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San Polo in Chianti Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for San Polo in Chianti vacation rentals

A stone building with a patio area featuring a table and chairs under a large umbrella.

1. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (277 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
$90 nightly
The price is $102
Nov 26 - Nov 27
Total with taxes and fees
Relais Villa Olmo - Place of Charme
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

2. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
$115 nightly
The price is $131
Nov 12 - Nov 13
Total with taxes and fees
B&B La Fonte del Machiavelli
A pool area with lounge chairs and umbrellas, surrounded by trees and buildings.

3. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,805 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
$51 nightly
The price is $64
Nov 22 - Nov 23
Total with taxes and fees
Hu Firenze Camping In Town
A tented room with a bed, curtains, and a view of an outdoor deck.

4. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (127 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
$42 nightly
The price is $49
Dec 10 - Dec 11
Total with taxes and fees
hu Firenze Certosa camping in town
A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

5. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 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
$237 nightly
The price is $266
Nov 13 - Nov 14
Total with taxes and fees
Terre di Baccio
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, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
$158 nightly
The price is $179
Nov 23 - Nov 24
Total with taxes and fees
Villa il Fedino
A modern house with glass walls and a patio area.

7. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (94 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
$127 nightly
The price is $153
Nov 30 - Dec 1
Total with taxes and fees
Marignolle Relais and Charme
A terrace with a table set for breakfast, a chair, and a large umbrella.

8. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (270 reviews)
"Great location with a beautiful view."
United States
Erin
$92 nightly
The price is $110
Nov 29 - Nov 30
Total with taxes and fees
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.

9. 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
$147 nightly
The price is $168
Nov 26 - Nov 27
Total with taxes and fees
Mamo Florence - Le Farine Della Signoria Apartments
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

10. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (895 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
$100 nightly
The price is $123
Dec 3 - Dec 4
Total with taxes and fees
Relais Piazza Signoria
A rooftop pool with a clear view of historic buildings and mountains in the background.

11. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (155 reviews)
"Great property!"
United States
Jahzier
$167 nightly
The price is $197
Dec 11 - Dec 12
Total with taxes and fees
Teatro Luxury Apartments Firenze - Starhotels Collezione
An open balcony with a table and chairs, a view of a tiled roof, and a door leading to the interior.

12. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.0 out of 10, Wonderful, (284 reviews)
"Great location"
United States
Hatem
$72 nightly
The price is $92
Dec 1 - Dec 2
Total with taxes and fees
Bob W Florence Ponte Vecchio
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

13. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (352 reviews)
"Great location! Room was spacious and comfortable! Would stay again!"
United States
Bethany
$168 nightly
The price is $198
Dec 6 - Dec 7
Total with taxes and fees
Tornabuoni Suites Collection
Room

14. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (377 reviews)
"It was a perfect accommodation, best location, great Host and excellent room !"
United States
Cathrina
$74 nightly
The price is $97
Nov 18 - Nov 19
Total with taxes and fees
La Torre Del Cestello
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

15. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (873 reviews)
"This is an excellent hotel very near the historic area. They offer a wonderful breakfast."
United States
robert
$178 nightly
The price is $212
Nov 15 - Nov 16
Total with taxes and fees
Palazzo Alfieri Residenza d’epoca - Place of Charme
A hotel room with two beds, a chandelier, a window with curtains, and a view of the outside.

16. Affittacamere Alba

Affittacamere Alba
Historic Centre of Florence
9.4 out of 10, Exceptional, (167 reviews)
"Clean, roomy, good location, comfortable bed, powerful shower. Very good for a quick stay."
United States
Kim
$80 nightly
The price is $102
Nov 30 - Dec 1
Total with taxes and fees
Affittacamere Alba
A hotel room with a large bed, a bedside table, a lamp, and a view of a dome through a window.

17. San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
9.8 out of 10, Exceptional, (462 reviews)
"Great place to stay!!"
United States
Neil
$99 nightly
The price is $123
Dec 1 - Dec 2
Total with taxes and fees
San Giuliano Inn - Adults Only
A bedroom with a bed, bedside tables, a TV, and a wardrobe.

18. Residenza Marchesi Pontenani

Residenza Marchesi Pontenani
Historic Centre of Florence
9.4 out of 10, Exceptional, (32 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
$82 nightly
The price is $104
Nov 26 - Nov 27
Total with taxes and fees
Residenza Marchesi Pontenani
A modern living room with a grey sofa, a dining table, and a kitchen area.

19. Mamo Florence - Tamara & Clotilde Apartments

Mamo Florence - Tamara & Clotilde Apartments
Historic Centre of Florence
9.2 out of 10, Wonderful, (13 reviews)
"Excellent location and beautiful place, highly recommended!!!"
United States
Marco
$193 nightly
The price is $215
Nov 17 - Nov 18
Total with taxes and fees
Mamo Florence - Tamara & Clotilde Apartments
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
10.0 out of 10, Exceptional, (184 reviews)
"Beautiful room and property"
United States
Amy
$87 nightly
The price is $109
Nov 18 - Nov 19
Total with taxes and fees
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

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"In a college dorm full of us students"
Hua 2-night trip
Posted 1 hour ago
The Social Hub Florence Lavagnini

Find out more about San Polo in Chianti

Everything you need to know about San Polo in Chianti vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Polo in Chianti vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Polo in Chianti vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Polo in Chianti vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Polo in Chianti. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Polo in Chianti in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $49 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Polo in Chianti rentals

At Expedia, we put the best San Polo in Chianti vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Polo in Chianti rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Polo in Chianti vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Polo in Chianti. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.