Cruise Vacations - Vacation Rentals in San Juan Island

Luxury Places to Stay in San Juan Island

Over 276+ Luxury Places to Stay in or Near San Juan Island
San Juan Island, Roche Harbor Overlook #196 From US $1,644
         

9.8 (30 Reviews)
House
  • TV
  • Balcony/Terrace
  • Security/Safety
Waterfront Paradise with Game Room! (BA) From US $1,254
         

7.8 (17 Reviews)
House
  • TV
  • Balcony/Terrace
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in San Juan Island

Over 15+ Top-Rated Vacation Rentals with a Pool in or Near San Juan Island

Pet-Friendly Vacation Rentals in San Juan Island

Over 52+ Pet-Friendly Vacation Rentals in or Near San Juan Island
Tucker House Inn From US $159
         

|
8.5 (127 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly From US $414
         

9.8 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
San Juan Suites -Conservatory - Pet Friendly! From US $249
         

9.4 (152 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront! Near Roche Harbor! Hot Tub! (SSH) From US $734
         

9.2 (114 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in San Juan Island

Over 22+ Large Vacation Homes & Villas in or Near San Juan Island
The Web Suites From US $360
         

|
9.8 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Rose Mountain Lodge - Friday Harbor From US $880
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly From US $413
         

9.8 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in San Juan Island

Over 7+ Wheelchair Accessible Vacation Homes in or Near San Juan Island
Harbor View Condo in Downtown! Churchill Plaza #1 From US $398
         

9.4 (201 Reviews)
Condo
  • Parking
  • TV
  • Wheelchair Accessible
Snug Harbor Resort and Marina From US $549
         

|
9.7 (58 Reviews)
Ski Chalet
  • Parking
  • View
  • Wheelchair Accessible
Friday Harbor House From US $189
         

|
9.6 (237 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Peaceful Cottage on 15 acre Farm From US $183
         

5.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • TV
Friday Harbor Suites From US $234
         

|
8.3 (365 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Friday Harbor Suites From US $205
         

8.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

San Juan Island Varoom and Airbnb Places to Stay Under $200

Over 53+ San Juan Island Varoom and Airbnb Places to Stay Under $200
Jones Cabin From US $195
         

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9.2 (48 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Trumpeter Inn From US $193
         

|
9.8 (247 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Accessibility
Downtown Friday Harbor! (Miner's) From US $139
         

8.6 (85 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Harbor View Condo in Downtown! (Marina Lookout) From US $113
         

New Luxury Condo! Downtown! Ground Floor - Haven 103 From US $195
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Studio suite near downtown (Argyle Suites-HSB) From US $127
         

10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Comfortable Modern Condo near Downtown From US $163
         

9.4 (8 Reviews)
Condo
  • Parking
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in San Juan Island

Over 156+ Instantly Bookable Vacation Homes in or Near San Juan Island
Waterfront! Seasonal Hot Tub! - (Stonecliff) From US $581
         

10.0 (128 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Charming Cottage near Roche Harbor! (BSB) From US $289
         

9.8 (140 Reviews)
Cabin
  • TV
  • Balcony/Terrace
  • Security/Safety
3 Bedrooms with Hot Tub! (Woodhaven) From US $611
         

9.6 (131 Reviews)
House
  • TV
  • Balcony/Terrace
  • Security/Safety
Secluded House Near Eagle Cove! (IR) From US $384
         

9.8 (98 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
San Juan Suites - High Seas! Downtown! From US $242
         

9.4 (152 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Balcony/Terrace

About San Juan Island Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruisevacations San Juan Island, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in San Juan Island. Places to stay near San Juan Island are 2400 ft² on average, with prices averaging $5,975 a night.

Cruisevacations makes it easy and safe to find and compare vacation rentals in San Juan Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in San Juan Island

Type Count

Use these Quick Filters to Find a Vacation Rental in San Juan Island

Pro Tip: Cruisevacations makes it easy to compare the best listings on Cruisevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruisevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in San Juan Island.

Weather in San Juan Island

View the weather forecast for San Juan Island before booking your San Juan Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F