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San Chimento Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for San Chimento vacation rentals

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (442 reviews)
"Had an incredible stay here! It was so beautiful and peaceful, the staff was also amazing and super helpful."
Canada
Raman
The price is AED 495
AED 574 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Borgo San Luigi
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

2. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (229 reviews)
"We couldn’t rate Villa Sabolini more highly - we had such an excellent time. It is a beautiful property and the perfect place to relax and enjoy Tuscany. The staff were so helpful and friendly too."
Australia
Andrew
The price is AED 471
AED 534 total
includes taxes & fees
19 Oct - 20 Oct
Villa Sabolini
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

3. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (85 reviews)
"Staff were extremely helpful and accommodating. Breakfast and supper are top notch. Location is absolutely beautiful."
Canada
Doug
The price is AED 567
AED 644 total
includes taxes & fees
29 Oct - 30 Oct
Relais la Costa - Dimora Storica
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

4. Relais Castel Bigozzi

Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (246 reviews)
"beautiful and romantic!"
United States
Paul
The price is AED 523
AED 604 total
includes taxes & fees
11 Oct - 12 Oct
Relais Castel Bigozzi
A pathway lined with trees and a large pot in the center.

5. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (142 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is AED 297
AED 348 total
includes taxes & fees
13 Oct - 14 Oct
Villa Montarioso
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

6. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very good, (211 reviews)
"The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. "
Canada
Sheila
The price is AED 308
AED 351 total
includes taxes & fees
4 Oct - 5 Oct
Hotel La Vecchia Cartiera
A courtyard with a statue, stone walls, and a reception sign.

7. Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (267 reviews)
"We loved our stay at Relais, all staff were friendly and helpful, especially Jess who helped us with local restaurant ideas and tis for Tuscany. Thanks Jess and the team for a wonderful few days at the perfect base for exploring the region."
Australia
Robert
The price is AED 486
AED 551 total
includes taxes & fees
29 Oct - 30 Oct
Relais Della Rovere
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

8. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (354 reviews)
"Very nice"
United Kingdom
James
The price is AED 372
AED 434 total
includes taxes & fees
30 Oct - 31 Oct
Villa San Lucchese
A person sitting in a hot tub with a waterfall feature in the background.

9. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (470 reviews)
"Beautiful place, wonderful pool and great breakfast."
Canada
Maria
The price is AED 615
AED 693 total
includes taxes & fees
30 Oct - 31 Oct
Hotel Palazzo San Lorenzo & SPA
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.

10. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (566 reviews)
"Everything about this property is wonderful from the lodging to the staff!"
United States
Leslie
The price is AED 360
AED 429 total
includes taxes & fees
19 Oct - 20 Oct
La Certosa di Pontignano
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

11. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (238 reviews)
"Wonderful. Gorgeous Tuscany views, pretty rustic buildings, good restaurant. Everything in good condition. I would definitely stay again."
United States
Rita
The price is AED 210
AED 256 total
includes taxes & fees
11 Oct - 12 Oct
Hotel Casafrassi
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

12. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
9.8 out of 10, Exceptional, (112 reviews)
"Beautiful area"
Australia
Glen
The price is AED 271
AED 315 total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.

13. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (371 reviews)
"Great place to eat and rest"
Mexico
Tania
The price is AED 381
AED 445 total
includes taxes & fees
4 Oct - 5 Oct
Hotel Pescille by Double Hospitality
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

14. Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (551 reviews)
"Nice clean hotel. Breakfast ok. Good parking"
United Kingdom
Susan
The price is AED 361
AED 417 total
includes taxes & fees
30 Oct - 31 Oct
Hotel Executive
A person sitting in a corner of a room with tiled walls and a bench.

15. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (363 reviews)
"Good value"
Canada
Frank
The price is AED 485
AED 563 total
includes taxes & fees
26 Oct - 27 Oct
Hotel Il Piccolo Castello
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.

16. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (203 reviews)
"This hotel is a beautiful romantic getaway. You will relax and take in the lovely Chianti Classico scenery at the pool. At night the restaurant prepared delicious local cuisine and you can pair it with an amazing bottle of local wine!"
United States
Michelle Reene
The price is AED 454
AED 525 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A modern hotel lobby with glass-top tables, a magazine, and a small plant.

17. Best Western Hotel San Marco

Best Western Hotel San Marco
3.0 star property
Siena
9.0 out of 10, Wonderful, (476 reviews)
"The breakfast is quite good."
United Kingdom
C.K.
The price is AED 374
AED 433 total
includes taxes & fees
4 Oct - 5 Oct
Best Western Hotel San Marco
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

18. Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (620 reviews)
"Great hotel extremely helpful staff"
United Kingdom
Linda
The price is AED 364
AED 421 total
includes taxes & fees
25 Oct - 26 Oct
Sangallo Park Hotel
A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

19. La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (658 reviews)
"This hotel has the perfect location. The view from our balcony was amazing. Very friendly staff too."
United States
john
The price is AED 376
AED 439 total
includes taxes & fees
28 Oct - 29 Oct
La Cisterna
A rock garden with various succulents and plants.

20. Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.0 out of 10, Very good, (368 reviews)
"Friendly staff. Property is dated and needs some repairs. Location is convenient and the breakfast is amazing."
United States
Edwin Rafael
The price is AED 258
AED 309 total
includes taxes & fees
7 Oct - 8 Oct
Hotel Toscana Ambassador
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.
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Top San Chimento Hotel Reviews

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."
Peter 2-night trip
Posted 3 hours ago
Fattoria di Vegi

Frequently asked questions

Are there vacation rentals in San Chimento?

Yes, we give you a choice of vacation rentals close to popular points of interest in San Chimento, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in San Chimento?

Borgo Argiano: Visitors like this San Chimento vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

What’s there to see and do in San Chimento?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Val di Merse. Monteriggioni Castle and Museo del Cristallo di Colle di Val d'Elsa are a couple of places you'll find in the larger area.

What’s a vacation rental in San Chimento like?

Vacation rentals are private properties where you can stay for short or long periods in San Chimento. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.