Summer landscape in the Chianti region at summer

Poggibonsi Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Poggibonsi vacation rentals

Villa, Air conditioning, Courtyard View | Exterior

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
$185 nightly
The price is $207
Jul 2 - Jul 3
Total with taxes and fees
Villa Montecastello
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$50 nightly
The price is $57
Jun 28 - Jun 29
Total with taxes and fees
Sportland
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
$73 nightly
The price is $82
Jun 29 - Jun 30
Total with taxes and fees
Chianti Village Morrocco
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
$146 nightly
The price is $163
Jul 22 - Jul 23
Total with taxes and fees
Palazzo Pacini
Living area

APARTMENT 3 KM FROM SAN GIMIGNANO

APARTMENT 3 KM FROM SAN GIMIGNANO
San Gimignano
$112 nightly
The price is $112
Jun 22 - Jun 23
Total with taxes and fees
APARTMENT 3 KM FROM SAN GIMIGNANO
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, (85 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$55 nightly
The price is $64
Jun 22 - Jun 23
Total with taxes and fees
Camping Boschetto Di Piemma
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
$134 nightly
The price is $138
Jun 23 - Jun 24
Total with taxes and fees
Rooster House, cooking classes and opera
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.
$209 nightly
The price is $213
Jul 2 - Jul 3
Total with taxes and fees
Chianti Craft House Badia a Passignano
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
$174 nightly
The price is $194
Jun 22 - Jun 23
Total with taxes and fees
Antico Borgo Poggiarello
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
$132 nightly
The price is $151
Jul 2 - Jul 3
Total with taxes and fees
Palazzo al Torrione 2
Exterior

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
$177 nightly
The price is $177
Jun 23 - Jun 24
Total with taxes and fees
Wake Up to Chianti Vineyards · Authentic Tuscan Apt · A/C · Sleeps 4
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.
$175 nightly
The price is $177
Jul 21 - Jul 22
Total with taxes and fees
Colle di Val d'Elsa - Siena - Apt Pink - B
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
$120 nightly
The price is $122
Jun 22 - Jun 23
Total with taxes and fees
Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning
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
$146 nightly
The price is $166
Jun 22 - Jun 23
Total with taxes and fees
B&B Palazzo Tortoli
Shower, hair dryer, bidet, towels

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
$189 nightly
The price is $192
Jul 21 - Jul 22
Total with taxes and fees
Colle di Val d'Elsa - Siena - Apt Blue - C
Exterior detail

Old village house

Old village house
Poggibonsi
$94 nightly
The price is $110
Jun 22 - Jun 23
Total with taxes and fees
Old village house
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
$203 nightly
The price is $205
Jun 22 - Jun 23
Total with taxes and fees
Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi
Shower, hair dryer, towels

‘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
$129 nightly
The price is $133
Jun 25 - Jun 26
Total with taxes and fees
‘Little Corner of Tranquility’ with Private Garden and Wi-Fi
Pool

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.
$264 nightly
The price is $264
Jun 22 - Jun 23
Total with taxes and fees
Lovely and typical farmhouse in the heart of Chianti
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
$151 nightly
The price is $154
Jul 12 - Jul 13
Total with taxes and fees
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.
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Top Poggibonsi Hotel Reviews

Hotel Ristorante Alcide

Hotel Ristorante Alcide

8/10 Good
"Not much around to do by foot."
Regina 4-night trip
Posted 5 days ago
Hotel Ristorante Alcide

Find out more about Poggibonsi

Everything you need to know about Poggibonsi vacation rentals

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

Poggibonsi vacation 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 low season months. For more hustle and bustle, you may prefer to visit Poggibonsi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Poggibonsi rentals

At Expedia, we put the best Poggibonsi vacation 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 vacation.

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 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 11 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 San Lucchese Convent and Magione Castle.

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.