Holiday Rentals San Polo in Chianti from 1.626.577 ₫: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for San Polo in Chianti holiday rentals

A table with breakfast items and a view of rolling hills.

1. Chianti Village Morrocco

Tavarnelle Val di Pesa

Chris

2.380.169 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

2. Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

8.966.271 ₫ total

includes taxes & fees

25 Sept - 26 Sept

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

3. Relais Villa Olmo

Impruneta

Rupert

6.430.477 ₫ total

includes taxes & fees

9 Sept - 10 Sept

A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

4. I Parigi Corbinelli

Florence

Jacqui

3.433.633 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

5. Villa Il Palagio

Rignano sull'Arno

Yvonne

3.124.242 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A pool area with a water slide and a stage for performances.

6. Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Katie

1.772.172 ₫ total

includes taxes & fees

9 Sept - 10 Sept

An arched entrance with a lantern above, flanked by two potted plants.

7. Villa il Fedino

San Casciano in Val di Pesa

"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...

Nilesh

7.337.418 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A dining area with a table set for two, featuring a view of greenery through a window.

8. La Locanda di Pietracupa

Tavarnelle Val di Pesa

Isabell

5.164.098 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with lounge chairs and a flag.

9. Fattoria il Milione Agriturismo

Florence

Donnie

3.336.924 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A water park with a pool, slides, and a wooden deck area.

10. hu Firenze Certosa camping in town

Impruneta

Jessica

1.626.577 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

11. Mamo Florence - Le Farine Della Signoria Apartments

Historic Centre of Florence

Karl

10.144.366 ₫ total

includes taxes & fees

29 Sept - 30 Sept

12. La Torre Del Cestello

Historic Centre of Florence

IVAN

4.932.306 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A terrace with a table set for breakfast, a chair, and a large umbrella.

13. Villa La Stella - Casa per Ferie

Le Cure

Rocio

4.837.116 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

14. Hu Firenze Camping In Town

Florence

KEVIN

2.737.503 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A snow-covered lodge with multiple cabins, a wooden fence, and a snowy landscape.

15. Lebbiano Residence Bio Resort

Scandicci

"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"

Matteo

7.363.260 ₫ total

includes taxes & fees

16 Sept - 17 Sept

An outdoor dining area with a table set for two, surrounded by chairs, a potted plant, and a view of a building with a staircase.

16. Serristori Palace Residence

Historic Centre of Florence

Eileen

6.028.330 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A bedroom with a bed, bedside table, lamp, and a wooden wardrobe.

17. Affittacamere Firenze in Libertà

Florence

A courtyard with outdoor seating, a building with shutters, and lush greenery.

18. Numa Florence Palazzo San Niccolò

Historic Centre of Florence

Luisiana

4.849.058 ₫ total

includes taxes & fees

6 Sept - 7 Sept

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Top San Polo in Chianti Hotel Reviews

Hotel Paris

10/10 Excellent

"👍"

Hotel Albani Firenze

8/10 Good

"The hotel is nicely located a few minutes from Firenze Centrale and 10/ 15 minutes to all the sites. It's a grand old place but a little tired, we had a lovely room but the bathroom was in desperate need of a deep clean, I don't think the bath had been scrubbed for months. The staff were pleasant enough and the breakfast was a solid 2.5 out of 5."

The Social Hub Florence Belfiore

10/10 Excellent

"Was an amazing stay, the staff are super friendly and so helpful. Maria had a bunch of suggestions and not one of them missed the mark, made our stay even better. Rooftop is great with food stalls that have a variety of cuisines so if you’re not feeling Italian constantly a smash burger goes a long way"

c-hotels Ambasciatori

10/10 Excellent

"The room was very specious, the hotel is located right across from the train station so location is ideal. The room I stayed in had a small terrace with a small sofa and a chair overlooking the main road. Despite being in a very busy location the room was well isolated and there was no voice. A tram station is just out the door and I will definitely stay here again."

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Frequently asked questions

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

Yes, there are holiday rentals close to the most popular sights in San Polo in Chianti, or you can select a more secluded option if you're looking for a relaxing stay.

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. In the wider area, you’ll find Piazza di Santa Maria Novella and Ruffino - Tenuta di Poggio Casciano.

What are holiday rentals like in San Polo in Chianti?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Polo in Chianti. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.

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Check prices for these dates

Our top choices for San Polo in Chianti holiday rentals

1. Chianti Village Morrocco

2. Terre di Baccio

3. Relais Villa Olmo

4. I Parigi Corbinelli

5. Villa Il Palagio

6. Hu Norcenni Girasole Village

7. Villa il Fedino

8. La Locanda di Pietracupa

9. Fattoria il Milione Agriturismo

10. hu Firenze Certosa camping in town

11. Mamo Florence - Le Farine Della Signoria Apartments

12. La Torre Del Cestello

13. Villa La Stella - Casa per Ferie

14. Hu Firenze Camping In Town

15. Lebbiano Residence Bio Resort

16. Serristori Palace Residence

17. Affittacamere Firenze in Libertà

18. Numa Florence Palazzo San Niccolò

Find holiday rentals that suit your style

Top San Polo in Chianti Hotel Reviews

Hotel Paris

The Market Urban Hotel

Hotel Albani Firenze

Hotel Calimala Florence

Hotel Delle Nazioni

The Social Hub Florence Belfiore

Bernini Palace

The Social Hub Florence Lavagnini

c-hotels Ambasciatori

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Search Holiday Rentals in San Polo in Chianti

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Polo in Chianti holiday rentals

1. Chianti Village Morrocco

2. Terre di Baccio

3. Relais Villa Olmo

4. I Parigi Corbinelli

5. Villa Il Palagio

6. Hu Norcenni Girasole Village

7. Villa il Fedino

8. La Locanda di Pietracupa

9. Fattoria il Milione Agriturismo

10. hu Firenze Certosa camping in town

11. Mamo Florence - Le Farine Della Signoria Apartments

12. La Torre Del Cestello

13. Villa La Stella - Casa per Ferie

14. Hu Firenze Camping In Town

15. Lebbiano Residence Bio Resort

16. Serristori Palace Residence

17. Affittacamere Firenze in Libertà

18. Numa Florence Palazzo San Niccolò

Find holiday rentals that suit your style

Top San Polo in Chianti Hotel Reviews

Hotel Paris

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app