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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
$140 nightly
The price is $157
Oct 20 - Oct 21
Total with taxes and fees
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
$99 nightly
The price is $110
Oct 30 - Oct 31
Total with taxes and fees
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
$106 nightly
The price is $130
Oct 6 - Oct 7
Total with taxes and fees
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, (1,741 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
$62 nightly
The price is $77
Oct 27 - Oct 28
Total with taxes and fees
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
$208 nightly
The price is $233
Oct 6 - Oct 7
Total with taxes and fees
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
$41 nightly
The price is $48
Oct 13 - Oct 14
Total with taxes and fees
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, (265 reviews)
"Great location easy access to Firenze"
Canada
Donnie
$77 nightly
The price is $100
Oct 26 - Oct 27
Total with taxes and fees
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
$73 nightly
The price is $82
Oct 13 - Oct 14
Total with taxes and fees
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
$211 nightly
The price is $239
Oct 28 - Oct 29
Total with taxes and fees
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.
$416 nightly
The price is $422
Oct 12 - Oct 13
Total with taxes and fees
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
$207 nightly
The price is $241
Oct 18 - Oct 19
Total with taxes and fees
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
$305 nightly
The price is $341
Oct 31 - Nov 1
Total with taxes and fees
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
$111 nightly
The price is $131
Oct 28 - Oct 29
Total with taxes and fees
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
$63 nightly
The price is $71
Oct 2 - Oct 3
Total with taxes and fees
Hu Norcenni Girasole Village
Room

16. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (332 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
$163 nightly
The price is $195
Oct 18 - Oct 19
Total with taxes and fees
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
$232 nightly
The price is $269
Oct 16 - Oct 17
Total with taxes and fees
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
$165 nightly
The price is $195
Oct 26 - Oct 27
Total with taxes and fees
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, (877 reviews)
"great staff. Very accessible and close to very good restaurants and gelaterias."
Canada
Melika
$231 nightly
The price is $268
Oct 28 - Oct 29
Total with taxes and fees
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, (25 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
$156 nightly
The price is $185
Oct 27 - Oct 28
Total with taxes and fees
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

Palazzo Montebello

Palazzo Montebello

10/10 Excellent
"."
James 2-night trip
Posted 3 hours ago
Palazzo Montebello

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 $48 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.