Vacation rentals in Flying Cloud Isle

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Top-rated vacation rentals in Flying Cloud Isle

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Private room in Foster City
4.95 out of 5 average rating, 232 reviews

Cozy Lagoon Room#1 - Great views & Private entry!

Cozy private one room that has one queen size bed, and entry via east side yard. You have your own balcony facing the hot tub. Roku-enabled TV, microwave, refrigerator, coffee, iron+board, other amenities available. Access to hot tub; boat & kayak for rent. Room is on the wide water (LAGOON) 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! Note: Let host know of your request(s).

Top guest favorite
The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.
Guesthouse in San Carlos
4.99 out of 5 average rating, 767 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.

Guest suite in San Mateo
5 out of 5 average rating, 3 reviews

Cozy Studio w/ Kitchen + Laundry | Self Check-in

Welcome to Your Private Studio in San Mateo! Enjoy a cozy, stylish, and studio attached to our family home. With its own back entrance, full kitchen, and in-unit laundry, it’s the perfect home-away-from-home for solo travelers, couples, or small families. 🌟 Location Highlights • few minutes to SFO Airport for easy travel. • Walk to the scenic Coyotes Point Bayfront trail for jogging, biking, or sunsets. • 5 minutes to downtown San Mateo or Burlingame for dining, shopping, and coffee

Top guest favorite
A spacious sleeping area features a queen-sized bed with a neutral-toned blanket, accompanied by bedside lights. A desk with a chair is positioned near a window, allowing natural light to brighten the room. A lounge chair and wall-mounted TV are visible in the corner.
Guest suite in Belmont
4.95 out of 5 average rating, 152 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. 🌲

Superhost
The studio features vaulted wooden ceilings and a spacious layout. A king bed is positioned near a large window, providing natural light. A smart TV is placed on a stand, while a kitchenette can be seen in the background, equipped with modern appliances.
Guest suite in San Mateo
4.8 out of 5 average rating, 92 reviews

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.

A modern sectional sofa with light upholstery is positioned in the foreground, featuring a spacious chaise lounge. The room is bright, with high ceilings and a circular pendant light hanging above. A staircase with a black railing leads to the loft area in the background.
Condo in San Mateo
4.5 out of 5 average rating, 14 reviews

Luxury loft by the water

10mins to SFO and 20mins to Stanford A luxury end-unit loft. Sit by a tranquil laguna waterway and a beautiful trail. Bright and airy one bedroom unit with a spacious loft that can be used as an office or additional bedroom. New flooring, recently-remodeled bathroom and kitchen with modern appliances. Attached one car garage directly below unit. Side-by-side full-size washer/dryer inside unit. Community pool for those hot summer days and jacuzzis for the rest. Enjoy!

Guest favorite
An outdoor breakfast bar is featured, constructed of natural wood with a polished countertop. Several decorative items are placed on the bar, while four metal chairs with intricate designs are arranged nearby. Sunlight highlights the wooden textures and accents of the surrounding greenery.
Guest suite in San Mateo
4.91 out of 5 average rating, 68 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, 282 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.

Superhost
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
4.9 out of 5 average rating, 110 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.

Superhost
A bright bedroom features a spacious bed with crisp white linens and an accent pillow. Natural light streams through large windows, and a modern desk with a lamp is positioned nearby. A mirrored closet reflects the room's stylish decor, enhancing the space's openness.
Guest suite in San Mateo
4.92 out of 5 average rating, 254 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, 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.

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, 102 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

A cozy studio space is shown featuring a spacious bed with multiple pillows. A compact kitchenette area is visible next to the bed. Natural light enters through a window with blinds, while a bathroom doorway with organized towels is at the back, enhancing functionality.
Guesthouse in San Mateo
4.82 out of 5 average rating, 192 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

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