Monti Holiday Rentals, Gaiole in Chianti: Private House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Monti

Pet friendly

Apartment

Apart hotel

Pool

Condo

Spa

Hot tub

Family friendly

Farm

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Monti hotels

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A room with a view of a forest through a window, a table with a lamp, and a chair.

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

1. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

7.060.260 ₫

7.998.723 ₫ total

includes taxes & fees

16 Nov - 17 Nov

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

2. Hotel Le Fontanelle

Castelnuovo Berardenga

Cristina

14.225.117 ₫

15.938.175 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

A sunlit patio with a glass roof, stone walls, and outdoor seating.

A stone building with a garden, tall trees, and a clear blue sky.

3. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Michelle

8.557.733 ₫

9.703.936 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

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

4. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

2.460.394 ₫

2.938.870 ₫ total

includes taxes & fees

16 Nov - 17 Nov

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

A hotel entrance with a sign reading "HOTEL EXPO".

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

A modern living room with a glass coffee table, white sofas, and decorative plants.

5. Hotel Executive

Scacciapensieri

Andras

2.472.253 ₫

2.806.671 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A stone building with a tower, surrounded by people dining at tables with candles.

6. Castello di Tornano Wine Resort

Gaiole in Chianti

Karina

3.661.455 ₫

4.259.895 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A historic stone building with multiple windows and a courtyard.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

A stone building with outdoor seating and a garden with roses.

7. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

19.942.000 ₫

22.226.746 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with a pool, potted plants, and umbrellas.

A villa with a swimming pool, outdoor seating, and a garden.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

A restaurant with a table set for two, overlooking a scenic landscape.

8. Relais Vignale & Spa

Radda in Chianti

Ali

4.479.375 ₫

5.819.287 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A large building with multiple rooms, surrounded by a field of lavender.

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

An arched brick corridor leading to a dining area with tables set for a meal.

9. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

9.523.346 ₫

10.766.226 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A large, historic building with a covered patio and a well-maintained garden.

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

A swimming pool surrounded by lush greenery and a stone pathway.

10. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Anita

4.920.788 ₫

5.558.140 ₫ total

includes taxes & fees

24 Oct - 25 Oct

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

11. Four Points by Sheraton Siena

Scacciapensieri

Ralph

3.494.736 ₫

3.931.374 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

12. The Club House

Castelnuovo Berardenga

Natalyn

9.255.640 ₫

10.471.572 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A terrace with multiple sun loungers and a scenic view of green fields and hills.

An indoor swimming pool with lounge chairs and a view of the countryside.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

13. Precise House Montaperti Siena

Asciano

Dieter

2.417.604 ₫

2.833.692 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

14. Sangallo Park Hotel

Vico Alto

Marcio Tadeu

2.758.504 ₫

3.121.465 ₫ total

includes taxes & fees

6 Nov - 7 Nov

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

A modern kitchen with a large window, wooden ceiling, and a view of a forested area.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

15. Chapter Chianti, a Member of Design Hotels

Cavriglia

Michael

6.968.853 ₫

7.839.959 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

16. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Ariel

2.414.469 ₫

2.888.210 ₫ total

includes taxes & fees

22 Oct - 23 Oct

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A building with arched windows, a courtyard with a pond, and a metal fence.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

17. Hotel Casafrassi

Castellina in Chianti

Stuart

1.557.433 ₫

1.887.397 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

18. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

4.491.572 ₫

5.056.947 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A rustic stone building with a garden in front.

A poolside area with lounge chairs and a view of the night sky.

A person relaxing in a hot tub with a view of a building and trees in the background.

19. Belvedere di San Leonino

Castellina in Chianti

Kevork

2.783.649 ₫

3.236.341 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A couple dining at an outdoor table with a view of the countryside.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A narrow street with buildings on either side, a flag, and a bench.

20. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

3.005.818 ₫

3.480.727 ₫ total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Monti Hotel Reviews

Il Chiostro del Carmine

8/10 Good

"Air conditioning was not working well. The bathroom was beautiful but the shower was cycling between very hot to very cold"

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."

La Certosa di Pontignano

10/10 Excellent

"Great location amazing place"

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

More cheap stays in Monti

Cannon d'Oro

Via Montanini 28 Siena SI

1.386.695 ₫

1.612.528 ₫ total

21 Nov - 22 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

1.968.315 ₫

2.252.311 ₫ total

6 Nov - 7 Nov

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

2.245.080 ₫

2.556.699 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

2.280.678 ₫

2.595.910 ₫ total

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (52 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

1.862.218 ₫

4.458.502 ₫ total

3 Nov - 4 Nov

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Hotels in Monti with star rating

Frequently asked questions

What's the seasonal weather in Monti?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Monti is 935 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Monti on Expedia.it

Find hotels in Monti from 1.612.528 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Monti

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Monti hotels

1. Dievole Wine Resort

2. Hotel Le Fontanelle

3. Castello di Spaltenna- Small Luxury Hotels of the World

4. La Certosa di Pontignano - Place of Charme

5. Hotel Executive

6. Castello di Tornano Wine Resort

7. Borgo San Felice Resort

8. Relais Vignale & Spa

9. Borgo Scopeto Wine & Country Relais

10. Villa Scacciapensieri Boutique Hotel

11. Four Points by Sheraton Siena

12. The Club House

13. Precise House Montaperti Siena

14. Sangallo Park Hotel

15. Chapter Chianti, a Member of Design Hotels

16. Ultimo Mulino Wellness Country Hotel

17. Hotel Casafrassi

18. Castello di Fonterutoli Wine Resort

19. Belvedere di San Leonino

20. Palazzo Leopoldo Dimora Storica & Spa

Top Monti Hotel Reviews

Il Chiostro del Carmine

Hotel Italia

Villa Ermellina Siena, a Tribute Portfolio Hotel

La Certosa di Pontignano

Hotel Chiusarelli

Castello di Spaltenna- Small Luxury Hotels of the World

Four Points by Sheraton Siena

Borgo Vescine

Hu Norcenni Girasole Village

More cheap stays in Monti

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Hotels in Monti with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app