Villa del Monte Vacation Rentals

Vacation Rentals in Villa del Monte

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, (117)
"Very spacious,clean and nice view!"
The price is $121
$147 total
includes taxes & fees
Jun 16 - Jun 17
Fattoria il Milione Agriturismo
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 $290
$322 total
includes taxes & fees
Jun 2 - Jun 3
Relais Villa Olmo
Superior Mobile Home | Private kitchenette | Fridge
Camping Boschetto Di Piemma
3.0 star property
9.0 out of 10, Wonderful, (56)
"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 $51
$58 total
includes taxes & fees
Jun 4 - Jun 5
Camping Boschetto Di Piemma
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Seasonal outdoor pool
Toscana Holiday Village
3.0 star property
7.0 out of 10, Good, (34)
"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."
Toscana Holiday Village
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)
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
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
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
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 $104
$117 total
includes taxes & fees
Jun 9 - Jun 10
Residence Il Connubio
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.
Outdoor pool, a heated pool, sun 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
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
Interior detail
Castello di Montegufoni
7.8 out of 10, Good, (19)
"Great location, great service, great facilities. Unfortunately not wifi signal in rooms. Not reataurant for breakfast. "
Castello di Montegufoni
Pool | Outdoor 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,.......
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (89)
"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
Outdoor pool
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
10.0 out of 10, Exceptional, (88)
"We had a wonderful time at Villa Torre! The views were amazing and Jacopo and Beatrice were so helpful with anything we needed! They cooked a few breakfasts and dinners for us which were delicious and the cooking class with them was very fun! We even made homemade pasta! We spent so much time outside with the views! A few more comfy chairs out there or up in the tower would be nice but we found plenty of places to sit! I do recommend having a car to get around - the walk to the nearest town is...
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
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
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
Outdoor pool
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (61)
"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
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
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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.

Villa del Monte Vacation Rental Travel Info

Number of vacation rentals
75
Popular accommodation
Villa del Monte apartments
Known landmarks
Tenuta Torciano Winery, Museo Civico and Sovestro in Poggio Winery
International airport
Florence (FLR-Peretola)

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

View from room
Hotel Ristorante Alcide
4.0 star property
8.0 out of 10, Very Good, (362)
"Good"
The price is $65
$76 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Ristorante Alcide
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, (117)
"Very spacious,clean and nice view!"
The price is $121
$147 total
includes taxes & fees
Jun 16 - Jun 17
Fattoria il Milione Agriturismo
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais
4.0 star property
9.4 out of 10, Exceptional, (336)
"The food options for vegetarians were few but very delicious. The breakfast spread was excellent. Staff in general were friendly and helpful. The room was clean and comfortable and the views were great. They could improve their gym by replacing or repairing the broken equipment such as the treadmill."
The price is $163
$185 total
includes taxes & fees
May 30 - May 31
Hotel Borgo di Cortefreda Relais
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.

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 $51 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?

House with character in typical medieval borgo on the Chianti Classico hills: You might want to consider this vacation home rental near Villa del Monte, which is located in a rural location and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a spa 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 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.

Recent reviews of Villa del Monte properties
Expedia verified reviews

Castelfalfi

Castelfalfi

5/5 Excellent
"The hotel is located in a beautiful location. The view is unbelievable. If you want to connect with nature this is what you need. Definitely recommend it to anyone."
A verified traveler stayed at Castelfalfi
Posted 3 days ago
Castelfalfi