Villa del Monte Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Villa del Monte vacation rentals

Exterior detail

appartamenti la piazzetta

appartamenti la piazzetta
Signa
9.6 out of 10, Exceptional, (7 reviews)
"The staff was great was communication and very helpful. Off-street secure parking was good. Close transport links into Florence was great. The rooms were good and clean. A great place to stay. "
United Kingdom
Courtney
$136 nightly
The price is $148
May 10 - May 11
Total with taxes and fees
appartamenti la piazzetta
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$52 nightly
The price is $59
May 10 - May 11
Total with taxes and fees
Sportland
Triple Room | Room service - dining

B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.0 out of 10, Very Good, (8 reviews)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
$93 nightly
The price is $103
May 9 - May 10
Total with taxes and fees
B&B Il Moscondoro
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (41 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
$131 nightly
The price is $148
May 11 - May 12
Total with taxes and fees
Borgo San Giusto
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (239 reviews)
"We had an excellent stay, the staff is very friendly, stunning location and easy but windy road into Florence "
United States
Juliana
$228 nightly
The price is $254
May 12 - May 13
Total with taxes and fees
Relais Villa Olmo
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
$202 nightly
The price is $227
May 12 - May 13
Total with taxes and fees
Villa il Fedino
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$73 nightly
The price is $82
May 8 - May 9
Total with taxes and fees
Chianti Village Morrocco
Outdoor pool

Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very Good, (53 reviews)
"The facilities were great, including access to the swimming pool. The staff were very friendly and helpful. Breakfast options were good. Parking on site. Villa is a 10 minute drive to two lovely Tuscan towns (Greve and Panzano). Would stay here again - it was so atmospheric! "
United Kingdom
Rachel
$128 nightly
The price is $146
May 9 - May 10
Total with taxes and fees
Villa Rosa Panzano
View from property

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
$150 nightly
The price is $169
May 27 - May 28
Total with taxes and fees
Antica Pieve B&B
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
$210 nightly
The price is $237
May 15 - May 16
Total with taxes and fees
Borgo Il Poggiaccio
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
$169 nightly
The price is $190
May 14 - May 15
Total with taxes and fees
Villa Montecastello
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
$318 nightly
The price is $354
May 13 - May 14
Total with taxes and fees
Terre di Baccio
Apartment, Patio | Living area | Flat-screen TV

La Ripadoro

La Ripadoro
Chianni
$146 nightly
The price is $161
May 8 - May 9
Total with taxes and fees
La Ripadoro
Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
$124 nightly
The price is $141
May 15 - May 16
Total with taxes and fees
B&B La Fonte del Machiavelli
Staircase

EuroHome

EuroHome
Signa
7.4 out of 10, Good, (112 reviews)
"Very nice, cute little hotel. Very well decorated, and super clean. Manager at the reception, SUPER NICE and friendly......."
United States
mylene
$94 nightly
The price is $106
May 9 - May 10
Total with taxes and fees
EuroHome
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (28 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
$188 nightly
The price is $209
May 17 - May 18
Total with taxes and fees
Riserva di Fizzano Residence
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
$102 nightly
The price is $117
May 9 - May 10
Total with taxes and fees
Mariani Bed & Breakfast
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
$178 nightly
The price is $199
Jun 6 - Jun 7
Total with taxes and fees
Antico Borgo Poggiarello
Property entrance

Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.2 out of 10, Very Good, (21 reviews)
"Very basic lodgings - simple but good location between Florence & Pisa. Breakfast place right underneath the rooms made breakfast convenient. Parking was super simple & across the street, which is rare in Italy. "
United States
Scott
$76 nightly
The price is $87
May 8 - May 9
Total with taxes and fees
Affittacamere a 20 minuti da Firenze
Garden

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (17 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
$66 nightly
The price is $77
May 17 - May 18
Total with taxes and fees
Antica Dimora Leones
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 Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"We had the loveliest stay in Hotel Casolare! From the minute we arrived the staff were warm and welcoming and couldn't be more helpful! We stayed in the Cipresso apartment and it was perfect for the 4 of us staying with a well equipped kitchenette and a lovely patio area to sit out on! All very clean and fresh. We had a beautiful meal in the restaurant on our first night and breakfasts were lovely with plenty of selection and so fresh! Our favourite part was the bruschetta bar with lots of selection of toppings, all gorgeous! The pool area was clean and peaceful and we were able to get drinks from the bar to have there during the day. This was our second time staying here after a stay in 1998 when the hotel was just opened and it had been somewhere we always wanted to come back to! We will definitely be back again xx"
Andrea 4-night trip
Posted 1 day ago
Hotel Casolare Le Terre Rosse

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 $54 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.

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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.