Poggibonsi Cottage Rentals from $123

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

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Our top choices for Poggibonsi cottages

A stone house with a tiled roof, two windows, and a door.

1. The independent Capannina on the Tuscan hills

Toscana

"The perfect Tuscan holiday, the perfect location to explore the surrounding attractions and come back to a comfortable home on the hill. Colle is very close, has everything we were looking for without the crowds. The bed is very comfortable, the bathroom perfectly set up. The kitchen has what is needed, but could do with a few more bowls, platters, spices oil. Best to bring that along.Our hosts were very friendly and with great communication.We highly recommend this beautiful little house!...

Regina A.

A stone building with a pathway leading to it, surrounded by trees and greenery.

2. Casa il Cipresso, in the heart of Chianti with swimming pool

Castellina in Chianti

Guillermo A.

A stone building with a rustic entrance, a small patio area with outdoor furniture, and a wooden fence in the foreground.

3. Fullino Nero

Siena

Christian

$108 nightly

Oct 2 - Oct 3

Total with taxes and fees

A rustic outdoor dining area with a stone wall, wooden furniture, and potted plants.

4. La Misura, cottage with garden and swimming pool on the hills of Chianti

Castellina in Chianti

Jami B.

An aerial view of a rural estate with a large building, a swimming pool, and surrounding vegetation.

5. Casa Antico Roseto - cottage with swimming pool

Castellina in Chianti

"The borgo was perfect for our family of 6 adults. The views from the pool were spectacular. We had what we needed in kitchen and we grilled one night. The stone structure set on mountainside gave natural coolness for comfort with amazing views- even from the shower! There is AC which we didn’t use but good idea for peak summer. We walked to a great restaurant and also walked to winery for wine tasting. We shared the property but it felt private with our own outdoor dining areas. Maurizio was...

Lisa S.

A stone building with a gravel path, potted plants, and a large vase with flowers.

6. La Quercia, apartment with garden for 6/8 people in the heart of Chianti

Montespertoli

Mark S.

A stone building with a gravel driveway and a flower bed in the foreground.

7. Rondine c/o Le Mascie

Sovicille

$249 nightly

Oct 5 - Oct 6

Total with taxes and fees

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

8. Pettirosso c/o Le Mascie

Sovicille

$499 nightly

Oct 2 - Oct 3

Total with taxes and fees

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Top Poggibonsi Hotel Reviews

One Belvedere Tuscany

10/10 Excellent

"Such a wonderful long weekend at the belvedere. The property is absolutely beautiful, the location, grounds and view are something to be seen, and the staff very friendly and accommodating. We had not rented a car, and they went above and beyond to assist us with getting around and enjoying events planned on site. Everything felt luxurious, and my partner and I felt more relaxed than we have on any other holiday this year! Recommend to any couple looking for a quiet, romantic trip!"

Casale di Villore

10/10 Excellent

"Our stay in the Cardisco apartment at Casale di Villore was absolutely wonderful. The location is simply stunning, with breathtaking views and the most divine infinity pool, easily one of the highlights of our stay in Tuscany. The apartment was spotlessly clean, and Alice was a fantastic host, welcoming, friendly and always happy to help. We particularly loved having our own designated sun lounger space, which made relaxing by the pool even more enjoyable. The location is also perfect for exploring the Chianti region, with beautiful vineyards and charming towns nearby. We highly recommend visiting La Croce just up the road for some lovely wines. A truly special place to stay, and somewhere we would happily return to."

Hotel Villa San Giorgio

10/10 Excellent

"We had an excellent 1 night stay. The hotel is located in beautiful setting among the Tuscany hills with an easy 40 minutes drive south of Florence. IThe property sits an olive orchard directly below to a picture perfect Chianti vineyard. The views of the Tuscan hills at sunset and sunrise were spectacular. The registration process was quick and easy. The receptionist was friendly and helpful. He walked us to our room to make sure we were happy with our accomodations. Our room was spacious, the beds were comfortable and the view of the Tuscan hills through the olive trees was pretty. After a bit of exploring in the August heat, we settled into the hotel bar for a cold beer and light snacks. The nice young lady who served us, Sophia, was so friendly and eager to chat with us about our travel experiences. We had dinner at sunset on the hotel terrace. The food, wine, and service were all excellent, and the price was reasonable. Breakfast on the terrace was also excellent with plenty of fresh, interesting, and tasty choices. It was a memorable 5 star hotel in every way."

SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI

10/10 Excellent

"We enjoyed our stay! Having separate apartments gave each family a little privacy. The large dining space/kitchen and outdoor areas were great for gathering. The AC and pool was needed for this hot, humid temperature. A car is needed to access the villa and surrounding areas. Communication was frequent & easy."

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Poggibonsi Cottages information

Number of reviews	70
Accommodation	7 Cottages
Lowest Price	$123
Highest Price	$501

Frequently asked questions

How much do cottages in Poggibonsi cost?

Cottages in Poggibonsi range between $123 and $501 per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Poggibonsi?

Claim your vacation time and pick from 7 cottages in Poggibonsi. Hoping to find a place where you can relax and connect with nature? Expedia will help you find your ideal retreat in a few quick clicks.

Why book your cottage in Poggibonsi with Expedia?

Reserving a cottage in Poggibonsi is as simple as clicking on your travel dates and choosing an ideal place for a getaway in the outdoors. From high-end retreats to inexpensive stays and cottages that come with amenities like a kitchenette, Expedia has something for all styles and tastes. As for unbeatable deals? We've got your back!

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What is there to do in Poggibonsi near my cottage?

Whatever you love to do, Poggibonsi has plenty to keep you going. Fountain of Fate, Church of San Lorenzo and San Lucchese Convent are on many travelers' trip plans. You shouldn't miss Magione Castle, Poggio Imperiale Fortress and Archeodromo di Poggibonsi either. With Expedia's hotel deals in Poggibonsi, you'll be able to see even more terrific attractions like these with the cash you save.

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Our top choices for Poggibonsi cottages

1. The independent Capannina on the Tuscan hills