Villa del Monte Holiday Rentals

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Holiday Rentals in Villa del Monte

Fattoria il Milione Agriturismo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria il Milione Agriturismo
3.0 star property
8.0 out of 10, Very good, (119)
"Very spacious,clean and nice view!"
The price is NZ$222
per night
9 Jun - 10 Jun
Fattoria il Milione Agriturismo
Relais Villa Olmo
Aerial view
Relais Villa Olmo
9.4 out of 10, Exceptional, (186)
"The young lady who checked us in, I believe Gloria was her name, was very sweet and helpful during our stay. She upgraded us to a suite and it was very comfortable except for a dog that barked during the night,apparently, it belonged to the owners who were not on the property. So other than the dog annoying us during the nights and early mornings it was a comfortable place to stay and close enough to Florence to drive to in about 15 to 20 minutes. Just be careful not to be redirected too much...
The price is NZ$521
per night
1 Jul - 2 Jul
Relais Villa Olmo
Camping Boschetto Di Piemma
Superior Mobile Home | Private kitchenette
Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (59)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
The price is NZ$92
per night
7 Jun - 8 Jun
Camping Boschetto Di Piemma
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Toscana Holiday Village
Seasonal outdoor pool
Toscana Holiday Village
3.0 star property
7.0 out of 10, Good, (34)
"It was horrible ! No heating (except for one room) no hot water!! We were not able to take our shower, wake up during the night as it was so cold. Run far away !!. I explained the situation to the reception the day after and they were so kind to reduce the price by 1/3. "
Toscana Holiday Village
Residence Il Connubio
Terrace/patio
Residence Il Connubio
3.0 star property
8.6 out of 10, Excellent, (17)
"Stefano and Irene are wonderful and very friendly."
The price is NZ$220
per night
6 Jun - 7 Jun
Residence Il Connubio
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
Pool
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
10.0 out of 10, Exceptional, (37)
"This property was exactly as pictured, clean and beautiful. We had an amazing Tuscan vacation! The location and beauty could not be beat. Thank you!"
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Outdoor pool
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
9.8 out of 10, Exceptional, (84)
"Staying at a villa and property like this was a dream come true. As you’ve read the pictures just do not do it justice. The view is spectacular. Our host was so charming and helpful. We had a cooking class with Jacopo from "Let's Cook" which was so much fun. We also did a Chianti Wine and Food Safari with Walkabout tours that was fantastic. All of Caterina suggestions were so helpful even down to the drivers she recommended. Having this Villa to come home to each night was the icing on the cake."
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (51)
"We looked at many properties, both online and during a December visit to Chianti. This villa was by far best location we found. Everything was perfect, from our communication with Serena, to the reception by Raffaella, and then a stay in an amazing villa in an amazing setting. We were a group of maximum 9 persons, ranging in age from 20 to 60, and all were pleased with the amenities, especially watching the sunset across the vineyards and hills of Tuscany from the terrace. We will be looking to...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Pool
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
9.4 out of 10, Exceptional, (56)
"The biggest issue that I had was the information that I received about the bus was totally misleading . It says there is a bus down the street… it’s a 10-15 min walk. Oh and it only comes 2-3 times a day and forget about getting back there on the bus. So 1/2 of us came unprepared to rent a car. You must have a car unless you don’t plan on leaving. I can tell you a cab will come and pick you up, the one way trip to Santa Maria Novella is @ 70-80 euro per cab. We could fit 4-6 people and the fee...
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Pool
"Villa le Ginestre": the better geographic position to visit the Tuscany.
9.8 out of 10, Exceptional, (60)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Tailored to you・Villa W/ heated pool & concierge service 8 miles from Florence
Outdoor pool, a heated pool, pool loungers
Tailored to you・Villa W/ heated pool & concierge service 8 miles from Florence
10.0 out of 10, Exceptional, (85)
"Caterina and her family hosted us and made our trip unbelievable! They helped with transportation, travel ideas, and also prepared home cooked amazing meals in the villa, including two 4 course dinners and an amazing pizza night in the homes built in pizza oven. The grounds are absolutely gorgeous. Thank you for a wonderful stay! I’d definitely stay at this wonderful home again! Thank you Cate!"
Tailored to you・Villa W/ heated pool & concierge service 8 miles from Florence
Castello di Montegufoni
Interior detail
Castello di Montegufoni
7.8 out of 10, Good, (20)
"Great location, great service, great facilities. Unfortunately not wifi signal in rooms. Not reataurant for breakfast. "
Castello di Montegufoni
House with character in typical medieval borgo on the Chianti Classico hills
Property grounds
House with character in typical medieval borgo on the Chianti Classico hills
9.6 out of 10, Exceptional, (44)
"A very beautiful property and grounds, in the middle of the Tuscan countryside The patio area with charcoal grill amongst the olive trees was a beautiful setting for snacks and meals The house inside was very rustic and authentic but comfortable and the kitchen and bathroom s are well equipped Our hosts were very friendly and the welcome bottle of wine and fresh fruit basket was a wonderful touch after a long day of travelling The neighbours were lovely we spoke to several of them though a...
House with character in typical medieval borgo on the Chianti Classico hills
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
Pool
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
9.4 out of 10, Exceptional, (63)
"Franca's little house was absolutely charming and very well cared for. It was super clean and had all the touches of home, including flowers in vases, pretty pictures and ornaments and great storage space upstairs. The complex itself was very quiet (we went in June) and we had the lovely swimming pool to ourselves most days. It was also well kept and clean. The area is very peaceful and the surrounding countryside is absolutely beautiful. You do need to drive everywhere (even to the nearest...
Romantic apartment near SAN GIMIGNANO, FIRENZE, SIENA, PISA, VOLTERRA, LUCCA,.......
Beautiful Villa With Panoramic Views near San Gimignano
Outdoor pool
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (62)
"The property exceeded our expectations. The villa was clean, well prepped and we did not encounter issues. The scenery was better than in the photos and the guides given to us by the host led us to some delicious meals. We spent a great deal of time sitting outside. The amenities in the house made everything easy. Beds were clean and comfortable. Highly recommend."
Beautiful Villa With Panoramic Views near San Gimignano
Yellow House Country Villa in Chianti Classico
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (90)
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Outdoor pool
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
10.0 out of 10, Exceptional, (47)
"Amazing villa. Everything is clean and beautiful. Pleasure to be there. Highly recommend."
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Lovely converted barn with enclosed garden and private pool
Pool
Lovely converted barn with enclosed garden and private pool
9.6 out of 10, Exceptional, (50)
"We had a lovely stay in a converted barn with pool. Very rustic but quiet and close to all the places we wanted to visit. We had a car"
Lovely converted barn with enclosed garden and private pool
Typical farmhouse with private pool between Pisa and Siena
Outdoor dining
Typical farmhouse with private pool between Pisa and Siena
9.4 out of 10, Exceptional, (13)
"We had a lovely week-long stay in this property. It's located just outside the small village of San Dalmazio up a long, private dirt track. The property itself is spacious and rustic with plenty of amenities, including bikes, a barbecue and pizza oven. There are two bathrooms and three bedrooms (two doubles and one twin). But best of all is the large swimming pool which is situated across from the property in an olive grove. The hosts were very friendly and even left us a bottle of wine. The...
Typical farmhouse with private pool between Pisa and Siena
Villa with large garden in the Chianti hills
Property grounds
Villa with large garden in the Chianti hills
9.4 out of 10, Exceptional, (63)
"Had a great stay here and met the lovely Ben and his beautiful garden :) plus the 4 local cats hanging around :) great base for us to drive and explore the area :) would definitely stay again at this property."
Villa with large garden in the Chianti hills
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See all available properties in Villa del Monte
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.

Other types of properties in Villa del Monte you may be interested in

Hotel Ristorante Alcide
View from room
Hotel Ristorante Alcide
4.0 star property
8.0 out of 10, Very good, (363)
"Good"
The price is NZ$116
per night
16 Jun - 17 Jun
Hotel Ristorante Alcide
Fattoria il Milione Agriturismo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria il Milione Agriturismo
3.0 star property
8.0 out of 10, Very good, (119)
"Very spacious,clean and nice view!"
The price is NZ$222
per night
9 Jun - 10 Jun
Fattoria il Milione Agriturismo
Villa I Barronci Resort & Spa
Outdoor pool, pool umbrellas, pool loungers
Villa I Barronci Resort & Spa
4.0 star property
9.2 out of 10, Wonderful, (296)
"This mini resort is a must stay. The experience you receive from the second you step on the resort to the end is more than worth its price. Felt extremely welcomed by the staff from start to finish. Stunning views. Nice clean rooms. Great included breakfast. Very good restaurant with drinks and snacks available for purchase throughout the day. Only downside could be kids being allowed or not much to walk to off the resort. "
The price is NZ$335
per night
9 Jun - 10 Jun
Villa I Barronci Resort & Spa
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Villa del Monte holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Villa del Monte. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Villa del Monte. Seeing all the best attractions is bound to make you fall in love with Villa del Monte. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Villa del Monte short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Villa del Monte?

Yes, there are holiday rentals close to the most popular sights in Villa del Monte, or you can select a more secluded option if you're looking for a relaxing stay.

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

House with character in typical medieval borgo on the Chianti Classico hills: This holiday home rental outside of Villa del Monte is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and a selection of books.

What can I see and do in Villa del Monte?

Explore the area and family-friendly sights such as Il Fiaschetto, or get out into nature at a spot like Sentierelsa Trail. Tenuta Torciano Winery and Piazza delle Erbe are a couple of places you'll find in the wider area.

What are holiday rentals like in Villa del Monte?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Villa del Monte. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for families.

Recent reviews of Villa del Monte properties
Expedia verified reviews

Hotel Pescille

Hotel Pescille

5/5 Excellent
Great find
"Absolutely gorgeous, serene, relaxing, countryside, a great stay. 5 minutes from town. "
A verified traveller stayed at Hotel Pescille
Posted 3 days ago
Hotel Pescille