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

Poggibonsi Holiday Rentals

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Our top choices for Poggibonsi holiday rentals

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
The price is NZ$222
includes taxes & fees
7 Dec - 8 Dec
Palazzo Pacini

2. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NZ$99
includes taxes & fees
8 Nov - 9 Nov
Sportland

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
The price is NZ$137
includes taxes & fees
8 Nov - 9 Nov
Chianti Village Morrocco

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
The price is NZ$218
includes taxes & fees
9 Nov - 10 Nov
Materia Rooms San Gimignano

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

6. Old Village House

Old Village House
Poggibonsi
Old Village House

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
The price is NZ$229
includes taxes & fees
8 Nov - 9 Nov
Palazzo al Torrione 2

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

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
The price is NZ$195
includes taxes & fees
1 Dec - 2 Dec
B&B Palazzo Tortoli

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
The price is NZ$161
includes taxes & fees
8 Dec - 9 Dec
Donna Nobile

11. ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO
San Gimignano
ONE-BEDROOM APARTMENT 3 KM FROM SAN GIMIGNANO

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.
The price is NZ$266
includes taxes & fees
8 Nov - 9 Nov
Colle di Val d'Elsa - Siena - Apt Rose - B

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
The price is NZ$317
includes taxes & fees
11 Nov - 12 Nov
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

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

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
The price is NZ$287
includes taxes & fees
9 Nov - 10 Nov
Cozy apartment in the heart of Tuscany with a view of San Gimignano

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
The price is NZ$195
includes taxes & fees
10 Nov - 11 Nov
Affittacamere Le Ginestre

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.
The price is NZ$298
includes taxes & fees
8 Nov - 9 Nov
Colle di Val D'elsa - Siena - Apt Green - E

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
The price is NZ$183
includes taxes & fees
8 Nov - 9 Nov
Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning

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

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
The price is NZ$487
includes taxes & fees
8 Nov - 9 Nov
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

Find out more about Poggibonsi

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 Poggibonsi 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 Poggibonsi. 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 Poggibonsi. Seeing all the best attractions is bound to make you fall in love with Poggibonsi. 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 Poggibonsi short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Poggibonsi?

Yes, there are holiday rentals close to the most popular sights in Poggibonsi, or you can select a more secluded option if you're looking for a relaxing stay. Poggibonsi is known for its wineries and seafood restaurants.

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

Villa La Stella - Casa per Ferie: This holiday home rental outside of 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 holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Poggibonsi?

Expedia has 6 holiday 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 holiday rental in Poggibonsi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Poggibonsi. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.