Villa Holidays from £231

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  • Your Villa Holiday

    The easiest way to experience this city is with a customised Villa holiday package. Stay in the neighbourhood of Badia Coltibuono, which is good for families, nature and walking or go someplace else — our package deals are all about you. A trip to Villa is a terrific opportunity to go sightseeing. Be sure to stop by popular attractions like Castello di Albola, Castello di Radda Winery and Borgo di Vescine - Tenute di Castelvecchi. Check out Expedia's extensive range of travel options and begin planning your perfect holiday to Villa today.

    Top Villa flight + hotel deals

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    Villa Hotel Deals

    Hotel Palazzo San niccolò & Spa

    A spa area with a stone ceiling, a pool, and two sun loungers.
    • Address: Via Roma 16, Radda in Chianti, SI, 53017, IT
    • Location: 0.9 mi from Villa
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 198 reviews)
    • Price: £65, includes taxes & fees, 1 Dec - 2 Dec
    • Review: Great stay!

    Park Hotel Chianti

    A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.
    • Address: Via Michelangelo, 5, Barberino Tavarnelle, FI, 50028, IT
    • Location: 12 mi from Villa
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 282 reviews)
    • Price: £44, includes taxes & fees, 18 Nov - 19 Nov

    Palazzo Leopoldo Dimora Storica & Spa

    A spa area with stone walls, a white massage chair, and a potted plant.
    • Address: Via Roma 33, Radda in Chianti, SI, 53017, IT
    • Location: 0.8 mi from Villa
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 307 reviews)
    • Price: £92, includes taxes & fees, 1 Dec - 2 Dec
    • Review: We had room 16 at the very top floor with beautiful views of the valley. The room has a separate sitting area with a pullout bed perfect for families. Also very conveniently located in the heart of Radda. Breakfast was lovely and the staff is so nice, even remembered our coffee preferences each morning. Only word of caution is there are no elevators to the rooms so if you have mobility concerns, this might not work. We did get our exercise to counteract all the lovely food!

    Hotel Casafrassi

    An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
    • Address: loc. Casafrassi - via chiantigiana, 40, Castellina in Chianti, SI, 53011, IT
    • Location: 6.5 mi from Villa
    • Star rating: 4/5
    • Guest rating: 8.2/10 (Very good, 249 reviews)
    • Price: £51, includes taxes & fees, 13 Dec - 14 Dec

    La Certosa di Pontignano - Place of Charme

    A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
    • Address: loc. Pontignano, 5, Castelnuovo Berardenga, SI, 53019, IT
    • Location: 8.5 mi from Villa
    • Guest rating: 9.4/10 (Exceptional, 582 reviews)
    • Price: £61, includes taxes & fees, 13 Dec - 14 Dec
    • Review: Endroit magnifique et bien situé pour visiter la région.

    Hotel Villa San Giorgio

    A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
    • Address: Località Cinciano, 5, Poggibonsi, SI, 53036, IT
    • Location: 10.8 mi from Villa
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 118 reviews)
    • Price: £43, includes taxes & fees, 13 Dec - 14 Dec

    Hotel Toscana Ambassador

    A rock garden with various succulents and plants.
    • Address: Via Salceto, 11, Poggibonsi, SI, 53036, IT
    • Location: 12 mi from Villa
    • Star rating: 4/5
    • Guest rating: 8/10 (Very good, 379 reviews)
    • Price: £48, includes taxes & fees, 14 Dec - 15 Dec

    Belvedere di San Leonino

    A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
    • Address: Loc. S. Leonino, Castellina in Chianti, SI, 53011, IT
    • Location: 6.9 mi from Villa
    • Star rating: 4/5
    • Guest rating: 9.6/10 (Exceptional, 213 reviews)
    • Price: £93, includes taxes & fees, 21 Nov - 22 Nov

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Frequently Asked Questions

    How much does a Villa travel package cost?

    Chart your own course with our Villa travel packages, which start from a low £231. Handpick the hotels and flights that match your travel plans. Then, add on some activities or tours for an unforgettable adventure.

    If I'm not able to travel, can I cancel my Villa travel package?

    You can. We totally understand that things don't always go to plan, so we're happy to help if you need to make changes to your Villa travel package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

    How do I get a cheap travel package to Villa?

    Our Villa holiday packages offer plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and extras (including tours) into a handy package. But bargain prices are only the start of your next epic adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotels all over the world to select from. No matter your budget or style, there's a package to suit you.

    Does Expedia offer Book Now, Pay Later Villa holidays?

    Expedia has teamed up with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Take a look at these flexible payment options:

    • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all budgets, so you can escape on that well-deserved holiday now.
    • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday in multiple transactions.
    • Low deposit holidays: Clicking the "book now" button is easier with this payment plan. Just put down a small deposit on your holiday and then start working on your travel plans.

    Where should I stay in Villa?

    With interesting attractions such as Castello dAlbola and Borgo di Vescine - Tenute di Castelvecchi in this neighbourhood, see if you can find a hotel near either one. Castello di Radda Winery is another sight that travellers flock to.

    What are the top hotels in Villa?

    If it's your very first time in Villa, book a room at Borgo Livernano or CDH Hotel Radda. Both hotels offer comfortable beds and are favourites among lots of travellers.

    How far in advance should I book my Villa holiday?

    It all depends on the airline, but it's usually possible to browse through international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers occasionally nab a cheaper flight only weeks before their intended journey.

    What does an Expedia Villa travel package include?

    Flights, rental cars and hotels — you'll discover them all here. With Expedia, you can create your Villa travel package the way you like it. All you have to do is figure out exactly what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the greater your savings!

    What should I know before booking a Villa travel package?

    A travel package can be customized for your circumstances and is a fantastic way to make your budget go further. What you include is completely up to you. Rental cars, hotels and flights — choose any combination that works with your plans.

    Can I choose my airline with a Villa Expedia travel package?

    You sure can. We have more than 550 partner airlines around the world, so pick the carrier that's a good fit for your budget and travel needs.

    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.