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Villa del Monte Vacation Rentals

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    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Villa del Monte vacation rentals

    1. Casa Vacanze Le Case

    A stone building with a pool and outdoor seating, surrounded by greenery and a view of distant mountains.

    2. Chianti Village Morrocco

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

    3. Palazzo Pacini

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

    4. Antica Pieve B&B

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

    5. Borgo San Giusto

    A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

    6. Donna Nobile

    A view from a window overlooking a forested area with a clear sky.

    7. Tenuta Quadrifoglio

    A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

    8. Materia Rooms San Gimignano

    A narrow street with stone buildings, wooden doors, and a brick pathway.

    9. B&B Palazzo Tortoli

    A view from a window overlooking a rural landscape with fields and a distant mountain range.

    10. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

    A narrow alleyway with brick walls, wooden barrels, and potted plants.

    11. Palazzo al Torrione 2

    An open wooden door leading to an outdoor patio with a table and chairs.

    12. Sportland

    A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

    13. B&B La Fonte del Machiavelli

    A pool area with a view of rolling hills and a clear sky.

    14. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

    Terrace/patio

    15. Villa il Fedino

    An arched entrance with a lantern above, flanked by two potted plants.

    16. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

    A vineyard with a stone building, a metal gate, and purple plants in the foreground.

    17. Vale's House

    A small, modern house with a patio area featuring a table and chairs, a wooden pergola, and a staircase leading to an upper level.

    18. DomuS Miniato

    A table with a bottle of wine, two glasses, a potted plant, and a board with food items.

    19. Affittacamere Le Ginestre

    A patio with wicker furniture and potted plants, overlooking a scenic landscape.

    20. I Parigi Corbinelli

    A gravel pathway leading to a gated entrance surrounded by trees and greenery.

    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 del Monte Hotel Reviews

    Hotel Sovestro

    An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

    Mormoraia

    A stone building with an arched entrance, ivy-covered walls, and potted plants.

    Palazzo Pacini

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

    Podere La Quercia

    A patio with outdoor furniture, a stone fireplace, and a view of the landscape.

    Agriturismo Il Casolare di Bucciano

    A stone building with a swimming pool, outdoor seating, and a hillside backdrop.

    COMO Castello Del Nero

    A stately building with a bell tower, surrounded by well-manicured hedges and tall trees.

    Hotel Palazzo San Lorenzo & SPA

    A swimming pool, steps, and a grassy area with umbrellas.

    Hotel Il Castello

    A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.

    Castelfalfi

    A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

    Villa San Lucchese

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

    Hotel Torciano Vecchio Asilo

    A vineyard with outdoor seating and a view of the countryside.

    Poderi Arcangelo

    A covered outdoor seating area with a view of the countryside.

    Hotel Leon Bianco

    An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

    Hotel Borgo di Cortefreda Relais - Place of Charme

    An aerial view of a large estate with a swimming pool, multiple buildings, and extensive landscaping.

    Hotel L' Antico Pozzo San Gimignano

    A historic street with a hotel entrance featuring an arched doorway and potted plants.

    Molino di Foci

    An aerial view of a large, multi-story building with a swimming pool surrounded by sun loungers and a well-maintained lawn.

    I Coppi

    An outdoor seating area with terracotta pots and white chairs, overlooking a vineyard.

    Find out more about Villa del Monte

    Everything you need to know about Villa del Monte vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Villa del Monte vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 del Monte vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Villa del Monte vacation rentals: An excellent choice for every season

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

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $52 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Villa del Monte rentals

    At Expedia, we put the best Villa del Monte vacation 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 del Monte 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 del Monte vacation.

    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 del Monte. 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 vacation rentals in Villa del Monte?

    Yes, we have vacation rentals close to well known sights in Villa del Monte, or you can select a secluded option if you're looking for relaxation.

    What's the top vacation rental in Villa del Monte?

    Villa with large garden in the Chianti hills: Visitors like this Villa del Monte vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

    What can I see and do in Villa del Monte?

    Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. Casa del Boccaccio and Tenuta Torciano Winery are a couple of places you'll find in the larger area.

    What are vacation rentals like in Villa del Monte?

    Vacation rentals are privately owned accommodations you can stay in for several days or longer in Villa del Monte. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.

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