Holiday rentals in Flying Cloud Isle

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Top-rated holiday rentals in Flying Cloud Isle

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Top guest favourite
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.
Guest house in San Carlos
4.99 out of 5 average rating, 776 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.

The living and dining area features a cozy love seat, a circular dining table with two chairs, and large windows allowing natural light to fill the space. A stylish area rug adds warmth to the hardwood floor, complementing the modern kitchen appliances visible in the background.
Guest house in Belmont
4.63 out of 5 average rating, 32 reviews

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

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, 94 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.

Top guest favourite
A view of the outdoor balcony through sliding glass doors reveals a tranquil water scene. A small round table is set with two chairs, providing a serene spot to enjoy the surroundings. The gentle light reflects off the water, creating a calming atmosphere.
Private room in Foster City
4.96 out of 5 average rating, 191 reviews

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:

Guest favourite
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, 70 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 favourite
Home in Foster City
4.93 out of 5 average rating, 285 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 favourite
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, 115 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, 258 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 favourite
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, 105 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

Home in Foster City
5 out of 5 average rating, 3 reviews

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

An open living area is highlighted by a spacious bed in the background, while a mini kitchen is equipped with essential appliances. A dining table with yellow chairs and a cozy sofa are visible, creating a functional and inviting space. Natural light enters through a window, enhancing the atmosphere.
Guest suite in San Mateo
4.78 out of 5 average rating, 160 reviews

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

Guest favourite
An open living area displays a comfortable brown couch facing a 55-inch Smart TV. Light wood flooring extends toward a modern kitchen with white cabinets and a small dining table with barstools. Natural light enters through the window, enhancing the bright and inviting space.
Home in Foster City
4.91 out of 5 average rating, 43 reviews

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