Vacation rentals in Flying Cloud Isle

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Top-rated vacation rentals in Flying Cloud Isle

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Top guest favorite

Home in San Mateo

4.87 out of 5 average rating, 106 reviews

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat

Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

Top guest favorite

Guesthouse in San Carlos

4.99 out of 5 average rating, 757 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.

Home in Foster City

4.88 out of 5 average rating, 43 reviews

Jane's Home (LA) | Remodeled 2b2b +Backyard

Discover a Secluded Treasure! Experience the elegance of this spacious, newly updated modern residence nestled in a quaint cul-de-sac in Foster City. Boasting a perfect open floor plan with impressive 16ft vaulted ceilings and plentiful natural light, this home offers an extensive backyard for ultimate relaxation. Situated at the heart of convenience, halfway between San Francisco & Silicon Valley, and near SFO airport, Caltrain, dining, shopping, San Mateo, Stanford, and Palo Alto.

Top guest favorite

Guest suite in Belmont

4.95 out of 5 average rating, 148 reviews

Cozy private in-law suite, close to SFO, fast WiFi

Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

Guest favorite

Guest suite in San Mateo

4.9 out of 5 average rating, 62 reviews

Luxury guesthouse close to SFO/Parking/waterfront

Recently remodel, modern & luxurious guesthouse, private entrance. Perfect for the business traveler in search of a home away from home while also being ideal for vacationers. Solo traveler or couple. 10 minutes from SFO & 2 mins walk from the amazing scenic bay trail. 15 minutes away from shopping, dining, and entertainment. Book your stay now for a relaxing and enjoyable experience! Whether business or pleasure, our location will meet all your needs and more.

Top guest favorite

Home in Foster City

4.93 out of 5 average rating, 275 reviews

Tranquil Lagoon View 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.

Guest favorite

Guest suite in San Mateo

4.93 out of 5 average rating, 252 reviews

Luxury King Bed & Spa Bathroom

Our spacious guest suite has its own private entrance, comfortable pillow-top king size bed, work-friendly laptop desk, hi-speed wifi, spa bathroom with heated floor, mini fridge, microwave and a Keurig coffee maker. The guest suite is part of the main home, but there are no shared spaces and the areas are separated by a locked solid wood door & noise-dampening cushions. Our guest suite is ideal for couples visiting family in the neighborhood.

Superhost

Place to stay in San Mateo

4.91 out of 5 average rating, 108 reviews

Cottage on the Water -SUP,Kayaking,Canoeing

Private Club House Water Front. Free use of stand-up paddle board, kayak, and canoe. Private entrance with Smartlock and wifi. Modern studio with full bathroom. and the kitchenette area is fully furnished for light cooking. Conveniently located near grocery, Target, Trader Joes, and restaurants. 5 minutes from Downtown San Mateo, and 10 minutes from SF Airport. Looking to get away from the bay area without actually leaving, nice escape.

Guest favorite

Guest suite in San Carlos

4.98 out of 5 average rating, 60 reviews

Private Modern Studio & Patio with stunning views

The sunny & private guest suite features a newly remodeled en-suite bathroom and kitchenette. The suite has spectacular views of the backyard with mountain views and a fire pit. Spacious and luxurious, has plenty of storage for a comfortable stay. This guest suite is part of a ~3000 sq ft luxury single-family home and you will have your own entrance into your space from the backyard. You can also rent the full house when available.

Apartment in Redwood City

4.65 out of 5 average rating, 304 reviews

Kasa the Niche Redwood City | Micro-pod Full Bed

Nestled in the heart of Downtown Redwood City, this renovated hotel offers an array of essential amenities within its thoughtfully designed micro units. Walk restaurants, shopping, or to the nearby Caltrain station, which offers direct service into San Francisco and Silicon Valley. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Top guest favorite

Guest suite in Foster City

4.99 out of 5 average rating, 100 reviews

New modern 1 bedroom unit

New modern 1 bedroom/studio unit in beautiful residential neighborhood near the water. Separate entrance that is fully furnished with top of the line appliances and high ceilings. Full size bed. Close access to highway 101, 92 and 280. Plenty of shopping nearby, Bridgepointe Shopping Center and Hillsdale Mall. Need to relax, stroll down to Gull Park to enjoy the water. Kayak and Stand-up Paddle Board available to borrow

Guesthouse in San Mateo

4.81 out of 5 average rating, 189 reviews

Charming cozy studio King-sized bed

Hi there! Welcome to our cozy studio in the heart of the bay area. You'll find yourself conveniently located to downtown San Mateo and all the transportation. This is a shared walkway, private studio. The unit has 1 king sized bed with ample pillows. Included are fast wifi, 43" TV, Netflix, coffee, full kitchenette for light cooking. Self-check in. No central heat, no AC unit. Equipped with space heater