Photo by Andrew Barney Kavesh

Village of Southampton vacation rentals

We found 1,942 vacation rentals — enter your dates for availability

Escape to the enchanting Village of Southampton, where stunning beaches meet a charming village atmosphere. Stroll through quaint streets lined with luxury boutiques, indulge in cultural treasures at the Parrish Art Museum, and embrace outdoor adventures from relaxing on soft sands to hiking scenic trails. Whether you seek a cozy cottage or a stylish condo, our vacation rentals provide the perfect blend of comfort and convenience, ensuring your group enjoys a memorable, home-like getaway.

Holiday rentals with weekly discounts - Village of Southampton

Showing deals for:Dec 11 - Dec 18

Patio
Private kitchen
The Harbor
Dining Room
Exceptional
(100 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

17% off
$1,090
$7,628 for 7 nights
All fees included
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
living room
aerial view
view from living room towards pool, outdoor dining
master bedroom with balcony
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

18% off
$7,542
$52,793 for 7 nights
All fees included
Everything in Hamptons special discount available for weekly and monthly renters
Hot tub open all year
Exterior
Living area
Pool, gazebo, fire table
Exceptional
(44 reviews)

Westhampton Beach Town and Country

Westhampton Beach

9% off
$1,031
$7,218 for 7 nights
All fees included
Westhampton Beach Town and Country
Living area
Living area
Outdoor dining
Interior
Exceptional
(14 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
$982
$6,872 for 7 nights
All fees included
PERFECT GETAWAY East Hampton / Sag Harbor
Private kitchen
.
Interior
Outdoor dining
Exceptional
(81 reviews)

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays

8% off
$980
$6,863 for 7 nights
All fees included
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Exterior
Dining
Living area
Room
Exceptional
(10 reviews)

Southampton Village Charmer - South of Highway

Southampton

9% off
$2,861
$20,027 for 7 nights
All fees included
Southampton Village Charmer - South of Highway
Open entry foyer with wall of windowed doors to Zen Garden
Thermador chefs kitchen with expansive island open to dining room & family room
Dining room seating 12 leading to chef's kitchen and doors leading to pool
View from entry foyer into double height living room, skylights, leading to pool
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
$2,153
$15,073 for 7 nights
All fees included
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Dining
Pool
Interior
Exterior
Wonderful
(20 reviews)

2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

Riverhead

8% off
$561
$3,928 for 7 nights
All fees included
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Kitchen Fireplace Eat In Kitchen & in the next photo includes new kitchen table
Crushpad of Charming Boutique vineyard nearby-  Rosehill
Living area
Exceptional
(30 reviews)

North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk

Laurel

27% off
$266
$1,860 for 7 nights
All fees included
North Fork Ranch Home in Wine Country with Pool- 2 Beaches 5 Min Walk
Kitchen walks out to covered porch across length of entire back
Featured as one of most beautiful poolsides
Hydrangeas blooming all summer.these are the August bloomers
Couches on covered porch and outdoor dining table for 8
Exceptional
(7 reviews)

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton

9% off
$2,347
$16,430 for 7 nights
All fees included
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Night time at the pool
Dining
Main living room and dining room
Interior
Exceptional
(28 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off
$1,595
$11,167 for 7 nights
All fees included
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Private kitchen
seating area rear deck
dining area, expandable table
view of pool
Exceptional
(15 reviews)

Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach

Water Mill

8% off
$2,204
$15,431 for 7 nights
All fees included
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
Outdoor dining
Private kitchen
Dining
Property grounds
Exceptional
(9 reviews)

Best View + Private Beach + Putting Green

Hampton Bays

8% off
$649
$4,542 for 7 nights
All fees included
Best View + Private Beach + Putting Green
Living room
Wrap around deck
Second living room
Second eating area
Exceptional
(34 reviews)

Our Peaceful, Beach Escape From the City

Sag Harbor

9% off
$911
$6,374 for 7 nights
All fees included
Our Peaceful, Beach Escape From the City
Living Room
Kitchen
Exterior
Room
Exceptional
(5 reviews)

Charming 2 bedroom house in Quaint New Suffolk -short walk to New suffolk Beach

New Suffolk

8% off
$447
$3,129 for 7 nights
All fees included
Charming 2 bedroom house in Quaint New Suffolk -short walk to New suffolk Beach
Private kitchen
Pool
Property grounds
Property grounds
Exceptional
(6 reviews)

Charming 3-bed two bath house w pool AC and WIFI in marvelous Hampton Bays.

Hampton Bays

9% off
$944
$6,605 for 7 nights
All fees included
Charming 3-bed two bath house w pool AC and WIFI in marvelous Hampton Bays.
Shaded Table & Chairs
Living Room View#1
Sidewalk View #1
Living Room View#2
Exceptional
(85 reviews)

Whaling Captain Pierson's Cottage

Sag Harbor

9% off
$366
$2,561 for 7 nights
All fees included
Whaling Captain Pierson's Cottage
Canoe Place
Canoe Place, 3 mins walk down the road. Enjoy dinner, drinks and spa
Shinnecock Canal - 2 Blocks walking.
Kitchen w/dish washer, ice maker, microwave, washer/dryer, oven, stove top
Exceptional
(30 reviews)

Family/pet friendly Hampton Bays home walking distance to beaches & restaurants

Hampton Bays

8% off
$433
$3,033 for 7 nights
All fees included
Family/pet friendly Hampton Bays home walking distance to beaches & restaurants
Deck View #2
Sun Porch
Kitchen View #2
Kitchen View #1
Exceptional
(63 reviews)

Whaling Captain Pierson's Apartment TOO

Sag Harbor

8% off
$361
$2,525 for 7 nights
All fees included
Whaling Captain Pierson's Apartment TOO
Interior
Private kitchen
Living area
Room
Exceptional
(15 reviews)

Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.

Jamesport

18% off
$770
$5,389 for 7 nights
All fees included
Newly renovated 4-bedroom farmhouse on beautiful vineyard - Great location.
Great Room View#1
Great Room View#2
Kitchen View#4
Front Parlor View#2
Exceptional
(35 reviews)

The Cooper-Burke House

Sag Harbor

9% off
$386
$2,703 for 7 nights
All fees included
The Cooper-Burke House
Pool
Terrace/patio
Interior
Private kitchen
Exceptional
(31 reviews)

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Southampton

9% off
$536
$3,754 for 7 nights
All fees included
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Beach Path View #1
The Main House
 Master Bedroom View #1
Deck View #1
Exceptional
(74 reviews)

Whaling Captain Pierson's Apartment

Sag Harbor

8% off
$350
$2,453 for 7 nights
All fees included
Whaling Captain Pierson's Apartment

Find out more about Village of Southampton

Why visit Village of Southampton

  • Beautiful Beaches: Enjoy the stunning Sandbar Beach, perfect for relaxation and sunbathing.
  • Cultural Experiences: Explore local history at various museums, showcasing Southampton's rich heritage.
  • Outdoor Activities: Engage in a variety of outdoor adventures, from hiking to water sports.
  • Charming Neighborhoods: Discover the family-friendly atmosphere and upscale charm of the Hamptons.
  • Diverse Accommodations: Choose from luxurious vacation homes to budget-friendly cottages for your stay.

Popular types of accommodation in Village of Southampton

Discover your perfect getaway in the Village of Southampton with Vrbo's selection of vacation rentals. Whether you're searching for a modern cottage, a luxury Southampton village house, or a cozy private vacation home, we have options to suit every traveler. Explore our range of condos and cottages, all designed to provide you with more amenities and comfort. Your ideal retreat awaits just a click away.

  • Houses: The top choice among travelers visiting Village of Southampton, offering spacious and comfortable stays perfect for families or groups.
  • Cottages: A delightful option, these quaint accommodations provide a cozy atmosphere ideal for a charming getaway.
  • Condos: These modern dwellings are a popular choice for those seeking convenience and amenities in a central location.
  • Apartments: A practical option for visitors, offering a home-like feel and flexibility during your stay.
  • Villas: Luxurious and spacious, villas are perfect for those looking to indulge in a lavish vacation experience.**

Top attractions in and around Village of Southampton

The Village of Southampton offers a perfect blend of beach, outdoor activities, and cultural experiences for tourists. Visitors can enjoy stunning beaches, explore local history at museums, and unwind at the marina. Whether traveling solo, with family, or friends, Southampton provides a delightful escape filled with diverse attractions that cater to all interests in relaxation, culture, and outdoor adventures.

  • Cooper's Beach: Renowned for its pristine white sands and stunning ocean views, Cooper's Beach offers a quintessential beach experience. With ample space for sunbathing, swimming, and beach games, it’s perfect for relaxation and fun.
  • Shinnecock Nation Cultural Center and Museum: Located 2 miles away, this museum provides a deep dive into the rich heritage and culture of the Shinnecock Nation. Engaging exhibits showcase indigenous art, history, and traditions.
  • Southampton Arts Center: Situated in the village, this vibrant arts center features contemporary exhibitions, performances, and community events. It’s a hub for creativity and cultural engagement.

Things to do recommended for couples

For a romantic getaway in Southampton, consider visiting Wolffer Estates Vineyard for a charming wine tasting, or Duck Walk Vineyards, just a short drive away. For the adventurous couple, the Long Island Skydiving Center offers an exhilarating experience overlooking beautiful landscapes.

Things to do recommended for families

During your visit to the Village of Southampton, enjoy the relaxing Shinnecock East County Park, the thrilling Splish Splash Water Park just 18 miles away, and the charming Greenport Carousel located 15 miles from town, perfect for family fun and outdoor adventures.

Things to do recommended for groups

Experience the thrill of golfing at Shinnecock Hills Golf Course and Sebonack Golf Course, both offering stunning outdoor vibes just a few miles from the Village of Southampton. For a unique shopping experience, visit Victoria's Secret, located a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Village of Southampton

If you're traveling with a group, spending time with family, bringing along pets, or planning an extended stay, be sure to prioritize your search filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Village of Southampton with a group: Think about how many bedrooms you'll require, along with amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and more on Vrbo.
  • Traveling to Village of Southampton with young kids: Traveling with young children can be a bit tough. It's important to prioritize their comfort and safety, along with having access to suitable amenities like a private pool. Additionally, considering how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Village of Southampton: For many, a family vacation isn’t truly finished without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Village of Southampton: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Village of Southampton

The Village of Southampton offers a perfect blend of beachside charm and cultural richness, making it an ideal vacation spot. Explore the stunning Sandbar Beach, relax in luxurious vacation homes, or discover the family-friendly atmosphere of the Hamptons oasis. With a variety of housing options and excursions nearby, you can enjoy both budget-friendly and upscale experiences, creating unforgettable memories in this picturesque village.

  • Hamptons: The Hamptons are a renowned getaway located approximately 5 miles from the Village of Southampton. This picturesque region offers a perfect blend of stunning beaches, outdoor activities, and romantic experiences. Visitors can indulge in leisurely days at the beach, enjoy golf at top-notch courses, or attend lively music concerts. The local attractions, including family-friendly beaches and serene lakes, provide a tranquil backdrop for relaxation. Whether you're looking to soak up the sun or enjoy a romantic evening, the Hamptons promise a memorable travel experience.
  • Southampton: Southampton is a charming city where the Village of Southampton is nestled. Known for its beautiful beaches and outdoor adventures, Southampton is an ideal destination for couples and families alike. Travelers can enjoy activities such as golfing, skiing, and exploring the scenic coastline. With family beaches and inviting lakes nearby, this city offers plenty of opportunities for fun in the sun. Whether you're strolling through quaint neighborhoods or savoring a delicious meal, Southampton captures the essence of a perfect coastal escape.
  • Hampton Bays: Located about 7 miles from the Village of Southampton, Hampton Bays is a vibrant city that attracts visitors looking for beachside fun and outdoor experiences. This destination is perfect for those who love recreational activities like skiing and exploring local parks. With its inviting beaches and family-friendly lakes, Hampton Bays provides a wonderful environment for relaxation and adventure. The area's scenic beauty and recreational options make it a must-visit for anyone looking to enjoy the best of the Hamptons.

Best time to go to Village of Southampton

If you're planning a trip to Village of Southampton, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.8°F (2.1°C)Light RainMostly SunnyLowModerately Low
February36.0°F (2.2°C)Light RainMostly SunnyLowModerately Low
March39.9°F (4.4°C)Light RainMostly SunnyLowModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnyHighModerately High
July73.2°F (22.9°C)Light RainMostly SunnyHighModerately High
August73.8°F (23.2°C)Light RainMostly SunnyHighModerately High
September68.5°F (20.3°C)Light RainMostly SunnyAverageAverage
October60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
December42.4°F (5.8°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you aiming to cut costs on your upcoming getaway? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, resume your previous planning, or manage your itineraries all in one place. Your saved or booked properties will be neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Lively Village of Southampton will entice you

Enjoy the area's opera, churches and monuments and make a vacation rental your home during your stay in Village of Southampton. Renowned for its theaters, entertainment and beaches, this city welcomes all visitors. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Village of Southampton

Do you want to discover attractions to visit in the area? Venture out of your vacation home and experience everything that makes Village of Southampton a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Shinnecock Hills Golf Course (2.7 mi / 4.4 km)
  • Noyac Golf Club (6.9 mi / 11.2 km)
  • Wolffer Estates Vineyard (7.2 mi / 11.6 km)
  • Peconic Bay Winery (10.4 mi / 16.7 km)
  • Bedell Cellars (10.8 mi / 17.4 km)
  • Pindar Vineyards (10.9 mi / 17.6 km)

Exploring the natural landscape of Village of Southampton

Whether you're looking for adventure or just want to take in the scenery, Village of Southampton is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Cooper's Beach (1.7 mi / 2.7 km)
  • The Hamptons Beaches (5.4 mi / 8.7 km)
  • Meschutt Beach (5.8 mi / 9.4 km)
  • Ponquogue Beach (6.5 mi / 10.4 km)
  • Tiana Beach (7 mi / 11.2 km)
  • Georgica Beach (9.7 mi / 15.7 km)

Transportation options to and around Village of Southampton

Fly into East Hampton, NY (HTO), the closest airport, located 9.1 mi (14.7 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Westhampton, NY (FOK-Francis S. Gabreski), which is 13.5 mi (21.7 km) away.

If you're traveling by train, the main station serving the city is Southampton Station.

Frequently asked questions

What is the best area to stay in Village Of Southampton, New York, United States of America when booking a vacation rental?
When looking for the best area to stay in the Village of Southampton, you'll find that the charming downtown area offers a delightful blend of convenience and local culture. This area is bustling with boutique shops, art galleries, and a variety of restaurants that cater to different tastes. One of the top attractions nearby is the historic Southampton Village, where you can explore beautiful architecture and enjoy scenic walks.Another fantastic option is to stay near the picturesque beaches, such as Coopers Beach, renowned for its stunning sunsets and pristine shoreline. This area not only provides easy access to the beach but also offers a relaxed atmosphere, great for unwinding after a day of exploring.In terms of vacation rentals, there are a variety of options available throughout the Village, accommodating different preferences and group sizes. Each neighborhood has its unique charm, allowing visitors to choose between the vibrant downtown vibe or the serene beachside experience.
How much does it cost to rent a vacation home in Village Of Southampton?
Prices for vacation rentals in Village Of Southampton 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 Village Of Southampton 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 Village Of Southampton vacation house rentals?
You can find great discounts on house rentals in Village Of Southampton 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.
Can I find long-stay vacation rentals in Village Of Southampton?
A long-stay vacation rental in Village Of Southampton is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Village Of Southampton vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Village Of Southampton with parking available—perfect for families or travelers 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.
How early should I book a Village Of Southampton vacation rental?
Book your Village Of Southampton vacation 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 vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Village Of Southampton, New York, United States of America?
In the Village of Southampton, visitors can enjoy a variety of attractions that highlight the area's picturesque charm and coastal beauty. The Southampton Village Main Street is known for its upscale shops, boutiques, and art galleries, providing a delightful shopping experience. Nearby, the Southampton Historical Museum offers insights into the village's rich history and heritage, showcasing artifacts and exhibits that reflect its past.The beautiful beaches are a major draw, with Cooper's Beach being one of the most popular, renowned for its soft sand and scenic views of the Atlantic Ocean. For those interested in nature, the nearby Agawam Park features lovely walking paths, picnic areas, and a serene pond, great for a leisurely afternoon.Art enthusiasts can explore the Parrish Art Museum, located just a short drive away, which showcases a collection of American art and hosts various exhibitions and events throughout the year.
Can I change or cancel my Village Of Southampton home rental booking on Vrbo?
To find Village Of Southampton vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Village Of Southampton vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, 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 organizing 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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