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    Check prices for these dates, 13 – 14 December 2026

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    Our top choices for Villa holiday rentals

    1. Chianti Village Morrocco

    A table with breakfast items and a view of rolling hills.

    2. L' Eroico

    A stone building with a yellow sign reading "b&b erioico".

    3. Agriturismo La Ferrozzola

    A stone building with a tiled roof, surrounded by greenery and a large terracotta pot.

    4. LARGE, OPEN-AIR TERRACE WITH VIEWS OF THE CHAINTI VALLEY AND DRINKS

    A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

    5. Antica Pieve B&B

    An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

    6. Tuscasì Aparthotel

    A hotel reception area with a green counter, yellow chairs, and a balcony with a view.

    7. Casa Vacanze Squarcialupi

    A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

    8. ApartHotel Anghel

    A modern lobby with white leather sofas, a glass coffee table, and potted plants.

    9. Fullino Nero

    A rustic stone building with a courtyard.

    10. Relais Villa Belvedere

    A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

    11. Terre di Baccio

    A stone building with a covered patio, a table with chairs, and a hanging plant.

    12. Villa Cassia di Baccano

    A cozy living room with a stone wall, a fireplace, a bookshelf, and a coffee table with books.

    13. Relais Villa Belpoggio - Residenza d'Epoca

    A rustic room with a stone wall, wooden furniture, and a breakfast buffet.

    14. hu Firenze Certosa camping in town

    A swimming pool with people enjoying the water, a wooden deck, and a covered seating area.

    15. Villa le Camelie Siena

    A building with a sign reading 'Villa Le Camelie' and multiple flags.

    16. La Locanda di Pietracupa

    A dining area with a table set for two, featuring a view of greenery through a window.

    17. Old medieval apartment

    A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.

    18. Guild Living Siena Senior Resort & Residence

    An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

    19. Palazzo Pacini

    A dining area with tables set for meals, a chandelier, and a view of the outdoors.

    20. Casa di Campagna in Toscana

    A rustic stone building with a garden in front, a clear view of the countryside, and a lamp post.

    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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    Top Villa Hotel Reviews

    Hotel Palazzo San niccolò & Spa

    A spa area with a stone ceiling, a pool, and two sun loungers.

    Palazzo Leopoldo Dimora Storica & Spa

    A spa area with white massage chairs arranged in a row under a brick archway.

    La Certosa di Pontignano - Place of Charme

    An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

    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.

    Castello di Fonterutoli Wine Resort

    A stone building with wooden shutters, a bench, and hanging purple flowers.

    Hotel Ristorante La Dama nella Vigna

    A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

    Dievole Wine Resort

    A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

    Tenuta CorteDomina

    A stone-walled interior with a staircase, wooden doors, and a patterned rug.

    Hotel Villa San Giorgio

    A stone staircase leading to a building with arched windows and a tiled roof.

    Villa Casagrande Resort & SPA

    A courtyard with stone flooring, arched walkways, and a central fountain.

    Castello La Leccia

    A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

    Hotel Il Viandante

    A buffet with various food items and utensils.

    Hotel Casafrassi

    A resort with a swimming pool, lounge chairs, and a view of the surrounding countryside.

    Villa San Lucchese

    A yellow building with stone pillars, multiple windows, and a statue in the garden.

    Palagina la Dimora

    A large building with a swimming pool, outdoor seating, and a view of surrounding hills.

    The Club House

    An aerial view of a large estate with a swimming pool, tennis courts, and a vineyard.

    Find out more about Villa

    Everything you need to know about Villa holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Villa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Villa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Villa holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Villa. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Villa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Villa holiday rentals we have selected for you start as low as £49 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Villa rentals

    At Expedia, we put the best Villa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Villa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Villa holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Villa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a holiday rental in Villa?

    Yes, there are holiday rentals close to the most popular sights in Villa, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Villa speak positively about the beautiful countryside and charming coffee shops in this destination. While you're in the area, you can also enjoy the wineries and cathedral.

    What are some of the best holiday rentals that Villa has to offer?

    Borgo Argiano: This holiday home rental outside of Villa is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

    What’s there to see and do in Villa?

    Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. In the wider area, you’ll find Castello di Radda Winery and Castello di Albola.

    What’s a holiday rental in Villa like?

    Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Villa. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips.

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