Montegrossi Condos for Rent

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Montegrossi

A spa area with a stone ceiling, a pool, and two sun loungers.

1. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

$73 nightly

Dec 3 - Dec 4

Total with taxes and fees

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

2. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

$106 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

3. Agriturismo San Sano

Gaiole in Chianti

Glen

$635 nightly

Nov 10 - Nov 11

Total with taxes and fees

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.

4. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

$64 nightly

Nov 9 - Nov 10

Total with taxes and fees

A dining area with a table and chairs, a view of a landscape through an arched window, and a large umbrella providing shade.

5. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

$267 nightly

Nov 8 - Nov 9

Total with taxes and fees

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

6. Hotel Villa Campomaggio

Radda in Chianti

Dario

A spacious lobby with a reception desk, seating area, and a large vase.

7. Hotel Valdarno

Montevarchi

Emmanuel

$108 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

8. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

$252 nightly

Nov 16 - Nov 17

Total with taxes and fees

A courtyard with stone flooring, arched walkways, and a central fountain.

9. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

$99 nightly

Dec 8 - Dec 9

Total with taxes and fees

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

10. Delta Hotel

Montevarchi

weixing

$116 nightly

Nov 14 - Nov 15

Total with taxes and fees

A person pouring a liquid from a bottle into a glass.

11. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

$112 nightly

Nov 21 - Nov 22

Total with taxes and fees

An outdoor patio with tables and chairs, a pergola structure, and a stone building in the background.

12. Tenuta CorteDomina

Radda in Chianti

piyanut

$213 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

13. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

$155 nightly

Nov 9 - Nov 10

Total with taxes and fees

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.

14. Belvedere di San Leonino

Castellina in Chianti

Kevork

$106 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern building with a sign reading "Palace Hotel."

15. Palace Hotel Due Ponti

Due Ponti

Adam

$76 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

16. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

$57 nightly

Nov 24 - Nov 25

Total with taxes and fees

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

17. The Club House

Castelnuovo Berardenga

Natalyn

$445 nightly

Nov 14 - Nov 15

Total with taxes and fees

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

18. Hotel Ristorante La Dama nella Vigna

Monteriggioni

Amanda

$92 nightly

Dec 8 - Dec 9

Total with taxes and fees

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

19. Hotel Casafrassi

Castellina in Chianti

Stuart

$60 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

20. Villa Montarioso

Montarioso

Michael

$81 nightly

Nov 15 - Nov 16

Total with taxes and fees

View all properties

Top reviews in Montegrossi

Hotel Palazzo San niccolò & Spa

Radda in Chianti

10/10 Excellent

Drew

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveler

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

Jeffrey

Tenuta CorteDomina

Radda in Chianti

10/10 Excellent

piyanut

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Gary

A rustic stone interior with a dining area, two armchairs, a table with a lamp, and a view through an arched doorway.

Castello di Volpaia

Radda in Chianti

10/10 Excellent

Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended.

Karen

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

A buffet with various food items and utensils.

Hotel Il Viandante

Terranuova Bracciolini

10/10 Excellent

jessica

The Club House

Castelnuovo Berardenga

10/10 Excellent

debbie

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

Palagina Il Borgo Agricolo

Figline e Incisa Valdarno

10/10 Excellent

Casey

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Leigh

A stone building with multiple windows and a central entrance.

Fondaco del Moro

Civitella in Val di Chiana

10/10 Excellent

Akis

A stone building with outdoor seating and a pool in the background.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

Kristen

Chapter Chianti, a Member of Design Hotels

Cavriglia

10/10 Excellent

We had a great stay at this beautiful property. Everything was spotlessly clean and the hotel had a very relaxing atmosphere. The staff were kind, attentive and welcoming throughout our stay. The amenities were all great, including the gym, padel courts and pool. The gym has fantastic treadmills and an impressive selection of weight machines if that’s your thing. My only suggestion would be to have a few better quality yoga mats for stretching and Pilates. Breakfast was very good, with plenty...

Emma

Frequently Asked Questions

Why book your condo in Montegrossi with Expedia?

Reserving a condo in Montegrossi is as simple as working out your travel dates and choosing an option that meets your requirements. Chasing something affordable or luxurious, or a stay that also offers a kitchenette? Use Expedia's search filters to further narrow your search results and find your dream fit.

How can I find cheap condos in Montegrossi?

With Expedia's filter tool, sourcing cheap condos in Montegrossi couldn't be simpler. To discover properties that'll make your hip pocket happy, refine your search by star rating, budget and amenities.

Search and Rent Montegrossi Condos

Bundle & Save

OneKeyCash

Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Recommended hotels in Montegrossi

1. Hotel Palazzo San niccolò & Spa

2. Palazzo Leopoldo Dimora Storica & Spa

3. Agriturismo San Sano

4. La Certosa di Pontignano - Place of Charme

5. Chapter Chianti, a Member of Design Hotels

6. Hotel Villa Campomaggio

7. Hotel Valdarno

8. Dievole Wine Resort

9. Villa Casagrande Resort & SPA

10. Delta Hotel

11. Moody smart & comfy Hotel

12. Tenuta CorteDomina

13. Castello di Fonterutoli Wine Resort

14. Belvedere di San Leonino

15. Palace Hotel Due Ponti

16. Park Hotel Chianti

17. The Club House

18. Hotel Ristorante La Dama nella Vigna

19. Hotel Casafrassi

20. Villa Montarioso

Top reviews in Montegrossi

Hotel Palazzo San niccolò & Spa

10/10 Excellent

Frequently Asked Questions

Why book your condo in Montegrossi with Expedia?

How can I find cheap condos in Montegrossi?

Explore a world of travel with Expedia