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San Polo in Chianti Holiday Rentals

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Check prices for these dates

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

Our top choices for San Polo in Chianti holiday rentals

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

1. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.4 out of 10, Exceptional, (269 reviews)
"Very friendly and clean."
United States
Mohamed
The price is NZ$277
includes taxes & fees
8 Nov - 9 Nov
Relais Villa Olmo - Place of Charme
A market with a sign reading "BAR IL POGGETTO MARKET".

2. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (83 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is NZ$87
includes taxes & fees
1 Nov - 2 Nov
Camping Village Il Poggetto.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

3. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (77 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
The price is NZ$194
includes taxes & fees
18 Oct - 19 Oct
Relais Villa Belvedere
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

4. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,785 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
The price is NZ$115
includes taxes & fees
8 Nov - 9 Nov
Hu Firenze Camping In Town
A water park with a pool, slides, and a wooden deck area.

5. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (116 reviews)
"Friendly staff!"
United States
larisa
The price is NZ$88
includes taxes & fees
12 Oct - 13 Oct
hu Firenze Certosa camping in town
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, (88 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is NZ$235
includes taxes & fees
13 Oct - 14 Oct
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 NZ$173
includes taxes & fees
1 Nov - 2 Nov
I Parigi Corbinelli
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

8. 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 NZ$553
includes taxes & fees
16 Oct - 17 Oct
Terre di Baccio
An arched entrance with a lantern above, flanked by two potted plants.

9. 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 NZ$422
includes taxes & fees
28 Oct - 29 Oct
Villa il Fedino
A table with breakfast items and a view of rolling hills.

10. 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 NZ$166
includes taxes & fees
15 Oct - 16 Oct
Chianti Village Morrocco
A modern house with glass walls and a patio area.

11. 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 NZ$377
includes taxes & fees
9 Nov - 10 Nov
Marignolle Relais and Charme
A terrace with a table set for breakfast, a chair, and a large umbrella.

12. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (265 reviews)
"Great location with a beautiful view."
United States
Erin
The price is NZ$256
includes taxes & fees
1 Nov - 2 Nov
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.

13. 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 NZ$315
includes taxes & fees
10 Nov - 11 Nov
Mamo Florence - Le Farine Della Signoria Apartments
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

14. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (151 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 NZ$670
includes taxes & fees
1 Nov - 2 Nov
Luxury Villa in the Florentine hills
A stone building with a large wooden door, a small window with bars, and a mailbox on the right side.

15. Palazzo Lombardo

Palazzo Lombardo
Santissima Annunziata
8.8 out of 10, Excellent, (156 reviews)
"Excellent place for us who stay one night! "
Canada
Claude
The price is NZ$194
includes taxes & fees
26 Oct - 27 Oct
Palazzo Lombardo
Reception

16. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (138 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is NZ$363
includes taxes & fees
8 Nov - 9 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A stone building with a pool, surrounded by natural landscape and autumn foliage.

17. Eden Rock Resort

Eden Rock Resort
4.0 star property
Florence
9.8 out of 10, Exceptional, (110 reviews)
"The staff was amazing, and they went the extra mile to be accommodating from check in to check out and everything in between. It is a beautiful location surrounded by the sights and sounds of nature. What a lovely experience!"
United States
Karen
The price is NZ$369
includes taxes & fees
18 Oct - 19 Oct
Eden Rock Resort
A dining area with a table set for two, featuring a view of greenery through a window.

18. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is NZ$261
includes taxes & fees
7 Nov - 8 Nov
La Locanda di Pietracupa
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, (885 reviews)
"The people were all extremely nice and helpful, location was amazing, exactly what we were after having never been to Florence !!"
United States
David
The price is NZ$266
includes taxes & fees
9 Nov - 10 Nov
Relais Piazza Signoria
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.

20. 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 NZ$221
includes taxes & fees
11 Nov - 12 Nov
Residenza La Musa Amarcord
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

Hotel Paris

Hotel Paris

10/10 Excellent
"Great experience!"
Zhaolong 5-night trip
Posted 3 hours ago
Hotel Paris

Find out more about San Polo in Chianti

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Polo in Chianti holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Polo in Chianti. 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 San Polo in Chianti. 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 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 holiday 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 San Polo in Chianti short-term rentals, that won’t be hard to do.

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 are some of the best holiday rentals that San Polo in Chianti has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of 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 holiday 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 such as Piazza del Duomo and Piazza di Santa Maria Novella.

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.