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San Polo in Chianti Vacation Rentals

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Check prices for these dates

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

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 ￥21,101
￥23,746 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥16,240
￥18,132 total
includes taxes & fees
Oct 28 - Oct 29
Relais Villa Belvedere
A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

3. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (83 reviews)
"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."
Canada
Max
Villa Il Palagio
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

4. 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 ￥12,084
￥15,432 total
includes taxes & fees
Nov 1 - Nov 2
I Parigi Corbinelli
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

5. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,742 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
The price is ￥9,850
￥12,084 total
includes taxes & fees
Oct 28 - Oct 29
Hu Firenze Camping In Town
An arched entrance with a lantern above, flanked by two potted plants.

6. 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 ￥35,362
￥39,612 total
includes taxes & fees
Oct 2 - Oct 3
Villa il Fedino
A water park with a pool, slides, and a wooden deck area.

7. 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 ￥7,126
￥8,373 total
includes taxes & fees
Oct 7 - Oct 8
hu Firenze Certosa camping in town
A swimming pool with lounge chairs and a flag.

8. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (266 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is ￥9,067
￥12,470 total
includes taxes & fees
Nov 1 - Nov 2
Fattoria il Milione Agriturismo
A table with breakfast items and a view of rolling hills.

9. 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 ￥11,437
￥12,938 total
includes taxes & fees
Oct 26 - Oct 27
Chianti Village Morrocco
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

10. 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 ￥22,233
￥38,191 total
includes taxes & fees
Oct 28 - Oct 29
Mamo Florence - Le Farine Della Signoria Apartments
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

11. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (150 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
The price is ￥36,031
￥59,219 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Villa in the Florentine hills
A modern house with glass walls and a patio area.

12. 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 ￥32,553
￥37,948 total
includes taxes & fees
Oct 18 - Oct 19
Marignolle Relais and Charme
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

13. 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 ￥43,198
￥48,231 total
includes taxes & fees
Oct 23 - Oct 24
Terre di Baccio
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, (256 reviews)
"The location and staff were decent. It’s an older property that could use some upgrades."
Canada
Connor
The price is ￥19,538
￥22,919 total
includes taxes & fees
Nov 1 - Nov 2
Villa La Stella - Casa per Ferie
A pool area with a water slide and a stage for performances.

15. 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
The price is ￥9,902
￥11,160 total
includes taxes & fees
Oct 2 - Oct 3
Hu Norcenni Girasole Village
Room

16. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (334 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
The price is ￥18,729
￥23,099 total
includes taxes & fees
Nov 1 - Nov 2
La Torre Del Cestello
A hallway with a white door at the end, flanked by two large windows with black frames and wall-mounted lamps.

17. Nove Guest House

Nove Guest House
Historic Centre of Florence
10.0 out of 10, Exceptional, (92 reviews)
"Fulvio was so welcoming and helpful with showing us things to do in Florence! The room was very clean, spacious, and in walking distance to anything you would want to see in town. Definitely recommend!!"
United States
Foster
The price is ￥21,293
￥25,562 total
includes taxes & fees
Nov 1 - Nov 2
Nove Guest House
A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

18. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (178 reviews)
"Very good place. Walkable distance to every where. Clean and large room. Very comfortable."
United States
Yujia
The price is ￥27,542
￥32,437 total
includes taxes & fees
Oct 18 - Oct 19
Residenza La Musa Amarcord
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

19. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (878 reviews)
"great staff. Very accessible and close to very good restaurants and gelaterias."
Canada
Melika
The price is ￥20,666
￥24,873 total
includes taxes & fees
Nov 1 - Nov 2
Relais Piazza Signoria
A bedroom with a bed, bedside tables, a TV, and a wardrobe.

20. Residenza Marchesi Pontenani

Residenza Marchesi Pontenani
Historic Centre of Florence
9.4 out of 10, Exceptional, (26 reviews)
"The host was easy to communicate with, and the location was excellent. The apartment has a fully equipped kitchen, which makes it a great choice for families."
United States
Hyejeong
The price is ￥17,381
￥21,259 total
includes taxes & fees
Nov 1 - Nov 2
Residenza Marchesi Pontenani
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

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Great spot"
Juan 2-night trip
Posted 5 hours ago
The Social Hub Florence Lavagnini

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.