Holiday rentals near Castro Street
We found 2,093 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within close proximity to Castro Street. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Castro Street
Showing deals for:3 Oct - 10 Oct
Image gallery for DREAM LUXURY Penthouse ★ Best View of San Francisco + FREE Valet
1010 out of 10 rating
Exceptional
(22 reviews)
DREAM LUXURY Penthouse ★ Best View of San Francisco + FREE Valet
San Francisco, CA
9% off
Price is AU$8,946
AU$8,946
AU$1,278 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Cozy and Eccentric Design Home
1010 out of 10 rating
Exceptional
(6 reviews)
@ Marbella Lane - Cozy and Eccentric Design Home
Pacifica, California
15% off
Price is AU$5,460
AU$5,460
AU$780 per night
includes taxes & fees
Image gallery for CASABLANCA- Grand Edwardian View Home
1010 out of 10 rating
Exceptional
(16 reviews)
CASABLANCA- Grand Edwardian View Home
San Francisco, CA
16% off
Price is AU$14,019
AU$14,019
AU$2,003 per night
includes taxes & fees
Image gallery for Floating condo 'B' on Sausalito's Richardson Bay
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Floating condo 'B' on Sausalito's Richardson Bay
Mill Valley, CA
8% off
Price is AU$2,872
AU$2,872
AU$410 per night
includes taxes & fees
Image gallery for Luxury Beachfront Penthouse near SF (4)
1010 out of 10 rating
Exceptional
(27 reviews)
Luxury Beachfront Penthouse near SF (4)
Pacifica, CA
8% off
Price is AU$4,722
AU$4,722
AU$675 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Modern 3BR Home w/ Ocean Views
1010 out of 10 rating
Exceptional
(12 reviews)
@ Marbella Lane - Modern 3BR Home w/ Ocean Views
Pacifica, California
15% off
Price is AU$4,009
AU$4,009
AU$573 per night
includes taxes & fees
Image gallery for Luxury Beachfront Condo (2)
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Luxury Beachfront Condo (2)
Pacifica, CA
8% off
Price is AU$3,921
AU$3,921
AU$560 per night
includes taxes & fees
Image gallery for Spacious and Central 2BR Garden View Suite
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Spacious and Central 2BR Garden View Suite
San Francisco, CA
7% off
Price is AU$1,947
AU$1,947
AU$278 per night
includes taxes & fees
Image gallery for Beachfront House near SF w/ Parking (5)
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Beachfront House near SF w/ Parking (5)
Pacifica, CA
8% off
Price is AU$2,766
AU$2,766
AU$395 per night
includes taxes & fees
Image gallery for Beachfront Ocean Views 20 Mins to SF!
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Beachfront Ocean Views 20 Mins to SF!
Pacifica, CA
8% off
Price is AU$2,443
AU$2,443
AU$349 per night
includes taxes & fees
Image gallery for Luxury, San Francisco Bay Area (Tiburon): 5000 sq. ft., 4 bed, 5 bath
1010 out of 10 rating
Exceptional
(45 reviews)
Luxury, San Francisco Bay Area (Tiburon): 5000 sq. ft., 4 bed, 5 bath
Tiburon, CA
23% off
Price is AU$21,209
AU$21,209
AU$3,030 per night
includes taxes & fees
Image gallery for 🌊🌞 4BR Ocean-View Oasis with Hot Tub, Arcade, and EV Plug by SF & Beaches 🏖️
9.69.6 out of 10 rating
Exceptional
(11 reviews)
🌊🌞 4BR Ocean-View Oasis with Hot Tub, Arcade, and EV Plug by SF & Beaches 🏖️
Pacifica, CA
8% off
Price is AU$8,191
AU$8,191
AU$1,170 per night
includes taxes & fees
Image gallery for Modern Coastal Retreat with Ocean Views with pool table up to 19 guests
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Modern Coastal Retreat with Ocean Views with pool table up to 19 guests
Pacifica, CA
7% off
Price is AU$10,144
AU$10,144
AU$1,449 per night
includes taxes & fees
Image gallery for Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️
9.09.0 out of 10 rating
Wonderful
(23 reviews)
Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️
Emeryville, CA
8% off
Price is AU$2,382
AU$2,382
AU$340 per night
includes taxes & fees
Image gallery for Mid-Century home with a beautiful view, deck, & rear fenced-in patio
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Mid-Century home with a beautiful view, deck, & rear fenced-in patio
Tiburon, CA
22% off
Price is AU$9,660
AU$9,660
AU$1,380 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Home With Majestic Ocean Views
8.68.6 out of 10 rating
Excellent
(39 reviews)
@ Marbella Lane - Home With Majestic Ocean Views
Pacifica, California
15% off
Price is AU$5,363
AU$5,363
AU$766 per night
includes taxes & fees
Image gallery for Oceanview Coastal Retreat with Barrel Cedar Sauna, Hot Tub & Fire Pit
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Oceanview Coastal Retreat with Barrel Cedar Sauna, Hot Tub & Fire Pit
Pacifica, CA
8% off
Price is AU$16,006
AU$16,006
AU$2,287 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Buckingham Place | Laundry + P
9.69.6 out of 10 rating
Exceptional
(39 reviews)
@ Marbella Lane - Buckingham Place | Laundry + P
Pacifica, California
15% off
Price is AU$5,043
AU$5,043
AU$720 per night
includes taxes & fees
Image gallery for Luxury living minutes from the heart of SF! One block away from Bart station.
9.89.8 out of 10 rating
Exceptional
(41 reviews)
Luxury living minutes from the heart of SF! One block away from Bart station.
Daly City, CA
7% off
Price is AU$14,008
AU$14,008
AU$2,001 per night
includes taxes & fees
Image gallery for Recharge in Lush Gardens in the Heart of Bernal Heights
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Recharge in Lush Gardens in the Heart of Bernal Heights
San Francisco, CA
9% off
Price is AU$2,153
AU$2,153
AU$308 per night
includes taxes & fees
Image gallery for Live the Penthouse Dream – Luxe, Views & Vibes in Iconic North Beach
9.89.8 out of 10 rating
Exceptional
(79 reviews)
Live the Penthouse Dream – Luxe, Views & Vibes in Iconic North Beach
San Francisco, CA
31% off
Price is AU$14,856
AU$14,856
AU$2,122 per night
includes taxes & fees
Image gallery for Large beautiful home less than 1 minute from the beach
8.28.2 out of 10 rating
Very good
(14 reviews)
Large beautiful home less than 1 minute from the beach
Alameda, CA
8% off
Price is AU$3,710
AU$3,710
AU$530 per night
includes taxes & fees
Image gallery for Hilltop Beauty with Breathtaking San Francisco View
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Hilltop Beauty with Breathtaking San Francisco View
Daly City, CA
9% off
Price is AU$7,326
AU$7,326
AU$1,047 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Vibrant 5BR Home in Daly City
9.69.6 out of 10 rating
Exceptional
(5 reviews)
@ Marbella Lane - Vibrant 5BR Home in Daly City
Daly City, California
15% off
Price is AU$5,419
AU$5,419
AU$774 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Castro Street
Map Attractions
Find the best place to stay - Castro Street
Hotel on Valencia Street in San Francisco, CA Private Room w/ Private Bath.
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beautifully updated, this modern apartment blends contemporary design with the rich history of the Castro—just steps from Harvey Milk’s former home and iconic camera shop, and above a favorite neighborhood coffee spot.
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
Your LUXURY Home Away From Home in Beautiful Noe Valley
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beautiful Cottage, hot tub, in great neighborhood
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Recharge in Lush Gardens in the Heart of Bernal Heights
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Cozy and Affordable Homes in Santa Ana
Sleeps 1 · 1 bedroom
6.46.4 out of 10
24 reviews(24 reviews)
Top rated rentals - Castro Street
Everything that I needed
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
perfect location and accommodation for a family
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value