Summer landscape in the Chianti region at summer

Poggibonsi Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Poggibonsi holiday rentals

Villa Montecastello

Villa Montecastello
Monteriggioni
10.0 out of 10, Exceptional, (1 review)
"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 NZ$363
includes taxes & fees
1 July - 2 July
Villa Montecastello

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
25 June - 26 June
Sportland

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 NZ$146
includes taxes & fees
6 July - 7 July
Chianti Village Morrocco

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 NZ$297
includes taxes & fees
2 July - 3 July
Palazzo Pacini

APARTMENT 3 KM FROM SAN GIMIGNANO

APARTMENT 3 KM FROM SAN GIMIGNANO
San Gimignano
The price is NZ$196
includes taxes & fees
7 July - 8 July
APARTMENT 3 KM FROM SAN GIMIGNANO

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is NZ$109
includes taxes & fees
3 July - 4 July
Camping Boschetto Di Piemma

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is NZ$240
includes taxes & fees
2 July - 3 July
Rooster House, cooking classes and opera

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 NZ$392
includes taxes & fees
30 June - 1 July
Chianti Craft House Badia a Passignano

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
Antico Borgo Poggiarello

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 NZ$267
includes taxes & fees
5 July - 6 July
Palazzo al Torrione 2

Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4

Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4
Barberino Tavarnelle
The price is NZ$297
includes taxes & fees
25 June - 26 June
Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4

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 NZ$365
includes taxes & fees
1 July - 2 July
Colle di Val d'Elsa - Siena - Apt Pink - B

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$352
includes taxes & fees
28 June - 29 June
Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning

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 NZ$300
includes taxes & fees
25 June - 26 June
B&B Palazzo Tortoli

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 NZ$399
includes taxes & fees
30 June - 1 July
Colle di Val d'Elsa - Siena - Apt Blue - C

Old village house

Old village house
Poggibonsi
The price is NZ$303
includes taxes & fees
8 July - 9 July
Old village house

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 NZ$358
includes taxes & fees
7 July - 8 July
Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi

‘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 NZ$260
includes taxes & fees
6 July - 7 July
‘Little Corner of Tranquility’ with Private Garden and Wi-Fi

Lovely and typical farmhouse in the heart of Chianti

Lovely and typical farmhouse in the heart of Chianti
Monteriggioni, Siena, Toskana
10.0 out of 10, Exceptional, (2 reviews)
"I was concerned when I first booked this spot because it was a little removed from Siena or Florence. It was the BEST decision I made on our journey through Italy. The family was amazing! The weee extremely pleasant and helpful. They gave us great ideas on where to eat, cities to visit and excursions to do. Ettore set us up with reservations at a local restaurant that was amazing! It was a true Tuscan local experience. He also recommended seeing specifics parts of Siena and other local cities...
United States
Chris H.
The price is NZ$454
includes taxes & fees
25 June - 26 June
Lovely and typical farmhouse in the heart of Chianti

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 NZ$268
includes taxes & fees
6 July - 7 July
Apartment La Torre di Canonica Colle di val d'Elsa - Siena Via Francigena
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Poggibonsi Hotel Reviews

Find out more about Poggibonsi

Everything you need to know about Poggibonsi holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Poggibonsi holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Poggibonsi holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Poggibonsi holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Poggibonsi holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Poggibonsi rentals

At Expedia, we put the best Poggibonsi holiday 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 holiday.

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 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.