Villa del Monte Holiday Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

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

4.0 star property
8.2 out of 10, Very good, (223)
"The property is perfect if you’re looking for a place to relax and have the most wonderful views of Tuscany area, the staff, Andrea was really helpful and kind. It’s better if you rent a car to get there, by bus you’ll have to walk a lot. But the place is totally worth it,"
The price is AU$190
includes taxes & fees
19 Oct - 20 Oct
Fattoria il Milione Agriturismo
hu Firenze Certosa camping in town
2 bedrooms, cots/infant beds, bed sheets

hu Firenze Certosa camping in town

7.8 out of 10, Good, (47)
"Hu Firenze Certosa is a nice retreat from the bustling tourist center. The swimming pool is nice, it is affordable, the rooms are nice and staff is great. "
hu Firenze Certosa camping in town
Relais Villa Olmo
Aerial view

Relais Villa Olmo

9.4 out of 10, Exceptional, (225)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
The price is AU$420
includes taxes & fees
19 Oct - 20 Oct
Relais Villa Olmo
Camping Boschetto Di Piemma
2 bars/lounges

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (84)
"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."
The price is AU$126
includes taxes & fees
15 Oct - 16 Oct
Camping Boschetto Di Piemma
Chianti Village Morrocco
Outdoor pool, pool umbrellas, pool loungers

Chianti Village Morrocco

3.0 star property
8.6 out of 10, Excellent, (105)
"Front desk was very helpful and very comfortable room. "
Chianti Village Morrocco
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, (64)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Villa with large garden in the Chianti hills
Outdoor dining

Villa with large garden in the Chianti hills

9.6 out of 10, Exceptional, (73)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills
Rocca Palazzaccio
Full-sized fridge, oven, stovetop, espresso maker

Rocca Palazzaccio

3.0 star property
9.0 out of 10, Wonderful, (13)
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
Rocca Palazzaccio
La Casa di Ines
Exterior detail

La Casa di Ines

10.0 out of 10, Exceptional, (2)
"Habitación limpia en buenas condiciones tranquila sin ruido y muy bien ubicada"
The price is AU$138
includes taxes & fees
23 Oct - 24 Oct
La Casa di Ines
Castello di Montegufoni
Interior detail

Castello di Montegufoni

8.2 out of 10, Very good, (30)
"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. "
Castello di Montegufoni
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Outdoor pool

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

10.0 out of 10, Exceptional, (121)
"We spent 2 weeks in this beautiful villa with close access to Florence and the easy trains of Italy. Bea and Jacapo were wonderful hosts and meals at the villa were delicious. The pool was a great relief at the end of warm and busy traveling days. We highly recommend this beautiful villa. "
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (143)
"What a view! This location was all that we were hoping for. Thank you! "
Farmhouse in the heart of the real chiantishire
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (103)
"We absolutely loved staying at Alessandro's near San Gimignano. Alessandro was very friendly and helpful, and the house was a dream. FYI you are required to pay a cleaning fee upon check-out. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Villa with concierge service and heated pool at 20 minute from Florence center
Outdoor dining

Villa with concierge service and heated pool at 20 minute from Florence center

10.0 out of 10, Exceptional, (105)
"One of the best hosts and most special homes I’ve ever stayed in. There was this feeling like everything you’ve been dreaming about while planning a trip- it’s all here. Cozy, peaceful, thoughtful in every detail. What really stayed with me though was how kind and supportive the host was the entire time. That kind of care isn’t common, and it honestly made a big difference. Just grateful."
The price is AU$2,147
includes taxes & fees
4 Nov - 5 Nov
Villa with concierge service and heated pool at 20 minute from Florence center
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
A heated pool

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

10.0 out of 10, Exceptional, (42)
"We celebrated our 25th wedding anniversary with friends. It was a beautiful property with the most amazing views. This family owned and operated property was well taken care of. The service was exceptional."
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Interior

Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.

9.0 out of 10, Wonderful, (23)
"excellent"
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Outdoor dining

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (80)
"Our family of eight spent twelve days at Villa Le Colline. The Villa was the perfect location from which to tour various areas of Italy. We could not have been more pleased. The home, grounds and views are much more beautiful than the pictures showed! It was a wonderful stay, and we would highly recommend this Villa for large families spending several days in the area. "
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Outdoor pool, an infinity pool

Beautiful apartment in San Gimignano - RoccaiaCasa'70

9.8 out of 10, Exceptional, (47)
"We really enjoyed our stay. It was in a very quiet, out of the way picturesque place. Our host was great - had everything we needed and very helpful and great communication. Would definitely recommend and would stay here again. "
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Castello Del Nero - Podere San Filippo
Seasonal outdoor pool, pool umbrellas, pool loungers

Castello Del Nero - Podere San Filippo

9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
Castello Del Nero - Podere San Filippo
appartamenti la piazzetta
Family Apartment | Living area

appartamenti la piazzetta

10.0 out of 10, Exceptional, (3)
"Molto carina e curata nel dettaglio gli appartamenti grandi e luminosi. La pulizia ottima e i gestori veramente molto gentili. Posizione strategica a pochi minuti da Firenze e aeroporto. "
The price is AU$154
includes taxes & fees
18 Oct - 19 Oct
appartamenti la piazzetta
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 Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"The staff took great care of us. Found us a late night taxi to take us to and from wedding at wine villa. Served Beers after bar was closed (fyi— the bar was never open). Made up the room even with do not disturb on door. Easy, close parking! "
Rita 3-night trip
Posted 6 days ago
Hotel Toscana Ambassador

Find out more about Villa del Monte

Everything you need to know about Villa del Monte 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 del Monte holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Villa del Monte holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Villa del Monte 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 del Monte holiday rentals we have selected for you start as low as AU$126 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Villa del Monte rentals

At Expedia, we put the best Villa del Monte 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 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 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 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. 

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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?

Agriturismo La Ferrozzola: This holiday home rental outside of Villa del Monte offers a terrace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware. You and your friends and family can relax into your holiday with amenities such as 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 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.