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
A charming cottage entrance is framed by natural wood shingles and surrounded by lush greenery. A small porch is adorned with a wicker chair and colorful cushion, inviting guests to enjoy the serene outdoor space. Sunlight filters through the trees, illuminating the pathway.
Guesthouse in Redwood City
4.93 out of 5 average rating, 352 reviews

Soak up the Serenity on the Patio of a Charming Cottage

Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

Top guest favorite
A light-filled living room features a comfortable white sofa and a stylish armchair, positioned around a wooden coffee table. A modern television is mounted above a decorative stone fireplace. Soft curtains frame the window, enhancing the open feel of the space.
Home in San Mateo
4.87 out of 5 average rating, 123 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!

Guest favorite
A serene view of a sandy shoreline is observed, with four geese walking along the edge of the water. In the background, a calm bay reflects several waterfront homes, palm trees, and distant hills under a clear sky.
Home in Foster City
4.87 out of 5 average rating, 190 reviews

❤️ Amazing! 2B/2B with a leisure garden.

Beautiful and comfortable end-unit, step-free, single-level townhouse with 2 bedrooms and 2 full baths. This corner unit opens up into a beautiful garden. located between San Francisco and Silicon Valley. A full kitchen, central heating, and washer/dryer are in the house. garage parking. backyard and patio. Few minutes walking distance to parks, restaurants, and the seaside walkway. It's excellent for vacations as well as business and professional stays. Check yourself in with the keypad code.

Guest favorite
A bright living room features a spacious white sectional sofa adorned with textured pillows, accompanied by a round coffee table. Large windows with shutters allow natural light to fill the space, creating an open atmosphere. A flat-screen TV is mounted near a modern fireplace, complemented by decorative plants.
Home in Foster City
4.97 out of 5 average rating, 106 reviews

High Ceilings! Modern Spacious Bright 4BR Home

A Hidden Gem! Spacious, tastefully designed, newly renovated modern home on a charming cul-de-sac in Foster City. Ideal open layout with 16ft vaulted ceilings, abundant natural light, expansive backyard with grill and full amenities, making for a great space to entertain and unwind in comfort & style. Centrally located between San Francisco & Silicon Valley. Close to SFO airport, caltrain, restaurants, markets, San Mateo, Stanford, Palo Alto. Perfect for business travelers or family vacations.

Top guest favorite
A modern kitchen is highlighted by a spacious granite countertop island with four wooden stools. Natural light pours in through a large window overlooking the garden, illuminating stainless steel appliances and cabinetry. Plants add a touch of greenery to the inviting space.
Guesthouse in Redwood City
4.99 out of 5 average rating, 115 reviews

Private Cottage near Redwood City and San Carlos Downtowns

Quiet, private two-level garden cottage ideal for business travelers and visiting family. Gig+ high-speed Wi-Fi, workspace, central AC & heat, king-size bed, private entry (24/7), 50” 4K TV, fully equipped kitchen with granite countertops, and guest-exclusive washer and dryer. Bedroom, living area, kitchen, bathroom, and dining / work space. Shared garden with BBQ, teak table and hot tub. Walkable to transit, downtown areas, and a popular breakfast café. Some train and light traffic noise.

Superhost
A bright dining area features a small round wooden table accompanied by two elegant chairs. Sunlight streams through a large window adorned with sheer white curtains, illuminating a decorative vase with an orchid. A vintage artwork adds character to the wall.
Apartment in San Mateo
4.76 out of 5 average rating, 84 reviews

Welcoming Downtown Flat in San Mateo

New AirBnB listing! Welcoming downtown flat in an 1897 Victorian 2 blocks from Caltrain/downtown San Mateo. Perfect for active budget conscious travelers who love urban life & a walking lifestyle. Everything you could want is at your fingertips. SFO is a 12 min drive/30 min Caltrain away. This unit has a bright, airy, welcoming feel with many windows open to the sky and high elegant ceilings. There is a free assigned parking space and lots to do, see and hear. Renting a car is not required.

Top guest favorite
A modern kitchen is presented, featuring a spacious island with seating for four. Sleek stainless steel appliances are complemented by white cabinetry and a stone backsplash. Natural light floods through a skylight, enhancing the vibrant blue accent wall and warm wood flooring.
Home in Foster City
5 out of 5 average rating, 75 reviews

Lavish Modern Home 4BR near SFO/Palo Alto/Stanford

Experience a luxurious modern home in Foster City featuring an open floor plan, high ceilings with ample natural light, stylish decor, and top-tier appliances. The house also offers a beautiful outdoor living area with a contemporary patio, grill, outdoor dining table, along with a dedicated children's sandbox and play area. Situated in the heart of Silicon Valley, it's just a 20-minute drive to SFO, Stanford, Palo Alto, Meta, making it an ideal choice for families and business travelers!

Top guest favorite
An inviting outdoor patio is displayed, featuring a round table surrounded by six cushioned chairs. A vibrant red front door complements the neutral siding of the cottage, while lush greenery and colorful plants frame the entrance, enhancing the welcoming atmosphere.
Guesthouse in San Carlos
4.99 out of 5 average rating, 164 reviews

Silicon Valley Oasis

Experience elegance and comfort in our spacious, 500 sq ft studio cottage, located in the heart of Silicon Valley. Newly built in a classic Craftsman style, it features wooden casement windows, a private garden with Adirondack chairs, and a fully-equipped kitchen with an Italian range. Enjoy a plush queen-sized bed, a cozy sectional for cinema-like experiences on a 65" TV with in-ceiling speakers, and lightning-fast Wi-Fi. Perfect for a luxurious and memorable stay.

Superhost
An outdoor seating area features a spacious table surrounded by ten chairs, complemented by a cozy texture of orange cushions on a wicker sofa. A fire pit occupies the center, with a sunshade above to provide comfort during warm days.
Home in San Mateo
4.85 out of 5 average rating, 96 reviews

Relaxing Backyard Retreat -Spacious + Bright Home

Escape, relax, and recharge at our beautiful 3-bedroom, 2-bath retreat in San Mateo, perfectly designed for families, friends, and remote workers seeking comfort and convenience. Featuring a modern open-concept layout, this spacious home is ideal for gathering, entertaining, or unwinding in style. Step outside to your private backyard oasis with lush greenery, a cozy patio, and glowing string lights,the perfect spot to enjoy peaceful Bay Area evenings.

Top guest favorite
Home in Foster City
4.93 out of 5 average rating, 301 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.

Guest favorite
A scenic outdoor area is visible, featuring a trampoline alongside a grassy space. A deck extends toward the water, where a blue kayak and a boat with a cover are stationed. A shaded seating area is located nearby, with a view of the serene lake.
Place to stay in San Mateo
4.91 out of 5 average rating, 117 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.

Top guest favorite
A neat outdoor space features three tall planters filled with greenery and colorful flowers, positioned on a pathway of square stone pavers. Dark pebbles line the edges, contrasting with the lush green artificial grass beside the residence.
Guest suite in Foster City
4.99 out of 5 average rating, 113 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

Popular amenities for Flying Cloud Isle vacation rentals