Search Holiday Rentals in Monastero d'Ombrone

Q: What are some of the best holiday rentals that Monastero d'Ombrone has to offer?

Borgo Argiano : This holiday home rental outside of Monastero d'Ombrone 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 kitchenware. You can relax into your holiday with a garden and a library.

Dates

November 2026

December 2026

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Our top choices for Monastero d'Ombrone holiday rentals

A stone building with a sloped roof, a small porch, and a gravel driveway.

1. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

includes taxes & fees

9 Dec - 10 Dec

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

2. Villa Fontis Rapolano

Rapolano Terme

Barbara

includes taxes & fees

11 Nov - 12 Nov

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

3. La Murata

Rapolano Terme

Elizabeth

includes taxes & fees

15 Nov - 16 Nov

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

4. Castello di Gargonza

Monte San Savino

Iain

includes taxes & fees

12 Nov - 13 Nov

A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

5. RESIDENCE LECCIO

Asciano

Corey

includes taxes & fees

18 Nov - 19 Nov

A hotel room with a large bed, a fireplace, and a brick ceiling.

6. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

includes taxes & fees

23 Nov - 24 Nov

A cozy, well-lit tent with a bed, wooden furniture, and decorative pillows.

7. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

includes taxes & fees

10 Nov - 11 Nov

A table set with breakfast items on a balcony overlooking a historic town.

8. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

includes taxes & fees

10 Nov - 11 Nov

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

9. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

includes taxes & fees

29 Nov - 30 Nov

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

10. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

includes taxes & fees

12 Nov - 13 Nov

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

11. B&B Il Corso

Siena City Centre

Heather

includes taxes & fees

11 Nov - 12 Nov

An arched stone bridge with a white building on the right, featuring a balcony with plants.

12. Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

includes taxes & fees

11 Nov - 12 Nov

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

13. B&B Le Logge Di Sopra

Asciano

includes taxes & fees

24 Nov - 25 Nov

A stone building with a yellow sign reading "b&b erioico".

14. L' Eroico

Gaiole in Chianti

Angela

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

15. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

20 Nov - 21 Nov

A table with two wine glasses, a bottle, and a book.

16. Domus il Palio B&B

Ravacciano

Leo

includes taxes & fees

18 Nov - 19 Nov

A bathroom with a window view of a historic building and a tiled roof.

17. Siena Vip

Siena City Centre

Jacob

includes taxes & fees

10 Nov - 11 Nov

A historic building with a clock tower, arched windows, and a shop selling souvenirs.

18. PALAZZO DEL PAPA

Siena City Centre

Charles

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a bed, bedside table, and a window with a view of greenery.

19. La Coroncina Lodging

Siena

Hassan

includes taxes & fees

10 Nov - 11 Nov

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

20. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

10 Dec - 11 Dec

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Find holiday rentals that suit your style

Top Monastero d'Ombrone Hotel Reviews

A pool area with lounge chairs and umbrellas, surrounded by greenery and a historic building in the background.

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Excellent

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

The Club House

Castelnuovo Berardenga

10/10 Excellent

A wonderful stay at The Club House. This is a gorgeous place in a beautiful setting in the heart of Chianti. The property is immaculate, the staff friendly and the food delicious. We have been to wonderful hotels all over the world but this place is really special. It was our second visit (we stayed in August 2025). Everything was great but if I had to be picky I would say the gym is insanely hot in the morning (despite asking for the air con to be put on the evening before). Also, having...

Elizabeth

A room with a piano, stone walls, a wooden cabinet, and a bench.

Antico Granaione

Rapolano Terme

10/10 Excellent

Caroline

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable. We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of. The location is great too (Siena is a short drive away). The only setbacks were breakfast, very...

Ivo

A room with a window featuring a lattice design, a potted plant, and several saddles hanging on the wall.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Lizzy

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Yoke yin

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

Relais degli Angeli

Siena City Centre

10/10 Excellent

Olivia

A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

Residenza d'Epoca Relais Campo Regio

Siena City Centre

10/10 Excellent

We stayed in 8 different hotels while touring around Tuscany and this was far and away the best in every way. We were given very clear directions in advance of our stay and had no difficulty driving into Siena and finding the hotel. The building is lovely, sensitively modernised and beautifully kept. Our room was perfectly clean and well appointed. There is a terrace with a wonderful view of the duomo, an honesty bar and an excellent choice at breakfast. The staff are exceptionally welcoming,...

Mary

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

Villa del Sole Siena

Siena City Centre

10/10 Excellent

Seasoned travel

A courtyard with wicker furniture, a building with multiple windows and arches, and well-maintained greenery.

Palazzo Ravizza

Siena Historical Center

10/10 Excellent

Very enjoyable stay at this Hotel, everywhere was very clean. All the staff were helpful and friendly, the receptionist who checked us out took the time to show us a scenic route south to our next stay. The parking on site was great and secure. Breakfast lovely too.The location was very central. We would definitely book this hotel if we were to return to Siena, which is highly likely, thank you for a great stay.

Stuart

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

La Dimora Dei Monaci

Siena City Centre

10/10 Excellent

Katharine

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

Hotel Palazzetto Rosso

Siena City Centre

10/10 Excellent

Gary

B&B Il Corso

Siena City Centre

10/10 Excellent

Fantastic location just off the main Piazza del Campo and you can walk from one side of the city to the other in no more than 20-25 minutes. Plenty of food stores selling excellent Tuscan produce and many good cheap restaurants. Sightseeing is fantastic and you have many tours that can be booked for day trips. City is very accessible from Florence and Pisa Airport by bus or train. Staff very kind and did everything they could to make our stay so enjoyable. Host Alberto gave lots of...

Anonymous traveller

A motorcycle parked in front of a brick building with arched doorways and a street lamp.

Torre del Fuggisole

Siena City Centre

10/10 Excellent

An absolute little gem in Siena! ⭐⭐⭐⭐⭐ Sara and Carolina were fantastic from start to finish. They couldn’t do enough for us. They let us know exactly where to park, which was really helpful as Siena has traffic restrictions for visitors, helped us book a winery tour and gave us some great recommendations for sightseeing and restaurants. The communication was brilliant and they made everything so easy for us. The hotel itself is lovely, in a perfect location, beautifully restored and...

Jane

Find out more about Monastero d'Ombrone

Everything you need to know about Monastero d'Ombrone 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 Monastero d'Ombrone holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Monastero d'Ombrone holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monastero d'Ombrone holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monastero d'Ombrone. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monastero d'Ombrone 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 Monastero d'Ombrone holiday rentals we have selected for you start as low as £56 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monastero d'Ombrone rentals

At Expedia, we put the best Monastero d'Ombrone 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 Monastero d'Ombrone 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 Monastero d'Ombrone 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 Monastero d'Ombrone. 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 holiday rentals in Monastero d'Ombrone?

Yes, there are holiday rentals close to the most popular sights in Monastero d'Ombrone, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Monastero d'Ombrone has a good selection of restaurants. Make sure you have time to check out the spas and local tours during your trip.

What are some of the best holiday rentals that Monastero d'Ombrone has to offer?

Borgo Argiano: This holiday home rental outside of Monastero d'Ombrone 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 kitchenware. You can relax into your holiday with a garden and a library.

What’s there to see and do in Monastero d'Ombrone?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Terme Antica Querciolaia. Villa a Sesta Polo Club and San Giovanni Terme Rapolano are a couple of places you'll find in the wider area.

What’s a holiday rental in Monastero d'Ombrone like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monastero d'Ombrone. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.

Search Holiday Rentals in Monastero d'Ombrone

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monastero d'Ombrone holiday rentals

1. Podere La Chiusella

2. Villa Fontis Rapolano

3. La Murata

4. Castello di Gargonza

5. RESIDENCE LECCIO

6. DormiVeglia B&B

7. 2 Cuori e 1 Yurta Glamping in Toscana

8. Residenza d'Epoca Palazzo Borghesi

9. Il Battistero Siena - Residenza d'Epoca

10. Guild Living Siena Senior Resort & Residence

11. B&B Il Corso

12. Locanda Antico Borgo

13. B&B Le Logge Di Sopra

14. L' Eroico

15. Tuscasì Aparthotel

16. Domus il Palio B&B

17. Siena Vip

18. PALAZZO DEL PAPA

19. La Coroncina Lodging

20. Abbadia Sicille Relais

Find holiday rentals that suit your style

Top Monastero d'Ombrone Hotel Reviews

Castel Monastero - The Leading Hotels of the World

10/10 Excellent

Find out more about Monastero d'Ombrone

Monastero d'Ombrone holiday rentals: An excellent choice for every season

How to find incredible deals on Monastero d'Ombrone rentals

Frequently Asked Questions

Can I find holiday rentals in Monastero d'Ombrone?

What are some of the best holiday rentals that Monastero d'Ombrone has to offer?

What’s there to see and do in Monastero d'Ombrone?

What’s a holiday rental in Monastero d'Ombrone like?