Osaki holiday lettings
We found 8 holiday rentals — enter your dates for availability
Discover a selection of 6 apartments and other holiday rentals in Osaki that are perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and a pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Osaki

illi Aest Shinagawa-Gotanda
Sleeps 8 · 1 bedroom

New OpenShibuya 7 minsOnsenWIFI
Sleeps 7 · 2 bedrooms · 1 bathroom

15 Min to Haneda|2 Stops to Shinagawa|2 Min to Station|Up to 4 Guests|Wi-Fi
Sleeps 4 · 1 bedroom · 1 bathroom

Section L Shimbashi West
Sleeps 2 · 1 bedroom

2 min walk to the station / 1DK / Shabby chic / Fire Stick / Eternity APARTMENT HOTEL SHINAGAWA 201
Sleeps 3 · 1 bedroom · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Osaki?
In Osaki, the most popular type of holiday rental is apartments, with about 72 available throughout the area. These apartments are typically located in convenient neighbourhoods, offering easy access to local amenities and attractions. Guests can expect properties that include fully equipped kitchens, comfortable living areas, and some may even feature balconies for enjoying the surrounding views.In addition to apartments, there are several holiday houses available, which provide more space and privacy—ideal for families or larger groups. These houses often come with multiple bedrooms, private gardens, and outdoor spaces for relaxation.
How much does it cost to rent a holiday home in Osaki?
Prices for holiday rentals in Osaki vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Osaki to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Osaki holiday house rentals?
You can find great discounts on house rentals in Osaki on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Osaki?
In Osaki, popular rental amenities include fully equipped kitchens, desks for working or studying, comfortable sofa beds for extra sleeping space, free WiFi for staying connected, and balconies to enjoy the fresh air and local views.
Can I find family house rentals in Osaki?
In Osaki, Tokyo Prefecture, there are ten family-friendly house rentals available, providing ample options for groups. Many of these properties feature spacious living areas, fully equipped kitchens for preparing meals, and comfortable bedrooms, ensuring a pleasant stay for families. Visitors can also enjoy outdoor spaces where children can play, along with amenities such as Wi-Fi and air conditioning for added comfort.The locale is well-positioned for exploring the vibrant culture of Tokyo, with convenient access to nearby attractions. Families can visit the historical sites in the area or take a short trip to the bustling districts of Shinjuku and Shibuya, known for their shopping, dining, and entertainment options.
Are there any Osaki holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Osaki with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Osaki?
A long-stay holiday rental in Osaki is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Osaki for a holiday rental?
September is the most popular time to visit Osaki, as the summer heat begins to wane and the weather becomes pleasantly mild. The peak season, spanning from July to September, attracts numerous visitors eager to explore this vibrant region known for its rich cultural heritage and scenic beauty. During these months, you can enjoy a variety of outdoor activities, such as strolling through the picturesque parks and visiting local shrines without feeling overwhelmed by the summer humidity.In September, temperatures typically range from 20 to 27 degrees Celsius, offering comfortable conditions for sightseeing and enjoying local festivals. This is an ideal time to appreciate the stunning autumn foliage as it begins to emerge, enhancing the natural beauty of the area. The lively option in Osaki, combined with pleasant weather, makes it a fantastic time for visitors.For those looking for a more budget-friendly option, December can be a great month to visit. While it's considered the low season, you can experience the unique charm of Osaki in winter, with fewer crowds and the chance to enjoy seasonal festivities. Exploring the town's temples and experiencing local cuisine can be particularly rewarding during this quieter time.Ultimately, whether you prefer the bustling energy of the peak season or the tranquil appeal of December, Osaki offers a range of experiences that cater to diverse travel preferences.
Are there any remote work holiday rentals in Osaki?
In Osaki, Tokyo Prefecture, there are numerous remote work-friendly holiday rentals available, with around 78 options to choose from. This area is well-suited for those looking to blend work and leisure, as many properties come equipped with essential amenities for remote work. Expect to find comfortable desks and free Wi-Fi in the rooms, allowing for a productive work environment.Located conveniently in Osaki, travellers can enjoy easy access to local cafes and eateries, making it simple to take breaks or grab a quick meal. The surrounding neighbourhoods also offer a rich cultural experience, with shops and parks nearby for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Osaki holiday rental?
Book your Osaki holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Osaki, Tokyo Prefecture, Japan?
In Osaki, Tokyo Prefecture, visitors can explore a range of attractions that showcase the area's charm. One top site is the Osaki Hachiman Shrine, which offers a serene atmosphere and beautiful traditional architecture, making it a favourite among both locals and tourists. The surrounding gardens provide a lovely space for a leisurely stroll.Additionally, the area is known for its vibrant shopping and dining scene, particularly around the Osaki area near the train station, where you can find a variety of shops, cafes, and restaurants offering delicious Japanese cuisine. For those interested in contemporary culture, the nearby Grandberry Park features a mix of retail, dining, and entertainment options, including a cinema.
Can I change or cancel my Osaki home rental booking on Vrbo?
To find Osaki holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Osaki holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
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