Villa del Monte Vacation Rentals from CA $92: Short-Term Rentals for 2025

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

Holiday house with private pool and fenced garden : Visitors like this Villa del Monte vacation home rental. It is located on a river and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Vacation Rentals in Villa del Monte

Relax by the serene pool surrounded by lush greenery and tall cypress trees.

"Cozy set up. Nice apartments."

CA $187 total

includes taxes & fees

Jul 27 - Jul 28

Enjoy a selection of beverages and sweet treats in our bar area, featuring a variety of bottles, glasses, and a display case of pastries.

"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."

CA $106 total

includes taxes & fees

Jul 24 - Jul 25

Escape to a serene villa surrounded by lush greenery and a tranquil pool.

"Beautiful place!! For sure I will come back!! "

CA $277 total

includes taxes & fees

Jul 29 - Jul 30

Relax by the pool surrounded by a white picket fence.

"Nothing wrong here! Fantastic, professional staff that took care of all our needs and always went the extra mile. Fantastic chef with great food and lovely “can help” attitude. Prestine pool! Would book again"

CA $252 total

includes taxes & fees

Jul 30 - Jul 31

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."

CA $183 total

includes taxes & fees

Jul 27 - Jul 28

Experience the grandeur of this beautifully decorated room, featuring intricate frescoes, plush seating, and classical artwork.

"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "

Relax in a charming outdoor space surrounded by lush greenery and a stone wall.

"Our stay at this property was wonderful. The property is clean, filled with everything you need, beautifully furnished, and truly a fantastic house. The host is helpful and responds quickly to any issues. We hope to stay here again in the future."

Relax by the serene pool surrounded by lush green hills and steps leading into the water.

"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."

CA $377 total

includes taxes & fees

Aug 3 - Aug 4

Relax by the serene pool surrounded by lush greenery and flowering plants, with lounge chairs for ultimate relaxation.

"It was a great experience. The villa was perfect. Hosts were amazing. "

Relax by the pool with a clear view of the surrounding landscape, surrounded by six lounge chairs and umbrellas.

"Beautiful property and surrounds. Room was exactly as described, highly recommended "

Relax by the serene pool surrounded by lush greenery and rolling hills.

"Wonderful hosts, perfect location, comfortable and beautiful villa with lovely heated swimming pool and all amenities for all ages."

Enjoy dining al fresco amidst lush greenery and warm ambiance.

"The villa is absolutely stunning & our stay was an amazing experience. We had a small wedding ceremony with our guests followed by a home cooked Italian dinner which was the most perfect evening. Cate & her family were very accommodating and made us feel very welcome. Cate made our stay stress-free and was more than happy to help organise anything we may have needed for our stay. I can’t wait to stay again "

CA $2,689 total

includes taxes & fees

Jul 31 - Aug 1

Traditional stone building with a charming entrance, surrounded by potted plants and a wooden door.

"The house was beautiful and the location was wonderfully quiet and set back from the main road. It’s quaint and cozy. There’s a short gravel road up to the cottage but it’s an easy drive. I would definitely book again."

Relax by the serene pool surrounded by lounge chairs and umbrellas.

"The Toscana village is great - so relaxing. The long stay owners are very friendly and helpful, as are the staff. The onsite bar/restaurant is good, as is the pool. There is a local town in easy walking distance with many old buildings, nice bars, and places to eat. On Saturdays there is a food market, so you can stock up on salads, fruits, vegetables, meats, and cheeses, etc. We can't wait to go back."

CA $163 total

includes taxes & fees

Jul 30 - Jul 31

"Perfect location for a family reunion with our adult children and their partners. We had a wonderful time."

Relax in a serene garden setting with a table and chair, surrounded by lush greenery and a vase of fresh flowers.

"We enjoyed a relaxing week in this beautiful apartment surrounded by lush gardens with a view of the Tuscan hills. Our host was charming and welcoming. "

Situated in a rural countryside setting, this charming home features a traditional stone building with a sloped roof.

"You have all the amenities of a large, historic villa - and also the real farmland all around you. Sheep, horses, dogs - beautiful, and not in your personal space (unless you want them to be!). Pasqualina and her son Francesco are perfect hosts. Incredibly responsive, even with a language barrier. If I return to Tuscany I would want to stay here again. Thank you so much."

Enter the elegant PALAZZO PACINI, where a grand arched doorway welcomes guests.

"Charming hotel, wonderful staff and an excellent breakfast! Highly recommended!"

CA $284 total

includes taxes & fees

Aug 15 - Aug 16

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Top Villa del Monte Hotel Reviews

Poderi Arcangelo

10/10 Excellent

"Exceptional views from this property. The room was for 4. It had a rustic farm house vibe. Unfortunately there was mold in the bathroom and a nest of spiders in the beams above the bed (which my husband was happy to sleep under - so we ignored). There is no noise insulation between floors and you can hear other guests above you, but everyone was respectful and noise minimal. The spare blankets in the cupboard needed a wash and were unusable. Otherwise room was clean and comfortable. The infinity pool was great and generally quiet creating a relaxing atmosphere. You need a car if you stay in one of the annexes otherwise you would have to walk up a hill. We had access to a balcony and a common area. The kitchen was accessible but you are not allowed to use unless you book an apartment.) Breakfast was very good and the terrace is amazing. We only had interaction with two staff members. One was lovely, friendly and helpful. The other was the complete opposite, which ruined some of the shine. Overall lovely place to stay, fantastic grounds and we will definitely try and visit again!"

RELAIS SANTA CHIARA - TUSCANY CHARME

10/10 Excellent

"We loved our stay. The hotel had really nice breakfasts included and the pool was fantastic after a hot day walking around the old city. We had a standard room and we were expecting it to be small. It was very small - it was difficult to find space for our cases and the shower was so small that it was hard to use it without banging your elbows. The room did include a nice outdoor balcony which made up for the super small room. The hotel was an easy walk into the old city."

Boccioleto Resort&Spa

10/10 Excellent

"We were just looking for a way to get away from the inner city, Rome, Florence, etc. this is the nicest place in the north we had stayed with the most hospitality in the north definitely recommended stay in the countryside of Tuscany here rather than in Florence Rome, we love it so much. We booked another night before we go home."

Hotel Borgo di Cortefreda Relais

10/10 Excellent

"We were a group of 10 who just returned from a 4 night stay at this beautiful hotel. It exceeded our groups expectations. It is quaint, in a beautiful setting. The staff was excellent, accommodating any request that was made. Restaurant is very good, included breakfast was great, many choices. We enjoyed the pool and the bar servers at the pool were excellent. Overall a wonderful stay and would highly recommend. "

Hotel Villa Cesi

10/10 Excellent

"This is about 30 minutes outside Florence but a really cool, quiet location! It was nice to be outside of the cities and take a break from the crowds. The hotel had a ton of amenities and the staff was super nice. You would need a car if you are staying here (unless you want to pay for cabs), there is free parking though. "

Cappuccina Country Resort

10/10 Excellent

"Really nice, quiet place to stay with an incredible view and convenient to San Gimignano. The staff and service was top notch with very friendly poolside service and at the restaurant. The room accommodations and beds are very comfortable, but the AC had trouble keeping up with the 90 degree days…especially with a mezzanine sleeping space. Regardless, we had a wonderful time. "

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, cottages, 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 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 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 del Monte vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Villa del Monte vacation rentals we have selected for you start as low as CA $92 per night. Entering your travel dates in the search wizard 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?

Holiday house with private pool and fenced garden: Visitors like this Villa del Monte vacation home rental. It is located on a river and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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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Villa del Monte Vacation Rentals

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Vacation Rentals in Villa del Monte

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Riserva di Fizzano Residence

Riserva di Fizzano Residence

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Castello Del Nero - Podere San Filippo

Castello Del Nero - Podere San Filippo

Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

Exclusive Villa 20 minutes to Florence center w/ heated pool & Concierge service

Exclusive Villa 20 minutes to Florence center w/ heated pool & Concierge service

Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Toscana Holiday Village

Toscana Holiday Village

La Casa di Ines

La Casa di Ines

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

A wonderful country house in the heart of Chianti

A wonderful country house in the heart of Chianti

Villa Costa, Stunning Villa in the heart of Tuscany.

Villa Costa, Stunning Villa in the heart of Tuscany.

Palazzo Pacini

Palazzo Pacini

Top Villa del Monte Hotel Reviews

Poderi Arcangelo

Find out more about Villa del Monte

Find out more about Villa del Monte

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