Monticchiello Vacation Rentals

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Aug 6 - Aug 7
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Aug 7 - Aug 8
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Aug 8 - Aug 10
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Aug 15 - Aug 17

Vacation Rentals in Monticchiello

Casanova - Panoramic Rooms and Suites
Stroll through the serene courtyard, surrounded by lush greenery and beautifully lit by outdoor lights.

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (64)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Enjoy dining under a shaded pergola surrounded by lush greenery and brick walls.

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (122)
"Cozy and welcoming hotel in a perfect location near Pienza’s historic center. I could only stay one night out of three due to personal reasons, but I’ll definitely come back on my next visit"
$250 nightly
The price is $282
Aug 8 - Aug 9
Total includes taxes and fees
Hotel San Gregorio
Il Casale Di Manuele 12, Emma Villas
Relax by the serene pool surrounded by lush trees and shaded lounge chairs.

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (3)
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "
Il Casale Di Manuele 12, Emma Villas
Abbadia Sicille Relais
Relax in a serene outdoor space surrounded by lush greenery and tall trees, featuring a cozy fire pit and comfortable seating.

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
$137 nightly
The price is $155
Aug 7 - Aug 8
Total includes taxes and fees
Abbadia Sicille Relais
Residenza Fabroni
Stunning staircase with a grand, curved ceiling and elegant details.

Residenza Fabroni

8.8 out of 10, Excellent, (88)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
$91 nightly
The price is $105
Aug 21 - Aug 22
Total includes taxes and fees
Residenza Fabroni
Delcorto Suites
Adorned with intricate frescoes, this grand interior space features a series of arches leading to ornate metal gates.

Delcorto Suites

10.0 out of 10, Exceptional, (22)
"Rooms are magnificent "
$186 nightly
The price is $210
Aug 7 - Aug 8
Total includes taxes and fees
Delcorto Suites
Il Tosco
Wander through historic streets lined with traditional stone buildings and arched doorways.

Il Tosco

10.0 out of 10, Exceptional, (111)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
$276 nightly
The price is $309
Aug 12 - Aug 13
Total includes taxes and fees
Il Tosco
Villa in Montalcino, exclusive for you, stunning view!!!
Relax by the pool surrounded by lounge chairs and lush greenery.

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!
Corte Francigena
Enjoy a spacious living area with a high ceiling, kitchen, dining table, and sofa, offering a view of the surrounding mountains.

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
$193 nightly
The price is $224
Aug 26 - Aug 27
Total includes taxes and fees
Corte Francigena
Hilltop house in the heart of Tuscany with private pool
Enjoy the serene view of rolling hills and lush green landscape from the comfort of your room.

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (89)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Relax by the pool surrounded by lush greenery and take in the breathtaking views of the surrounding mountains.

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (61)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Osteria del Borgo
Enjoy a panoramic view of the rolling hills and stone tower from the large arched window.

Osteria del Borgo

9.2 out of 10, Wonderful, (146)
"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "
Osteria del Borgo
Il Poggio dell'Eremita
Stroll through the historic garden, surrounded by vibrant blooms and accessed via a stone pathway.

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
$173 nightly
The price is $175
Aug 10 - Aug 11
Total includes taxes and fees
Il Poggio dell'Eremita
Montalcino Villa - Breathtaking Views of the Val d'Orcia
Relax and dine in style on this serene patio, surrounded by lush greenery and a picturesque countryside view.

Montalcino Villa - Breathtaking Views of the Val d'Orcia

9.8 out of 10, Exceptional, (43)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Montalcino Villa - Breathtaking Views of the Val d'Orcia
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Step outside to a balcony with a wrought iron railing and take in the breathtaking views of the surrounding landscape.

LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center

9.6 out of 10, Exceptional, (48)
"Wonderful home away from home!"
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
The House of Alice, charm and relaxation
Experience the warm welcome of this traditional building, featuring a charming arched entrance and lush greenery.

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (61)
"Very authentic dwelling. Just what we wanted to experience. It looked just like what life in this area must have looked 200 years ago. "
$267 nightly
The price is $272
Aug 17 - Aug 18
Total includes taxes and fees
The House of Alice, charm and relaxation
Casina in authentic Tuscany
Standalone building surrounded by lush gardens and greenery.

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (65)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany
Borgo Dolciano
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Borgo Dolciano

9.0 out of 10, Wonderful, (24)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
$109 nightly
The price is $123
Aug 10 - Aug 11
Total includes taxes and fees
Borgo Dolciano
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Relax in a serene outdoor lounge surrounded by lush greenery and trees, featuring sun loungers, a large umbrella, and a statue.

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (52)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Villa with private pool, air conditioning near wineries at 3km from village
Relax by the serene pool surrounded by lush greenery and lounge chairs.

Villa with private pool, air conditioning near wineries at 3km from village

9.4 out of 10, Exceptional, (42)
"Guido’s home in Tuscany is great! My family had an awesome time enjoying the pool, the near by wineries and a cooking class at the villa. The house is rustic, charming and in a great location. The beds are a bit old and the showers were a little small but overall the house fit all the needs of my family. The pool was also excellent and the views from the pool area are incredible. Whenever we needed anything it was always answered quickly. Thanks for an awesome stay!"
Villa with private pool, air conditioning near wineries at 3km from village
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 Monticchiello Hotel Reviews

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

10/10 Excellent
"Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal."
Shawn 3-night trip
Posted 3 days ago
Rosewood Castiglion del Bosco

Frequently asked questions

Are there vacation rentals in Monticchiello?

Yes, we give you a choice of vacation rentals close to popular sights in Monticchiello, or you can go with a more remote option if you'd like a relaxing place to stay. Monticchiello is known for its art.

What's the top vacation rental in Monticchiello?

The House of Alice, charm and relaxation: This vacation home rental outside of Monticchiello is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals will I find in Monticchiello?

Expedia has 4 vacation rentals for your stay in Monticchiello.

What can I see and do in Monticchiello?

Explore the area and family-friendly sights such as RI Crea RE, or get out into nature at a spot like Historic Centre of Pienza. Art Studio di Adelina Quadri and Pienza Cathedral are a couple of places you'll find in the larger area.

What are vacation rentals like in Monticchiello?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Monticchiello. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.