
Holiday houses in Cupertino
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Top-rated holiday rentals in Cupertino
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Executive Condo Within Charming Santana Row in San Jose
Admire a wall of framed French liqueur posters which lend a European air to this modern condo. Open sliding doors to a Juliet balcony with an iron railing and let breezes fill the space along with the sunshine and strip view of beautiful Santana Row. Climb stairs to a cozy sleeping loft. There are two queen beds that can accommodate four guest. If you book for a 5th guest a twin air mattress will be set up. To meet the strict requirements imposed by the building Home Owners Association, we have added a video doorbell for compliance of noise and potential mis-use of the building and condo. Chic loft/condo, open concept with endless upgrades in the Santana Row Margo building. Modern glass tile & custom paint throughout, upgraded bathrooms. Two plush queen platform beds offering a serene & private nights rest. There is also a high end Twin Air Mattress that can be set-up upstairs for the 5th person. Custom lighting hardware throughout and one FREE dedicated underground parking space in secure garage below the building. Luxury condo is located in the most desirable area in Silicon Valley, Santana Row. "The Row" is an upscale residential, shopping, dining, and entertainment complex in San Jose, California. Everything is within walking distance. There is no need to drive. The condominium is perfect for business travelers or family vacationers. The loft has two spacious queen beds with a full and half bathroom. Walk-in closet upstairs for all your belongings. The condo is a two story loft that boost 23ft ceilings and is an open floor plan which means no enclosed bedrooms and it's loft style. It includes a full size kitchen and living room area. You'll have the entire unit all to yourself. This high end loft has the amenities that you would expect from a world class vacation and executive corporate rental: • Fully furnished luxury loft with large open floor plan facing the "Row". ~1100 sq/ft • 2 Queen size beds, full bathroom upstairs, and half bathroom downstairs. • 1 High End Air Mattress can be set-up for the 5th person upstairs when booked. • Complimentary Comcast Cable with HBO on a 65" HDTV. On Demand is not included • Complimentary High Speed Wi-Fi internet. • One Complimentary assigned underground parking space. • Complimentary Keurig coffee and tea. • Business ready: Work desk, Wifi, printer, and paper. • Central heating / air conditioning. Nest Thermostat Control • Modern full size kitchen with granite counter tops and stainless steel major appliances. • In-unit washer and dryer (detergent and softener is included) • Facing the Row for the best people watching spot you could ask for. • No pets • No smoking • Levi's Stadium is close to Santana Row for those wanting to catch a game. Taxi and Uber is available. • If you are looking for a smaller unit than check out my other listing on Santana Row by clicking on my profile or this link. • Other listing: https://www.airbnb.com/rooms/6172005/ The atmosphere of Santana Row is extraordinary! Plenty of restaurants and shops in the area that range from casual to high-end; there is always something to do here. On the other hand there are also salons and spas to pamper yourself. You have the entire two story unit to yourself! I'm always available by phone during your stay should you have any questions or issues during your stay. I work close by should you need anything during your stay. Once you're, in I'm hands off unless you need something. The condo is in Santana Row, an upscale outdoor shopping mall in the heart of San Jose. The mall offers a mix of brand name shops, local boutiques, 20 restaurants, 9 spas and salons, a cinema, and the boutique Hotel Valencia. Conveniently location with easy access to highways 101, 880, highway 280, 17 and 87. Major airports: • To SJC (San Jose Airport): 5.9 miles / around 13 min. • To OAK (Oakland International): 37.5 miles / around 43 min. • To SFO (San Francisco International): 37.9 miles / around 45 min. Convention Centers: • 3.7 Miles from San Jose McEnery Convention Center • 7.5 Miles from Santa Clara Convention Center • 3 Miles from SAP Center / HP Pavilion • 8.4 Miles from the brand new Levi's Stadium. Home of the 49'ers. Public transit in San Jose (and the entire South Bay portion of the Bay Area) is provided primarily by VTA, which operates bus and light-rail (modern streetcar) service. Caltrain also provides rail service throughout a portion of Santa Clara County. BART, Lyft, and UBER is also an option within the Bay Area. This condo is very clean and kept up to date with no expense spared. The pictures reflect it's current state and there are no surprises. This condo is directly on Santana Row street on the 3rd floor above Paper Source and Pizza Aztica. From your window you can see Tesla, Straits Cafe, Suit Supply, Coach. It's really the ultimate location if you are staying on Santana Row or San Jose.

Santana Row Loft | Luxe Stay in Silicon Valley
*AIRBNB PLUS ON SANTANA ROW* *Vetted in person by AirBnb* *Creme de la creme of AirBnb* The very spacious open concept condo is over 1090 sq feet of space to enjoy the view from below. This loft unit includes 1 parking spot and a key less door entrance for your convenience and safety. Tall airy ceiling and minimalist decor, VIP guests can unwind after a long day of work/entertainment. The 8 people dining table serves as conference area and work space for remote workers. Enhanced cleaning protocol is implemented between each visit. Some furniture may have moved around the house. Open spacious floor plan. 2 bed/1.5 bath loft condo on top floor with designated parking space below building. Overlooking Santana Row's trendy restaurants and high end shops. The perfect location to spend a weekend of shopping and entertainment. Also, the condo is equipped with office amenities for business travelers - printer, office desk, cable TV, a touch screen computer ( upon request ). We offer name brand king size bed with new Ghost mattress, new fridge and TV in media room/ NEST/ Bluetooth speaker. In addition, we have a small eclectic library for light reading -Coffee/tea - and filtered water for your enjoyment- just send any request in advance and we will try to arrange. If you have a business meeting - the conference table can accommodate up to 8 person. Condo is accessible via underground garage or lobby by key fob. I am available via sms for any questions. I live 40 minutes away - my co host is only 10 minutes away if you need anything. The loft faces the upscale Santana Row shopping district, which is decorated with flowers and a manicured garden. It has a great feel with live bands in the summer, and it's magical in the festive season. Choose from plenty of upscale restaurants. You can walk to the most prestigious shopping center - Westfield Mall - and grocery shop and pharmacy. Spa and restaurants and bar and shopping are only couple of feet away. You may never need to drive. If you have an estimated arrival time later than midnight, please let us know beforehand and we are willing to accommodate your late check-in.

Modern House near Apple Park
Welcome to your perfect home away from home! This modern, clean, and peaceful 2-bedroom, 1-bathroom unit features cozy queen-size beds, ideal for a restful stay. Located in an upscale neighborhood, it’s just a 5-minute drive to Apple HQ and shopping centers and a 7-minute walk to supermarkets and a variety of international restaurants. The spacious unit includes a stylish family room, a modern kitchen, and a contemporary bathroom, designed for your comfort and enjoyment.(San Jose/Cupertino area)

Contemporary open floor plan home near Santana Row
Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. **NO LARGE GATHERINGS, EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

Santa Clara Guest House w/King Bed and Parking
Newly updated guest house centrally located in the Silicon Valley. Easy access to everything! Close to San Jose Int. Airport, Downtown San Jose, Santa Row, Valley Fair Shopping Center, and more! This stylish guest house will meet all your needs. Fully equipped kitchen with refrigerator, oven/stove, Keurig coffee pot, and dish essentials. Large bedroom with comfortable King bed, en-suite bathroom, laundry, and lots of closet space. Beautiful yard and private drive-way parking included!

The most desirable & beautiful guesthouse
Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

Guesthouse with kitchen,bath and laundry
Private guesthouse/ in-law unit in Cupertino, walking distance from major tech companies with Private entry Convenient access to new restaurants and nightlife. Short commute to freeway and airport. High speed independent internet /Ethernet connection. Comcast streamingTV box, also uverse tv. Airconditioning vent in the bedroom. Wall heater. Portable fans and heater . It includes kitchen, dinette and full bath. It has shared laundry and shared backyard. Nice, quiet neighborhood.

Beautiful large private studio w/ garden view
Beautiful, large & bright newly-renovated 1Br/1Bath with own separate front entrance. Super convenient on a quiet residential street close to restaurants, supermarkets, and in the heart of Silicon Valley with easy access to tech companies, Universities/colleges and SJ Airport. Furnished with High-end furniture, quality linens and a fireplace. Kitchenette has sink, cabinets, kettle, microwave, fridge and toaster oven. Bath has heating rack for towels and vanity mirror.

Private Entrance and Walking to Apple Park
Nicely remodeled designer private studio unit. High speed internet 1200 Mbps and 4K Roku-enabled TV Separate external key-code entrance. Separate heating and air conditioning control, handheld remote. Desk area. Spotless attached bathroom. Cathedral wooden ceiling. Super comfortable queen bed, comforter, padded headboard. Zoned, dimmable lighting. Small kitchenette area with counter, microwave, refrigerator, sink, utensils. Friendly, responsive hosts.

Newly rebuilt ultra clean designer home
Newly renovated ultra clean designer home in duplex minutes from Apple campus. Highly walkable, the entire home has been recently rebuilt from the studs with new top of the line designer furnishings, kitchen essentials, appliances, and toiletries. Disney+, Hulu, Cable TV, and Nespresso coffee included during stay with ultra-fast internet up to 500mbps. 5 min to Whole Foods 12 min to Apple Park 20 min to Stanford

2BR House + Patio + Office near Apple and Main St.
Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.

Luxury Silicon Valley Wellness and Work Oasis
Peaceful upscale 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Ideal for business travelers, couples, and nature lovers. Fast fiber Wi-Fi, dedicated workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, heated saline pool May–Oct. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.
Popular amenities for Cupertino holiday rentals
Other great holiday rentals in Cupertino

Treehouse , San Jose

Contemporary & Cozy 2B2B Unit

Simple & Serene Retreat for Creativity & Focus

Modern Guesthouse With Amenities

Little Paradise with sauna garden near downtown

Luxury studio+yard, kitchen+WD, Wifi, Pet friendly

Cozy Private Suite with Private Entrance

Modern Suite in Cupertino
When is the best time to visit Cupertino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 NZD | $204 NZD | $204 NZD | $204 NZD | $221 NZD | $217 NZD | $216 NZD | $209 NZD | $204 NZD | $204 NZD | $207 NZD | $205 NZD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Frequently Asked Questions
How much does it cost to stay in guesthouse rentals in Cupertino?
Experience the best of Cupertino with our guesthouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there private suite rentals with a dedicated workspace in Cupertino?
Yes! Work meets play with ease at over 10 private suite rentals in Cupertino featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Cupertino?
Make yourself at home in Cupertino by choosing from our most frequently booked neighborhoods. We have over 590 vacation rentals in Brookview, over 520 vacation rentals in Monta Vista, and over 520 vacation rentals in Rancho Rinconada.
Are there family-friendly house rentals in Cupertino?
Cupertino has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly apartment rentals in Cupertino?
Four-legged friends are welcome in Cupertino. Choose from more than 50 apartment rentals for guests traveling with pets.
Are there Cupertino vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Cupertino, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Cupertino have air conditioning?
Absolutely! We offer over 80 apartment rentals with air conditioning in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Cupertino have wifi?
Absolutely! We offer over 90 apartment rentals with wifi in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Cupertino have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Cupertino have a gym?
Absolutely! We offer over 30 apartment rentals with a gym in Cupertino. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Cupertino

Total holiday rentals
Explore 440 holiday rentals in Cupertino

Nightly prices starting at
Cupertino holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 12,800 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
430 of Cupertino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Cupertino rentals

4.8 Average rating
Cupertino stays are highly rated by guests—averaging 4.8 out of 5!
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Monterey Bay Aquarium
- Capitola Beach
- Muir Woods National Monument
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
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- Seacliff State Beach
- Pier 39
- Twin Peaks
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Levi's Stadium
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