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

Poggibonsi Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Poggibonsi holiday rentals

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 HK$1,483
HK$1,659 total
includes taxes & fees
2 Jul - 3 Jul
Villa Montecastello
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 HK$549
HK$622 total
includes taxes & fees
2 Jul - 3 Jul
Chianti Village Morrocco
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is HK$953
HK$1,066 total
includes taxes & fees
2 Jul - 3 Jul
Villa Mucellena
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 HK$396
HK$453 total
includes taxes & fees
19 Jul - 20 Jul
Sportland
Property grounds

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
San Gimignano
The price is HK$627
HK$788 total
includes taxes & fees
1 Aug - 2 Aug
ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
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 traveller
The price is HK$476
HK$551 total
includes taxes & fees
6 Jul - 7 Jul
Camping Boschetto Di Piemma
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is HK$1,194
HK$1,331 total
includes taxes & fees
9 Jul - 10 Jul
Palazzo Pacini
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is HK$1,088
HK$1,599 total
includes taxes & fees
2 Jul - 3 Jul
Chianti Craft House Badia a Passignano
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is HK$887
HK$1,075 total
includes taxes & fees
7 Jul - 8 Jul
Rooster House, cooking classes and opera
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 HK$1,008
HK$1,680 total
includes taxes & fees
9 Jul - 10 Jul
Colle di Val d'Elsa - Siena - Apt Pink - B
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 HK$841
HK$1,193 total
includes taxes & fees
5 Jul - 6 Jul
Palazzo al Torrione 2
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 HK$1,068
HK$1,219 total
includes taxes & fees
2 Jul - 3 Jul
B&B Palazzo Tortoli
Outdoor dining

Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi

Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi
Colle di Val d'Elsa
The price is HK$983
HK$1,493 total
includes taxes & fees
2 Jul - 3 Jul
Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi
Fridge, oven, stovetop, dishwasher

‘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 traveller
The price is HK$774
HK$1,078 total
includes taxes & fees
5 Jul - 6 Jul
‘Little Corner of Tranquility’ with Private Garden and Wi-Fi
Exterior detail

Old village house

Old village house
Poggibonsi
The price is HK$656
HK$775 total
includes taxes & fees
3 Jul - 4 Jul
Old village house
Outdoor dining

Sundara Apartment - Two Bedroom Apartment, Sleeps 6

Sundara Apartment - Two Bedroom Apartment, Sleeps 6
Poggibonsi
The price is HK$948
HK$2,023 total
includes taxes & fees
5 Jul - 6 Jul
Sundara Apartment - Two Bedroom Apartment, Sleeps 6
Porch

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (161 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is HK$692
HK$806 total
includes taxes & fees
5 Jul - 6 Jul
Donna Nobile
Property grounds

Enjoyable apartment in the middle of Tuscany!

Enjoyable apartment in the middle of Tuscany!
Colle di Val d'Elsa
8.0 out of 10, Very good, (2 reviews)
"Casa molto pulita, caffè ottimo e il giardino con la piscina spettacolare nulla da dire, i proprietari di casa sono persone fantastiche e molto gentili, posto fantastico sicuramente ci andremo di nuovo"
Italy
Vincenzo M.
Enjoyable apartment in the middle of Tuscany!
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 HK$1,164
HK$2,450 total
includes taxes & fees
29 Jul - 30 Jul
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Exterior detail

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 HK$1,557
HK$1,575 total
includes taxes & fees
2 Jul - 3 Jul
Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning
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

Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"Room was clean, staff was helpful and easy to park."
Jennifer 3-night trip
Posted 3 days ago
Hotel Toscana Ambassador

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 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 11 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 San Lucchese Convent and Magione Castle.

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.