
Holiday rentals in Flying Cloud Isle
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Top-rated holiday rentals in Flying Cloud Isle
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Sunny 1BR Oasis | A+ Kitchen | Walk 2Town, Parking
100% Private, Sunny 2nd-story Guest House * A+ Downtown Belmont location: walk 3 blocks to dining, parks & CalTrain to SF & SJ * Cozy living/dining area w/love seat, 65" Smart TV and 2-person dining area * New listing. Host has 500+ 5-star reviews * ASK us about 60+ day discounts! * Remodeled kitchen w/gas stove, granite countertops, full fridge, dishwasher * Comfy bedroom w/Full 10" thick memory foam bed, 100% cotton sheets & spa towels * Remodeled bathroom * Laundry * Parking

246C - Large Studio w/ Kitchenette, Laundry & Deck
This is a spacious, modern, and newly remodeled studio unit in our beautiful home located in the center of Hillsdale. This studio features a king bed, smart TV, private bathroom, large kitchenette and wet bar, in-unit laundry, and a spacious SHARED deck with the main unit. It is 2 blocks from San Mateo Medical Center, and only a mile away from Hillsdale Shopping Center & Traders Joe's. There are many restaurants & shops nearby. This studio is accessed from the backyard deck.

Lagoon Room#2 West - Beautiful & Private Entry!
Beautiful one private room with 1 king size bed - entry via east side yard/backyard. You have your own balcony facing the bigger lawn! Smart TV (Roku and Xfinity Streaming) microwave, ref, coffee, iron+board, other amenities available. Access to hot tub; boat, kayak, SUPs for rent. Room is on the wide water and beautiful views of the sunrise/sunset. A lot of our guests are also here on business trips. Whether it is for business or for vacations, guests LOVE this space! Notes:

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.

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.

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.

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, and microwave. 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.

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

115 -Waterfront Oasis, Dock & Sunroom, Grand Piano
Welcome to this stunning waterfront retreat in Foster City featuring spacious living areas, and stylish décor. Perfect for families, business travelers or a group of friends looking for a memorable stay. ✔ 4 spacious bedrooms and 2 bathrooms ✔ Expansive living room with Smart TV ✔ Large sunroom facing water ✔ Fully equipped kitchen ✔ Washer & Dryer in unit ✔ Central heating ✔ Sleeps up to 8 guests ✔ Grand piano

Dandy retreat convenient location
Conveniently located between San Jose and San Francisco. You'll find yourself conveniently located to downtown San Mateo and all the transportation. This is a shared walkway, 1 bedroom suite. The unit has 2 queen sized bed with ample pillows, 1 pull out queen sofa bed, mini kitchen, fast wifi, 1 43" TV, 1 55" TV, Netflix, coffee. Self-check in. No central heat, no AC unit. Equipped with space heater

Clean Modern 2BD/2BA House near downtown San Mateo
This newly remodeled 2Bd/2Ba features an inviting open layout. Lots of sunlight! Cook a meal with your friends and family in our kitchen, fitted with brand new, top-of-the-line appliances. Downtown San Mateo (and the San Mateo Caltrain) is minutes away and there are a ton of great food and nightlife options. SFO is just a 15 minute drive away!
Popular amenities for Flying Cloud Isle holiday rentals
Other great holiday rentals in Flying Cloud Isle

Waterfront 1BR/BA with SuperHost in Foster City

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Stylish Private Bedroom with King Bed

Living in a park

Private Master Suite - Front Lake House

The Squid Cave

Ground Floor Bedroom w/Lagoon View
Destinations to explore
- Northern California Holiday rentals
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- Santa Cruz Beach
- Capitola Beach
- Stanford University
- Golden Gate Park
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Baker Beach
- Seacliff State Beach
- Golden Gate Bridge
- California’S Great America
- Alcatraz Island
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Montara State Beach
- Bolinas Beach
- Pier 39
- Six Flags Discovery Kingdom
- Davenport Beach
- Palace of Fine Arts'`
- Pescadero State Beach
- Twin Lakes State Beach




