Photo by Tim & Nat ✈

Montisi Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Jul - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Montisi

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, (62)
"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
Bosco della Spina
Surrounded by lush greenery and vineyards, this traditional complex offers a tranquil setting with a swimming pool and sun loungers.

Bosco della Spina

9.6 out of 10, Exceptional, (158)
"We enjoyed the scenery and service! Clean and comfortable. "
The price is S$272
includes taxes & fees
21 Aug - 22 Aug
Bosco della Spina
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, (121)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is S$340
includes taxes & fees
8 Aug - 9 Aug
Hotel San Gregorio
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 "
The price is S$264
includes taxes & fees
3 Aug - 4 Aug
Abbadia Sicille Relais
Regis Condo
Enjoy a compact kitchen with microwave, oven, and dishwasher, plus a dining area and cozy living space.

Regis Condo

9.4 out of 10, Exceptional, (63)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo
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 "
The price is S$374
includes taxes & fees
8 Aug - 9 Aug
Il Tosco
Tuscasì Aparthotel
Enjoy dining al fresco on this scenic outdoor terrace with a table set amidst a serene natural backdrop.

Tuscasì Aparthotel

9.4 out of 10, Exceptional, (18)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is S$110
includes taxes & fees
3 Aug - 4 Aug
Tuscasì Aparthotel
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."
The price is S$127
includes taxes & fees
4 Aug - 5 Aug
Residenza Fabroni
Residenza d'Epoca Palazzo Borghesi
Enjoy a serene city view from the comfort of your room, where a beautifully set table invites you to a soothing tea experience.

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (110)
"Beautiful, unique property in central Siena. Sonia at reception was excellent! "
The price is S$247
includes taxes & fees
27 Aug - 28 Aug
Residenza d'Epoca Palazzo Borghesi
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
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"
The price is S$278
includes taxes & fees
27 Aug - 28 Aug
Corte Francigena
La Terrazza Sul Campo Rooming House
Classic hotel room with a large bed, sitting area, and dining space.

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (229)
"Would 10/10 recommend this stay to a friend and would stay here again! Room was beautiful, location was perfect, and the staff is kind and helpful!"
La Terrazza Sul Campo Rooming House
Porta Pispini Residence
Relax in a stylish outdoor space with comfortable seating areas and a staircase leading to an upper level.

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (16)
"That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price "
The price is S$168
includes taxes & fees
1 Aug - 2 Aug
Porta Pispini Residence
Borgo Argiano
Relax and socialize in this serene outdoor space, surrounded by breathtaking views and comfortable seating.

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is S$893
includes taxes & fees
31 Aug - 1 Sept
Borgo Argiano
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. "
Borgo Dolciano
Castello di Modanella
Stroll through the historic entrance, lined with lush greenery and soft lighting.

Castello di Modanella

7.6 out of 10, Good, (14)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
Castello di Modanella
The Balcony Suite -Piazza del Campo View
Enjoy stunning views of a historic landmark from this balcony.

The Balcony Suite -Piazza del Campo View

9.0 out of 10, Wonderful, (12)
"Great view of Plaza del Campo"
The price is S$302
includes taxes & fees
3 Aug - 4 Aug
The Balcony Suite -Piazza del Campo View
Palazzo Piccolomini
Flat-screen TV

Palazzo Piccolomini

The price is S$472
includes taxes & fees
1 Aug - 2 Aug
Palazzo Piccolomini
Podere La Chiusella
Relax by the pool surrounded by lounge chairs and umbrellas in a serene outdoor space.

Podere La Chiusella

9.4 out of 10, Exceptional, (30)
Podere La Chiusella
La Coroncina Lodging
Enjoy a casual meal in our garden, surrounded by lush greenery and a stone wall, with a wicker picnic basket and metal table at your disposal.

La Coroncina Lodging

10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
The price is S$69
includes taxes & fees
24 Aug - 25 Aug
La Coroncina Lodging
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montisi Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Highly recommend it! "
María 2-night trip
Posted 3 days ago
Nuovo Etruria Resort

Frequently asked questions

Can I find a holiday rental in Montisi?

Yes, there are holiday rentals close to the most popular sights in Montisi, 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 Montisi has to offer?

Borgo Argiano: This holiday home rental outside of Montisi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Montisi?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Montisi stay.

What’s there to see and do in Montisi?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. In the wider area, you’ll find Monte Oliveto Maggiore Abbey and Historic Centre of Pienza.

What’s a holiday rental in Montisi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montisi. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.