Summer landscape in the Chianti region at summer

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Our top choices for Poggibonsi holiday rentals

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 £66
includes taxes & fees
1 Jul - 2 Jul
Chianti Village Morrocco

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is £40
includes taxes & fees
12 Jul - 13 Jul
Sportland

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 £150
includes taxes & fees
1 Jul - 2 Jul
Villa Montecastello

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is £95
includes taxes & fees
29 Jun - 30 Jun
Villa Mucellena

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 £128
includes taxes & fees
29 Jun - 30 Jun
Palazzo Pacini

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 £115
includes taxes & fees
27 Jun - 28 Jun
Palazzo al Torrione 2

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 £129
includes taxes & fees
27 Jun - 28 Jun
B&B Palazzo Tortoli

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (12 reviews)
The price is £168
includes taxes & fees
1 Jul - 2 Jul
Chianti Craft House Badia a Passignano

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
The price is £50
includes taxes & fees
1 Jul - 2 Jul
Camping Boschetto Di Piemma

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 £203
includes taxes & fees
27 Jun - 28 Jun
Lovely and typical farmhouse in the heart of Chianti

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (160 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is £78
includes taxes & fees
28 Jun - 29 Jun
Donna Nobile

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.
The price is £183
includes taxes & fees
1 Jul - 2 Jul
Enjoyable apartment in the middle of Tuscany!

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 £163
includes taxes & fees
1 Jul - 2 Jul
Colle di Val d'Elsa - Siena - Apt Pink - B

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £107
includes taxes & fees
28 Jun - 29 Jun
Rooster House, cooking classes and opera

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 £131
includes taxes & fees
28 Jun - 29 Jun
Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4

Casa San Martino between Florence and Siena with Pool

Casa San Martino between Florence and Siena with Pool
Barberino Tavarnelle
The price is £702
includes taxes & fees
7 Jul - 8 Jul
Casa San Martino between Florence and Siena with Pool

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 £307
includes taxes & fees
24 Jul - 25 Jul
Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning
Poggibonsi
10.0 out of 10, Exceptional, (1 review)
"This was a modern, like-new apartment on the ground floor of a house. It seems there was a family - probably the owner of our unit - above us, but we never saw them or heard them. The house stood on a hill surrounded by vineyards. The view was awesome in every direction!"
United States
Steven R.
The price is £329
includes taxes & fees
29 Jun - 30 Jun
Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO
San Gimignano
The price is £79
includes taxes & fees
2 Jul - 3 Jul
ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

Tuscan Villa Sport Relax

Tuscan Villa Sport Relax
Colle di Val d'Elsa
The price is £252
includes taxes & fees
29 Jun - 30 Jun
Tuscan Villa Sport Relax
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

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, apart-hotels, 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. 

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.