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

Poggibonsi Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Poggibonsi vacation rentals

Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is ￥16,152
￥18,139 total
includes taxes & fees
Jul 31 - Aug 1
Palazzo Pacini
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ￥7,647
￥8,784 total
includes taxes & fees
Jul 26 - Jul 27
Sportland
Coffee/tea maker, fridge, oven, stovetop

‘Little Corner of Tranquility’ with Private Garden and Wi-Fi

‘Little Corner of Tranquility’ 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
The price is ￥16,068
￥22,394 total
includes taxes & fees
Jul 26 - Jul 27
‘Little Corner of Tranquility’ with Private Garden and Wi-Fi
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is ￥19,467
￥21,785 total
includes taxes & fees
Jul 27 - Jul 28
Chianti Village Morrocco
Superior Mobile Home | Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (86 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is ￥8,677
￥10,103 total
includes taxes & fees
Aug 23 - Aug 24
Camping Boschetto Di Piemma
Exterior detail

Old village house

Old village house
Poggibonsi
Old village house
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is ￥17,736
￥20,439 total
includes taxes & fees
Aug 18 - Aug 19
Materia Rooms San Gimignano
Porch

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ￥13,532
￥15,815 total
includes taxes & fees
Jul 27 - Jul 28
Donna Nobile
Exterior

Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2 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 ￥16,232
￥29,628 total
includes taxes & fees
Jul 30 - Jul 31
Colle di Val d'Elsa - Siena - Apt Pink - B
Property grounds

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
San Gimignano
The price is ￥13,024
￥16,373 total
includes taxes & fees
Jul 24 - Jul 25
ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is ￥17,410
￥24,733 total
includes taxes & fees
Aug 21 - Aug 22
Palazzo al Torrione 2
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is ￥30,812
￥34,451 total
includes taxes & fees
Jul 29 - Jul 30
Villa Montecastello
1 bedroom, desk, iron/ironing board, WiFi (free)

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

Apartment La Torre di Canonica 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
The price is ￥18,420
￥24,932 total
includes taxes & fees
Jul 27 - Jul 28
Apartment La Torre di Canonica Colle di val d'Elsa - Siena Via Francigena
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is ￥25,389
￥28,858 total
includes taxes & fees
Jul 29 - Jul 30
B&B Palazzo Tortoli
Property grounds

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, (14 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is ￥21,769
￥47,769 total
includes taxes & fees
Jul 27 - Jul 28
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Exterior

Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
United States
ALLAN
The price is ￥26,625
￥41,510 total
includes taxes & fees
Aug 2 - Aug 3
Colle di Val d'Elsa - Siena - Apt Blue - C
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio

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 ￥19,430
￥22,303 total
includes taxes & fees
Jul 26 - Jul 27
Affittacamere Le Ginestre
Property grounds

san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.8 out of 10, Exceptional, (41 reviews)
"Beautiful location in San Gimignano! The owner was so attentive and provided great suggestions for our visit. Charming apartment that serviced all of are needs. Boboli bakery (25 yards from apartment) is amazing and a must! Enjoyable stay!"
United States
Curt G.
The price is ￥26,978
￥37,955 total
includes taxes & fees
Jul 29 - Jul 30
san gimignano apartment in historical center, courtyard and fast free wifi
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is ￥18,420
￥22,327 total
includes taxes & fees
Jul 24 - Jul 25
Rooster House, cooking classes and opera
Spa

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 ￥27,797
￥42,868 total
includes taxes & fees
Jul 30 - Jul 31
Colle di Val D'elsa - Siena - Apt Green - E
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

Villa San Lucchese

Villa San Lucchese

10/10 Excellent
"Our one-week stay at this villa from the moment we arrived until the day we left, every aspect of our experience was exceptional. The highlight of our stay was the restaurants both breakfast and dinner. Without question, Every meal was outstanding, with incredible flavors, beautifully prepared dishes, and an atmosphere that made every dinner memorable. What truly set this property apart, however, was the people. The service was consistently warm, professional, and attentive. The front desk staff made us feel welcome and to ensure every detail of our stay was perfect. The restaurant team provided impeccable service at every meal, and the owner was gracious, genuinely caring, and clearly passionate about creating an unforgettable guest experience. If you're looking for a place that has world-class dining, and truly exceptional hospitality, this villa is second to none. We left with wonderful memories and can't wait to return. Highly recommended!"
Gary 7-night trip
Posted 3 days ago
Villa San Lucchese

Find out more about Poggibonsi

Search for holiday rentals in Poggibonsi on Expedia! You can easily find your home rentals, villas, holiday apartments in Poggibonsi using one of the methods below:

  • View our selection of featured holiday rentals in Poggibonsi
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  • Enter your travel dates to view the best deals on holiday rentals in Poggibonsi while they last

Look no further and take a look at our great range of rental properties in Poggibonsi!

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 10 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 Magione Castle 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.