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San Polo in Chianti Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for San Polo in Chianti vacation rentals

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

1. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (268 reviews)
"Very friendly and clean."
United States
Mohamed
The price is P8,155
P9,181 total
includes taxes & fees
Nov 2 - Nov 3
Relais Villa Olmo
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

2. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (75 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
The price is P6,979
P7,782 total
includes taxes & fees
Oct 6 - Oct 7
Relais Villa Belvedere
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

3. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,750 reviews)
"The property was very clean and there was so much to do without even leaving it. We stayed there for a few nights only"
Canada
Kseniia
The price is P3,456
P4,295 total
includes taxes & fees
Nov 3 - Nov 4
Hu Firenze Camping In Town
A water park with a pool, slides, and a wooden deck area.

4. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (108 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is P3,024
P3,538 total
includes taxes & fees
Oct 6 - Oct 7
hu Firenze Certosa camping in town
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

5. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is P17,050
P19,037 total
includes taxes & fees
Oct 30 - Oct 31
Terre di Baccio
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

6. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (87 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is P7,296
P8,307 total
includes taxes & fees
Oct 6 - Oct 7
B&B La Fonte del Machiavelli
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

7. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (170 reviews)
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
United Kingdom
Jacqui
The price is P4,769
P6,091 total
includes taxes & fees
Nov 1 - Nov 2
I Parigi Corbinelli
An arched entrance with a lantern above, flanked by two potted plants.

8. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is P15,390
P17,210 total
includes taxes & fees
Oct 13 - Oct 14
Villa il Fedino
A modern house with glass walls and a patio area.

9. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (93 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is P12,848
P14,978 total
includes taxes & fees
Oct 22 - Oct 23
Marignolle Relais and Charme
A swimming pool with lounge chairs and a flag.

10. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (267 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is P3,802
P5,168 total
includes taxes & fees
Nov 1 - Nov 2
Fattoria il Milione Agriturismo
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

11. Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (842 reviews)
"Beautiful rooms and great location"
Canada
Taylor
The price is P15,639
P18,189 total
includes taxes & fees
Nov 1 - Nov 2
Palazzo Alfieri Residenza d’epoca
A table with breakfast items and a view of rolling hills.

12. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is P5,487
P6,176 total
includes taxes & fees
Oct 6 - Oct 7
Chianti Village Morrocco
A pool area with a water slide and a stage for performances.

13. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (333 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
Hu Norcenni Girasole Village
A terrace with a table set for breakfast, a chair, and a large umbrella.

14. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (259 reviews)
"Great location with a beautiful view."
United States
Erin
The price is P7,712
P9,046 total
includes taxes & fees
Nov 1 - Nov 2
Villa La Stella - Casa per Ferie
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

15. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.8 out of 10, Excellent, (11 reviews)
"Great host, amazing location!"
United States
raxshaaz
The price is P8,059
P14,286 total
includes taxes & fees
Oct 28 - Oct 29
Mamo Florence - Le Farine Della Signoria Apartments
Reception

16. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (131 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is P12,224
P14,292 total
includes taxes & fees
Nov 1 - Nov 2
Teatro Luxury Apartments Firenze - Starhotels Collezione
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

17. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (336 reviews)
"Great location, very clean room, and friendly, helpful staff. We had a very comfortable stay and would happily stay here again."
United States
HYEUNJOO
The price is P9,324
P12,510 total
includes taxes & fees
Nov 3 - Nov 4
Tornabuoni Suites Collection
A swimming pool with lounge chairs and a building with arched windows in the background.

18. Camping Village Panoramico Fiesole

Camping Village Panoramico Fiesole
3.0 star property
Fiesole
8.4 out of 10, Very good, (141 reviews)
"Brand new bungalow. Nice campground."
United States
Gustavo
The price is P3,742
P4,398 total
includes taxes & fees
Oct 12 - Oct 13
Camping Village Panoramico Fiesole
An indoor swimming pool with clear water, a tiled floor, and a few lounge chairs along the side.

19. Forte16 View & Spa

Forte16 View & Spa
Santissima Annunziata
9.6 out of 10, Exceptional, (1,018 reviews)
"Great hotel"
United States
Dario
The price is P7,523
P9,120 total
includes taxes & fees
Nov 3 - Nov 4
Forte16 View & Spa
Room

20. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (338 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
The price is P6,912
P8,589 total
includes taxes & fees
Nov 4 - Nov 5
La Torre Del Cestello
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 Polo in Chianti Hotel Reviews

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!"
Suzette 1-night trip
Posted 1 hour ago
Grand Hotel Cavour

Find out more about San Polo in Chianti

Search for holiday rentals in San Polo in Chianti on Expedia! You can easily find your home rentals, villas, holiday apartments in San Polo in Chianti using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in San Polo in Chianti?

Yes, we have vacation rentals close to top local attractions in San Polo in Chianti, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in San Polo in Chianti?

Villa La Stella - Casa per Ferie: This vacation home rental near San Polo in Chianti is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in San Polo in Chianti?

Explore the area and family-friendly sights such as Villa Medicea di Lilliano - Malenchini, or get out into nature at a spot like Arno River. While in the area, you can also visit popular places like Piazza del Duomo and Piazza di Santa Maria Novella.

What are vacation rentals like in San Polo in Chianti?

Vacation rentals are private properties you can book for a short or long stay in San Polo in Chianti. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.