Monti Holiday Rentals, Gaiole in Chianti: Private House Rentals

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Our top choices for Monti hotels

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

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

A table set for breakfast with various dishes, drinks, and a newspaper.

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.

1. Hotel Le Fontanelle

Castelnuovo Berardenga

Briana

฿18,719

฿20,973 total

includes taxes & fees

5 Oct - 6 Oct

A historic stone building with multiple windows and a courtyard.

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

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.

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

2. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

฿24,886

฿27,757 total

includes taxes & fees

7 Oct - 8 Oct

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

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

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

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

3. The Club House

Castelnuovo Berardenga

Karla

฿29,573

฿32,912 total

includes taxes & fees

27 Sept - 28 Sept

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.

An interior corridor with arches, columns, and a brick wall.

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.

4. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

฿3,598

฿4,264 total

includes taxes & fees

8 Sept - 9 Sept

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.

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

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

5. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Hannah

฿20,379

฿22,799 total

includes taxes & fees

7 Sept - 8 Sept

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

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.

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

6. Dievole Wine Resort

Castelnuovo Berardenga

Karamjit

฿12,669

฿14,242 total

includes taxes & fees

15 Sept - 16 Sept

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

7. Borgo Vescine

Radda in Chianti

Gabrielle

฿30,030

฿33,339 total

includes taxes & fees

7 Sept - 8 Sept

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 spa room with a reception desk, a massage chair, and a window with blinds.

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.

8. Precise House Montaperti Siena

Asciano

Dieter

฿3,613

฿4,203 total

includes taxes & fees

7 Sept - 8 Sept

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

9. Agriturismo San Sano

Gaiole in Chianti

Paula

฿3,202

฿3,675 total

includes taxes & fees

7 Oct - 8 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 room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

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

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

Gaiole in Chianti

Rama

฿13,138

฿14,834 total

includes taxes & fees

5 Oct - 6 Oct

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

A room with a large window offering a view of a landscaped garden with trees and a pathway.

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.

11. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

฿7,601

฿8,553 total

includes taxes & fees

4 Oct - 5 Oct

A pathway lined with trees and a large pot in the center.

A breakfast buffet with pastries and a coffee machine.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

12. Villa Montarioso

Montarioso

Michael

฿2,920

฿3,403 total

includes taxes & fees

7 Oct - 8 Oct

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

13. Hotel Chiusarelli

Siena City Centre

sharon

฿5,580

฿6,329 total

includes taxes & fees

22 Sept - 23 Sept

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

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

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

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

14. Hotel Executive

Scacciapensieri

Susan

฿3,570

฿4,118 total

includes taxes & fees

25 Sept - 26 Sept

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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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

15. Belvedere di San Leonino

Castellina in Chianti

Seong Won

฿4,201

฿4,850 total

includes taxes & fees

10 Sept - 11 Sept

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

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

A bar area with a high ceiling, wooden beams, and a bar counter with stools.

A modern living room with a white sofa, armchairs, and a coffee table.

16. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

฿9,176

฿10,323 total

includes taxes & fees

6 Oct - 7 Oct

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

A room with blue chairs facing a window overlooking a cityscape with historic buildings.

A spacious lobby with a modern design, featuring a seating area with black leather sofas and ottomans, a reception desk, and a visible kitchen area in the background.

17. Hotel Minerva

Siena City Centre

Chia lin

฿4,974

฿5,662 total

includes taxes & fees

8 Sept - 9 Sept

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

A bar area with a white countertop, clear chairs, and shelves of liquor bottles.

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

18. Hotel Italia

Camollia

Khoon

฿4,254

฿4,871 total

includes taxes & fees

11 Sept - 12 Sept

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

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

19. Palazzo Ravizza

Siena Historical Center

XUESHENG

฿9,037

฿10,132 total

includes taxes & fees

10 Sept - 11 Sept

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.

20. Hotel Casafrassi

Castellina in Chianti

Jane

฿2,051

฿2,485 total

includes taxes & fees

11 Sept - 12 Sept

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Top Monti Hotel Reviews

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

Fattoria di Vegi

10/10 Excellent

"Amazing! I wish I could have stayed forever!"

Palazzo Ravizza

8/10 Good

"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."

Hu Norcenni Girasole Village

10/10 Excellent

"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."

Hotel Italia

10/10 Excellent

"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Everything was great would have been a little more accomadating to be able to do laundry but overall a great experience."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"

Hotel Chiusarelli

8/10 Good

"Hotel was very clean. Location was great. The only negative, there was no elevator and our room was on the top floor."

La Certosa di Pontignano

10/10 Excellent

"Beautiful place, very quiet, in love with gardens"

More cheap stays in Monti

Cannon d'Oro

Via Montanini 28 Siena SI

฿3,173

฿3,681 total

24 Sept - 25 Sept

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

฿3,712

฿4,274 total

7 Sept - 8 Sept

includes taxes & fees

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

฿4,473

฿5,112 total

7 Sept - 8 Sept

includes taxes & fees

8.8/10 Excellent! (105 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

฿5,490

฿6,230 total

7 Sept - 8 Sept

includes taxes & fees

10/10 Exceptional! (48 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

Get rates

9/10 Wonderful! (20 reviews)

Frequently asked questions

What's the best place for a stay in Monti?

La Certosa di Pontignano, located 3.9 mi (6.2 km) from the heart of Monti, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Hotel Athena and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Monti.

What are some of the best holiday rentals that Monti has to offer?

Borgo Argiano: This holiday home rental outside of Monti 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. See all vacation rentals in Monti.

If I need to cancel my hotel reservation in Monti, will I receive a refund?

Yes! The majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Monti.

What are some hotels with pools in Monti?

Borgo Scopeto Wine & Country Relais: Offers 2 restaurants, 2 outdoor swimming pools and a full-service spa. Fattoria di Vegi and Castello di Spaltenna- Small Luxury Hotels of the World are a couple of other choices that offer an on-site pool. View all hotels with pools in Monti.

What is staying in Monti like?

Travellers to Monti will find plenty to explore and enjoy. In Monti, there are 6 hotels and other accommodation options to choose from. Find out more about Monti.

What should I see while I'm in Monti?

Places to visit in the wider area include Castle of Brolio, Meleto Castle and Terra di Seta. You'll also find Badia a Coltibuono and Siena Circuit in the area. Take a look at what more there is to see and do in Expedia's Monti guide.

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.

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More ways to book

Book Hotels in Monti on Expedia.it

Find hotels in Monti from ฿2,485

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. Hotel Le Fontanelle

2. Borgo San Felice Resort

3. The Club House

4. La Certosa di Pontignano

5. Borgo Scopeto Wine & Country Relais

6. Dievole Wine Resort

7. Borgo Vescine

8. Precise House Montaperti Siena

9. Agriturismo San Sano

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

11. Villa Scacciapensieri Boutique Hotel

12. Villa Montarioso

13. Hotel Chiusarelli

14. Hotel Executive

15. Belvedere di San Leonino

16. Chapter Chianti, a Member of Design Hotels

17. Hotel Minerva

18. Hotel Italia

19. Palazzo Ravizza

20. Hotel Casafrassi

Top Monti Hotel Reviews

Borgo San Felice Resort

Fattoria di Vegi

Palazzo Ravizza

Hu Norcenni Girasole Village

Hotel Italia

Villa Ermellina Siena, a Tribute Portfolio Hotel

Borgo Scopeto Wine & Country Relais

Hotel Chiusarelli

La Certosa di Pontignano

More cheap stays in Monti

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Antico Borgo Poggiarello

Frequently asked questions

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