Poggibonsi Cottage Rentals from $115

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

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Our top choices for Poggibonsi cottages

Studio, Patio, Ground Floor | Terrace/patio

1. Fullino Nero

Siena

Christian

$100 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Castellina in Chianti

Guillermo A.

3. Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Montespertoli

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

Castellina in Chianti

Jami B.

5. CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL

Castellina in Chianti

lyndon s.

6. 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.

7. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Monteaperti

Ian F.

$192 nightly

Sep 7 - Sep 8

Total with taxes and fees

8. Casa Belvedere cottage with swimming pool in the heart of Chianti

Castellina in Chianti

9. Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

Monteaperti

"This place was fantastic! What a gem. The bed was comfy, the AC was cold, the bathroom was perfect. We shared the cottage with another couple we were traveling with. The bedroom doors open up to a shared living area, the front entrance is through the main indoor dining area.We had breakfast outside each morning. It was perfect. The staff here is just so nice and considerate, a true family affair. A flight of stairs leads down to a lovely restaurant with plentiful outside dining that shouldn't be...

Cary W.

$192 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Montespertoli

Mark S.

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Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

10/10 Excellent

"Beautiful place, beautiful and amazing people starting with the owners, and then Mateo, Sarah, Georgia and Claudia. We didn’t want to leave they were amazing treat us like family."

Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano

10/10 Excellent

"Hallo, die Gegend war wunderschön, die Unterkunft war authentisch, die Leute sehr nett, hätten wir keinen Pool wäre es nicht auszuhalten gewesen, Die Unterkünfte entsprachen nicht unseren Standard , das Mobiliar war alt bis sehr alt und es war auf den Zimmer nicht auszuhalten, da halfen auch keine Lüfter, es wäre sinnvoll nicht nur im Hauptgebäude sondern in allen Wohnungen Klimaanlagen nachzurüsten , bei Nachttemperaturen von über30 Grad kommt der Körper nicht zur Ruhe........mfg"

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."

Villa San Lucchese

10/10 Excellent

"Our one-week stay at this villa from the moment we arrived until the day we left, every aspect of our experience was exceptional. The highlight of our stay was the restaurants both breakfast and dinner. Without question, Every meal was outstanding, with incredible flavors, beautifully prepared dishes, and an atmosphere that made every dinner memorable. What truly set this property apart, however, was the people. The service was consistently warm, professional, and attentive. The front desk staff made us feel welcome and to ensure every detail of our stay was perfect. The restaurant team provided impeccable service at every meal, and the owner was gracious, genuinely caring, and clearly passionate about creating an unforgettable guest experience. If you're looking for a place that has world-class dining, and truly exceptional hospitality, this villa is second to none. We left with wonderful memories and can't wait to return. Highly recommended!"

Tenuta Macericca - Vacation villa with pool

10/10 Excellent

"The Villa was very nice, clean all over and well equipped, even better than described. We enjoyed the large kitchen. Nice and very clean pool. The location was nice and quiet, but it was a long drive on very narrow roads and the the last part was an old dusty gravel road. The view from the villa is very nice looking out on Tuscany landscape and wine fields. Whats not to like. The owner was very helpful and can provide private dinning and cooking class. The Antinori winery and headquarter is only 30 min driving from the villa. You should visit the nearby Osteria 1126 and Winery Cinciano only 600 meters from the villa.The Golf course Royal Golf La Bagnia is only 40 min drive from the villa, if you are a golfer you should allow yourselves a round or two."

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Poggibonsi Cottages information

Number of reviews	68
Accommodation	7 Cottages
Lowest Price	$115
Highest Price	$197

Frequently asked questions

How much do cottages in Poggibonsi cost?

Cottages in Poggibonsi range between $115 and $197 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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Poggibonsi Vacation Rentals

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Check prices for these dates

Our top choices for Poggibonsi cottages

1. Fullino Nero

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

3. Il Melograno, Chianti apartment in farmhouse for 4 people with garden

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

5. CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL

6. Casa Antico Roseto - cottage with swimming pool

7. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

8. Casa Belvedere cottage with swimming pool in the heart of Chianti

9. Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

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

Find vacation rentals that suit your style

Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

B&B Poggiobonizio

Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano

Hotel Villa San Giorgio

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

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

Hotel Ristorante Alcide

Villa San Lucchese

Tenuta Macericca - Vacation villa with pool

Find out more about Poggibonsi

Poggibonsi Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Poggibonsi Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Poggibonsi cottages

1. Fullino Nero

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

3. Il Melograno, Chianti apartment in farmhouse for 4 people with garden

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

5. CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL

6. Casa Antico Roseto - cottage with swimming pool

7. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

8. Casa Belvedere cottage with swimming pool in the heart of Chianti

9. Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

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

Find vacation rentals that suit your style

Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

Find out more about Poggibonsi

Poggibonsi Cottages information

Frequently asked questions

Explore a world of travel with Expedia