kiln Cafe, 1 1/2 miles away at Roche Harbor. Menu in Welcome Binder
Living area
Exceptional
(144 reviews)

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

Friday Harbor

7% off
S$3,660
for 7 nights, 1 home
S$523 per night
includes taxes & fees
Perfect location to relax, unwind, renew and enjoy San Juan Island
Property grounds
Exterior
Interior
Property grounds
Exceptional
(374 reviews)

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

Friday Harbor

8% off
S$3,216
for 7 nights, 1 home
S$459 per night
includes taxes & fees
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Living room
Living area
Children’s area
Property grounds
Exceptional
(75 reviews)

Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Friday Harbor

7% off
S$4,465
for 7 nights, 1 home
S$638 per night
includes taxes & fees
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.
Living room entertainment cabinet
Living room viewed from dining room
Car charging in reserved parking space, behind building
Red entry door
Exceptional
(248 reviews)

Luxury Vacation Condo in the Heart of Friday Harbor - with EV charger!

Friday Harbor

11% off
S$2,096
for 7 nights, 1 apartment
S$299 per night
includes taxes & fees
Luxury Vacation Condo in the Heart of Friday Harbor - with EV charger!
English Camp, less than 10 minutes from Wildflower Cottage Retreat
Lime Kiln Cafe,  1 3/4 miles away, grt menu, i.e. wood fired pizza, fresh donuts
Roche Harbor Marine, 1 3/4  miles from Wildflower Cottage Retreat
Terrace/patio
Exceptional
(106 reviews)

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

Friday Harbor

7% off
S$3,462
for 7 nights, 1 home
S$495 per night
includes taxes & fees
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Interior
Exterior
Room
Property grounds
Excellent
(20 reviews)

Tahlequah's Place Condo in Downtown Friday Harbor

Friday Harbor

8% off
S$1,594
for 7 nights, 1 apartment
S$228 per night
includes taxes & fees
Tahlequah's Place Condo in Downtown Friday Harbor
Eat in Bar
Nano doors open to bring the outdoors in.
Spiral Stairs
Trail to water
Exceptional
(211 reviews)

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Friday Harbor

8% off
S$4,549
for 7 nights, 1 home
S$650 per night
includes taxes & fees
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Private kitchen
Nichols Street Suites is above Funk & Junk Antiques, 85 Nichols St.
Room
Bathroom
Exceptional
(126 reviews)

Family Friendly In Town Accommodations

Friday Harbor

12% off
S$1,923
for 7 nights, 1 room
S$275 per night
includes taxes & fees
Family Friendly In Town Accommodations
Room
Exterior
Bathroom
Interior
Exceptional
(116 reviews)

Family Friendly, In-town Accommodations

Friday Harbor

12% off
S$1,681
for 7 nights, 1 room
S$240 per night
includes taxes & fees
Family Friendly, In-town Accommodations
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The waterfront setting of San Juan Island is ready to explore

The island views and other outdoor surroundings create an inviting atmosphere in San Juan Island. This city's whale watching, boating and hiking draw many visitors. Victoria Clipper Ferry Terminal and Victoria Harbour are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around San Juan Island

Are you searching for top things to see and do in the area? Travellers enjoy fun activities like whale watching, hiking and kayaking. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes San Juan Island a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cordova Bay Golf Course (13.6 mi / 21.9 km)
  • Victoria Bug Zoo (15.9 mi / 25.6 km)
  • Victoria Butterfly Gardens (16.5 mi / 26.6 km)
  • Lopez Island Vineyards and Winery (7.7 mi / 12.4 km)
  • Orcas Island Golf Course (10.8 mi / 17.3 km)
  • Victoria Golf Club (13.6 mi / 22 km)

Exploring the natural landscape of San Juan Island

Travellers enjoy San Juan Island for its island views and seaside. Whether you're looking for exciting outdoor activities or just want to take in the scenery, San Juan Island is a great place to spend some time outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • San Juan County Park (3.7 mi / 6 km)
  • San Juan Islands Sculpture Park (5.1 mi / 8.2 km)
  • Turtleback Mountain (9.1 mi / 14.7 km)
  • Cadboro Bay (11.9 mi / 19.1 km)
  • Cascade Lake (12.3 mi / 19.8 km)
  • Lochside Regional Trail (14.6 mi / 23.5 km)

How to get to and around San Juan Island

Fly into Friday Harbor, WA (FRD), the closest airport, located 3 mi (4.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Friday Harbor, WA (FBS-Friday Harbor Sea Plane Base), which is 3.1 mi (5 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in San Juan Island?
According to our data, houses are the most sought-after type of property in San Juan Island. But naturally, everyone's idea of an awesome stay isn't going to be the same. Vrbo has holiday homes of all sizes and shapes, and we'll help you discover the perfect match.
How much does it cost to rent a holiday rental in San Juan Island?
The average price for a holiday home in San Juan Island is determined by several factors, including time of year, length of stay and property type. Whether you're in search of a sprawling villa with space for extended family or a quaint cabin for just you and your sweetheart, just enter your dates of travel to discover stays with terrific value.
How much does it cost to rent a beach house in San Juan Island?
Prices for beach houses in San Juan Island vary depending on the size and style of the property and when you plan to travel. Simply enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use our filter tool to narrow your search by ratings, amenities, nearby activities and more.
What are popular rental amenities in San Juan Island?
The most popular rental amenities people are looking for in San Juan Island include an ocean view, a swimming pool and a garden. Whether you're on a trip with pals, family or even pets, Vrbo holiday homes have the best amenities for fun and relaxation with the people you cherish the most.
Can I find two-bedroom holiday rentals in San Juan Island?
Take off with your besties and relax in total privacy and comfort in one of the 51 two-bedroom holiday homes San Juan Island has to offer.
Are there holiday rentals with WiFi in San Juan Island?
San Juan Island has 35 holiday rentals with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to sending emails, these Vrbo homes make it easy to get online.
How old do you have to be to rent a holiday rental in San Juan Island?
It's a good idea to check with the San Juan Island holiday home you want on Vrbo as the minimum age varies. However, it's typically 16, 18 or 21.
How long can I rent a holiday rental in San Juan Island for?
It's up to the San Juan Island property. To view a list of options offering extended stays, simply type your dates and number of guests into the Vrbo search page. You can look forward to having the entire property to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and outdoor spaces where your little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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