Poggibonsi Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Poggibonsi holiday rentals

Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is HK$1,642
HK$1,833 total
includes taxes & fees
16 Jun - 17 Jun
Villa Montecastello
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is HK$1,378
HK$1,543 total
includes taxes & fees
15 Jun - 16 Jun
Antico Borgo Poggiarello
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (11 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is HK$1,032
HK$1,542 total
includes taxes & fees
18 May - 19 May
Chianti Craft House Badia a Passignano
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$1,133
HK$1,264 total
includes taxes & fees
24 May - 25 May
Palazzo Pacini
Parking

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (113 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is HK$557
HK$631 total
includes taxes & fees
17 May - 18 May
Chianti Village Morrocco
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$402
HK$461 total
includes taxes & fees
17 May - 18 May
Sportland
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$879
HK$1,240 total
includes taxes & fees
19 May - 20 May
Palazzo al Torrione 2
Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
The price is HK$337
HK$398 total
includes taxes & fees
20 May - 21 May
Camping Boschetto Di Piemma
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$655
HK$1,293 total
includes taxes & fees
19 May - 20 May
Colle di Val d'Elsa - Siena - Apt Pink - B
Hair dryer, bidet, towels, soap

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is HK$901
HK$1,092 total
includes taxes & fees
21 May - 22 May
Rooster House, cooking classes and opera
Fridge, oven, stovetop, dishwasher

Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Casa Masoni – Your Elegant and Welcoming Home in Tuscany
Colle val d'Elsa
9.8 out of 10, Exceptional, (9 reviews)
"Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay."
Spain
Jorge S.
The price is HK$2,442
HK$3,016 total
includes taxes & fees
26 May - 27 May
Casa Masoni – Your Elegant and Welcoming Home in Tuscany
Terrace/patio

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
MONTERIGGIONI
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
United States
Anonymous traveller
The price is HK$2,449
HK$3,823 total
includes taxes & fees
17 May - 18 May
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
1 bedroom, desk, iron/ironing board, free WiFi

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 HK$901
HK$1,220 total
includes taxes & fees
21 May - 22 May
Apartment La Torre di Canonica Colle di val d'Elsa - Siena Via Francigena
Outdoor dining

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, (13 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is HK$1,183
HK$2,289 total
includes taxes & fees
17 May - 18 May
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$949
HK$967 total
includes taxes & fees
17 May - 18 May
Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning
2 bedrooms

Two Bedroom Apartment

Two Bedroom Apartment
San Gimignano City Centre
The price is HK$1,147
HK$1,875 total
includes taxes & fees
3 Jun - 4 Jun
Two Bedroom Apartment
Terrace/patio

Le Torri2 SanGimignanoApartments

Le Torri2 SanGimignanoApartments
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Muy bonito y acogedor "
Mexico
ROCIO
The price is HK$1,529
HK$2,258 total
includes taxes & fees
15 Jun - 16 Jun
Le Torri2 SanGimignanoApartments
Porch

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (157 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is HK$720
HK$838 total
includes taxes & fees
2 Jun - 3 Jun
Donna Nobile
View from room

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (61 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is HK$1,133
HK$1,291 total
includes taxes & fees
17 May - 18 May
B&B Palazzo Tortoli
Sauna

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano

I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
San Gimignano City Centre
8.0 out of 10, Very good, (2 reviews)
"This VRBO is in a great location, and they offer daily housekeeping. Although it states parking in listing, the parking is 13 Euro a day about a half mile away. There is a washing machine in the unit, but no way to dry your clothes except for hanging them around the room. There is no designated smoking area, unless you count on the street outside. No massage/spa available on site. The very small TV is not a smart TV. No bidet. As far as the "breakfast available", that means you can walk...
United States
Kevin L.
The price is HK$1,183
HK$1,402 total
includes taxes & fees
15 Jun - 16 Jun
I'Quercecchio Relax with Sauna - In the Historic Center of SamGimignano
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 Villa San Giorgio

Hotel Villa San Giorgio

8/10 Good
"Quiet and clean."
Ning 1-night trip
Posted 10 days ago
Hotel Villa San Giorgio

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
  • Use the map to find apartments and other holiday homes in the Poggibonsi neighbourhood you prefer
  • 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 9 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 The Rock of Staggia 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.