
Holiday rentals in San Francisco Peninsula
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Top-rated holiday rentals in San Francisco Peninsula
Guests agree: these stays are highly rated for location, cleanliness and more.

★EV+★Hillside SFO View★Home Theater★Pool Table
Instant Booking Confirmation! Ample parking: Over-sized 2-car driveway! EV charging (12kW, level II, pay by kWh for EV charging, Tesla users: Please bring your own adapter) A charming, detached and private 3-bedroom, 2 bathroom house with a view to SFO on the Bay, Home Theater, Pool Table, Fully-Fenced Terrace Garden, Piano. WFH friendly: multiple desks, High Speed WiFi (100Mbps). Digital keypad entry for self check-in. You’ll have the entire house, backyard, front yard completely to yourself!
4.94 out of 5 average rating, 358 reviews
Private Garden Cottage
Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.
4.99 out of 5 average rating, 853 reviews
Remodeled House in South San Francisco
This remodeled home is nestled in the desirable, quiet, safe and family-friendly neighborhood of South San Francisco. The area is very convenient for shopping (Costco, Serramonte Shopping Center, Target and Trader Joe’s are nearby). It has easy access to the freeway, near a BART station & close to San Francisco International Airport (6 miles, 10 minutes). There is a sprawling outdoor space in the back of the house with lush, towering trees, which will make you easily forget you are in a city.
5.0 out of 5 average rating, 101 reviews
Paradise Treehouse & Heavenly Cabin
A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.
4.99 out of 5 average rating, 155 reviews
Hilltop Luxury Panoramic Views
Welcome to your stunning California retreat! Located in the beautiful and peaceful foothills of South San Francisco! This completely renovated 4 bedroom 3 bath home boasts nearly 1800 square feet of living space and comfortably sleeps 10. Step out to enjoy the gorgeous sunrise with your morning cup of coffee while soaking in breathtaking views of the Bay and surrounding hills. You'll love the natural light that pours into every room and the peaceful ambiance that surrounds the property.
4.98 out of 5 average rating, 266 reviews
NEW Modern Home w/ FUN Game Room & Amazing views!
Enjoy your stay in Sunny California experience at an AMAZING and SPACIOUS renovated home! It sits on top of a hill with breathtaking panoramic view of the Bay Area and SFO. This very spacious home has mid-century decors and features with a COOL game room , NEW bathrooms and NEW kitchen stove & refrigerator . With 15 feet ceilings tall, the openness of the house comprises 5 bedrooms and 3 bathrooms, comfortably fitting 13 guests . Lastly, we have PLENTY of car parking spot; 6 of them!
4.81 out of 5 average rating, 132 reviews
SkyHigh Redwoods Retreat with Bay Views
Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.
4.97 out of 5 average rating, 380 reviews
New- Stunning Oceanfront "Pelican Bluffs"
Perched on a dramatic oceanfront bluff, Pelican Bluffs fuses modern comfort with coastal charm. Gaze at pelicans gliding over crashing waves, create masterpieces in the the gourmet kitchen, enjoy playful havens for family time, and find workspaces where inspiration abounds. End your day, gathered around the gorgeous fire pit as the fiery sunset turns into a canopy of stars and unforgettable memories see additional photos section for prior reviews from an earlier host
4.98 out of 5 average rating, 106 reviews
The Perfectly Appointed Modern English Guest House
Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).
4.96 out of 5 average rating, 320 reviews
Charming 1930 Spanish Haven close to everything
Enjoy a stay in the charm of 1930 Spanish style home with all the modern conveniences and comfort of today. This home is both ideal for the family visiting the bay area as well as the professional trip to the bay area. Conveniently located steps away from original restaurants and about a mile from the train station or freeways. Guests have WiFi, a fully stocked kitchen, and based on season, fruit from 17 trees including apple, lemon, pear, orange and more.
4.82 out of 5 average rating, 202 reviews
Lagoonfront Retreat: 3BR House Near SFO
Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.
4.93 out of 5 average rating, 323 reviews
Sea Wolf Bungalow
If you're looking for the most spectacular views on the San Mateo Coast, come to Sea Wolf Bungalow. Located just 20 minutes southwest of San Francisco and 7 miles north of Half Moon Bay, this historic cabin sits on its on own point with sweeping views of the Pacific. Enjoy whale watching, the beach, surfing, fishing, golf, hiking and the fabulous dining of the coastal area.
4.99 out of 5 average rating, 133 reviewsPopular amenities for San Francisco Peninsula holiday rentals
Other great holiday rentals in San Francisco Peninsula

A beautiful Tree house -your own retreat
4.94 out of 5 average rating, 219 reviews
Renovated Home in San Francisco
4.9 out of 5 average rating, 184 reviews
Walk to the Beach from this Ocean Front Home
4.93 out of 5 average rating, 296 reviews
Delightful Hideaway in San Carlos
4.99 out of 5 average rating, 155 reviews
A Comfortable, Clean, & Private Guest House
4.98 out of 5 average rating, 497 reviews
Palo Alto Modern Retreat
4.95 out of 5 average rating, 279 reviews
Stairway to Heaven - 2 bedroom
4.96 out of 5 average rating, 195 reviews
2630 -Modern Comfort House near SFO & Supermarkets
4.91 out of 5 average rating, 101 reviewsDestinations to explore
- San Francisco Holiday rentals
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- Rentals with an accessible-height toilet San Francisco Peninsula
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- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Golden Gate Bridge
- Moscone Center
- Capitola Beach
- Oracle Park
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- SAP Center
- Levi's Stadium
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- Pier 39
- University of California San Francisco
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- California’S Great America
- Oakland Arena
- Bernal Heights
- Palace of Fine Arts
- Seacliff State Beach
- Rodeo Beach
- Things to do San Francisco Peninsula
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