A vineyard with rows of grapevines, rolling hills, and distant buildings.

Poggibonsi Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Poggibonsi vacation rentals

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$112 nightly
The price is $125
Dec 6 - Dec 7
Total with taxes and fees
Palazzo Pacini
A reception desk with the word "SPORTLAND" prominently displayed.

2. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$48 nightly
The price is $55
Dec 1 - Dec 2
Total with taxes and fees
Sportland
A table with breakfast items and a view of rolling hills.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
$72 nightly
The price is $81
Dec 5 - Dec 6
Total with taxes and fees
Chianti Village Morrocco
A narrow street with stone buildings, wooden doors, and a brick pathway.

4. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
$98 nightly
The price is $114
Nov 11 - Nov 12
Total with taxes and fees
Materia Rooms San Gimignano
A modern kitchen with a dining table set for four, a stove, and a window with a view of greenery.

5. 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Poggibonsi
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
$116 nightly
The price is $120
Nov 6 - Nov 7
Total with taxes and fees
'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
A wooden double door with a number 33 sign above it, set in a stone wall.

6. Old Village House

Old Village House
Poggibonsi
$88 nightly
The price is $104
Nov 8 - Nov 9
Total with taxes and fees
Old Village House
An open wooden door leading to an outdoor patio with a table and chairs.

7. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
$111 nightly
The price is $128
Nov 28 - Nov 29
Total with taxes and fees
Palazzo al Torrione 2
A stone building with a wooden door, a grill outside, and a stone wall.

8. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
Teranga in Chianti - Parking & Garden 3 BR
A view from a window overlooking a rural landscape with fields and a distant mountain range.

9. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
$91 nightly
The price is $106
Dec 1 - Dec 2
Total with taxes and fees
B&B Palazzo Tortoli
A building with a wooden door, windows with shutters, and flower boxes.

10. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
$79 nightly
The price is $93
Nov 13 - Nov 14
Total with taxes and fees
Donna Nobile
A building with a staircase leading to a door, surrounded by potted plants and a tree.

11. ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO
San Gimignano
$83 nightly
The price is $83
Nov 6 - Nov 7
Total with taxes and fees
ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO
A narrow cobblestone street with historic buildings, a chain-link fence, and a wooden door with a number plaque.

12. Colle di Val d'Elsa - Siena - Apt Rose - B

Colle di Val d'Elsa - Siena - Apt Rose - B
Colle di Val d'Elsa
8.8 out of 10, Excellent, (3 reviews)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
$146 nightly
The price is $148
Nov 8 - Nov 9
Total with taxes and fees
Colle di Val d'Elsa - Siena - Apt Rose - B
A narrow alleyway with brick walls, wooden barrels, and potted plants.

13. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (44 reviews)
"P. Buonaccorsi is a unique property that is centrally located in San Gimignano. It is well maintained and restored and a very beautiful residence. Senora and Bianca were perfect hosts. The town was perfectly located in Tuscany and within easy day-trips to Florence, Siena, and Massa Marittima."
United States
Glenn
$161 nightly
The price is $167
Nov 6 - Nov 7
Total with taxes and fees
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
Room

14. Casa Castagna - appartamento nella Val d'Elsa

Casa Castagna - appartamento nella Val d'Elsa
Colle val d'Elsa
Casa Castagna - appartamento nella Val d'Elsa
A spacious living area with a dining table, chairs, and a sofa. A kitchen with cabinets and appliances is visible in the background.

15. Cozy apartment in the heart of Tuscany with a view of San Gimignano

Cozy apartment in the heart of Tuscany with a view of San Gimignano
Toscana
$158 nightly
The price is $160
Nov 11 - Nov 12
Total with taxes and fees
Cozy apartment in the heart of Tuscany with a view of San Gimignano
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

16. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
$98 nightly
The price is $114
Nov 11 - Nov 12
Total with taxes and fees
Affittacamere Le Ginestre
A modern bathroom with a glass enclosure, a wooden floor, and a shower area.

17. Colle di Val D'elsa - Siena - Apt Green - E

Colle di Val D'elsa - Siena - Apt Green - E
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Tutto bellissimo. Dal check in on line semplice e funzionale, l'apertura con il codice permette di arrivare quando si vuole. Alloggio esattamente come nelle foto, pulitissimo e dotato di tutto quello che serve anche per la preparazione dei cibi. Bagno particolare trasparente, pulitissimo e con doccia doppi. Vasca idromassaggio davanti al letto ... la chicca"
Italy
Stefano S.
$165 nightly
The price is $168
Nov 8 - Nov 9
Total with taxes and fees
Colle di Val D'elsa - Siena - Apt Green - E
A hotel entrance with wooden shutters, an air conditioning unit, and potted plants.

18. Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning

Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning
Colle di Val d'Elsa
$100 nightly
The price is $102
Nov 6 - Nov 7
Total with taxes and fees
Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning
A bedroom with a bed, a desk, a television, and a window with a view.

19. La Torre di Canonica Apartment, Colle di Val d'Elsa - Siena, Via Francigena

La Torre di Canonica Apartment, Colle di Val d'Elsa - Siena, Via Francigena
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Simply Amazing!"
United States
Rhett
$145 nightly
The price is $147
Nov 7 - Nov 8
Total with taxes and fees
La Torre di Canonica Apartment, Colle di Val d'Elsa - Siena, Via Francigena
A vineyard with a stone building, a metal gate, and purple plants in the foreground.

20. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
$235 nightly
The price is $264
Nov 13 - Nov 14
Total with taxes and fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
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 Poggibonsi Hotel Reviews

One Belvedere Tuscany

One Belvedere Tuscany

10/10 Excellent
"This was an excellent experience. Not only is the infrastructure fabulous but its location is great. Staff is friendly with an excellent service attitude. Restaurant in the hotel is amazing too!"
Ariel O 1-night trip
Posted 7 days ago
One Belvedere Tuscany

Find out more about Poggibonsi

Everything you need to know about Poggibonsi 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 Poggibonsi 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 Poggibonsi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Poggibonsi vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Poggibonsi. 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 Poggibonsi 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 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 Poggibonsi rentals

At Expedia, we put the best Poggibonsi 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 Poggibonsi 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 Poggibonsi 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 Poggibonsi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Poggibonsi?

Yes, we have vacation rentals close to popular sights in Poggibonsi, or you can select a more secluded option if you want a relaxing place to stay. Poggibonsi is known for its wineries and seafood restaurants.

What are some of the best vacation home rentals that Poggibonsi has to offer?

Villa La Stella - Casa per Ferie: This vacation home rental near Poggibonsi 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.

How many vacation rentals are there in Poggibonsi?

Expedia has 6 vacation rentals for your stay in Poggibonsi.

What’s there to see and do in Poggibonsi?

Cultural attractions include Archeodromo di Poggibonsi, whereas Alta Val d'Elsa River Park is a spot to enjoy nature. Other places in town to visit include Collegiata di Santa Maria Assunta Museum and Poggio Imperiale Fortress.

What’s a vacation rental in Poggibonsi like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Poggibonsi. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.