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San Polo in Chianti Vacation Rentals

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Our top choices for San Polo in Chianti vacation rentals

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 CA $200
CA $225 total
includes taxes & fees
Oct 21 - Oct 22
Relais Villa Olmo

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 CA $140
CA $156 total
includes taxes & fees
Oct 16 - Oct 17
Relais Villa Belvedere

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 CA $79
CA $98 total
includes taxes & fees
Nov 4 - Nov 5
Hu Firenze Camping In Town

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 CA $60
CA $71 total
includes taxes & fees
Oct 12 - Oct 13
hu Firenze Certosa camping in town

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 CA $392
CA $438 total
includes taxes & fees
Nov 6 - Nov 7
Terre di Baccio

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 CA $166
CA $189 total
includes taxes & fees
Oct 17 - Oct 18
B&B La Fonte del Machiavelli

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 CA $109
CA $139 total
includes taxes & fees
Nov 1 - Nov 2
I Parigi Corbinelli

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 CA $322
CA $360 total
includes taxes & fees
Oct 17 - Oct 18
Villa il Fedino

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 CA $292
CA $340 total
includes taxes & fees
Oct 22 - Oct 23
Marignolle Relais and Charme

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 CA $81
CA $112 total
includes taxes & fees
Nov 5 - Nov 6
Fattoria il Milione Agriturismo

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 CA $380
CA $440 total
includes taxes & fees
Nov 5 - Nov 6
Palazzo Alfieri Residenza d’epoca

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 CA $125
CA $141 total
includes taxes & fees
Oct 11 - Oct 12
Chianti Village Morrocco

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

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 CA $176
CA $206 total
includes taxes & fees
Nov 1 - Nov 2
Villa La Stella - Casa per Ferie

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 CA $172
CA $313 total
includes taxes & fees
Oct 28 - Oct 29
Mamo Florence - Le Farine Della Signoria Apartments

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 CA $277
CA $324 total
includes taxes & fees
Nov 6 - Nov 7
Teatro Luxury Apartments Firenze - Starhotels Collezione

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 CA $212
CA $284 total
includes taxes & fees
Nov 3 - Nov 4
Tornabuoni Suites Collection

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 CA $85
CA $100 total
includes taxes & fees
Oct 13 - Oct 14
Camping Village Panoramico Fiesole

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 CA $171
CA $207 total
includes taxes & fees
Nov 3 - Nov 4
Forte16 View & Spa

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 CA $157
CA $196 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

Find out more about San Polo in Chianti

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Polo in Chianti. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.