Poggibonsi Holiday Homes from €95: Search Top House Rentals

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

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Our top choices for Poggibonsi holiday homes

A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

1. Comfortable double room with a bathroom in the historic center of San Gimignano.

San Gimignano City Centre

includes taxes & fees

19 Oct - 20 Oct

A view through a wooden door of a courtyard with stone walls and potted plants.

2. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

includes taxes & fees

20 Oct - 21 Oct

A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

3. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

San Gimignano City Centre

includes taxes & fees

19 Oct - 20 Oct

A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

4. A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.

San Gimignano City Centre

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with white cabinets, a wooden dining table, and a built-in oven.

5. Casa San Martino between Florence and Siena with Pool

Tavarnelle Val di Pesa

"Pros: Wat hebben we een heerlijke tijd gehad in dit prachtige vakantiehuis in Barberino Tavarnelle! De ligging is fantastisch: rustig, sfeervol en helemaal ondergedompeld in de mooie Toscaanse omgeving. Het huis is comfortabel en van alles voorzien wat je nodig hebt voor een ontspannen verblijf. Met name de airco tijdens warme dagen was erg fijn. Een extra groot compliment voor Susanna. Ze is ontzettend gastvrij, vriendelijk en betrokken, en denkt echt met je mee. Ze was bovendien heel...

Anonymous traveller

A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

6. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Casole d'Elsa

Anonymous traveller

includes taxes & fees

19 Oct - 20 Oct

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

7. Casa Vacanze Le Case

San Gimignano

Andrew

includes taxes & fees

2 Nov - 3 Nov

A stone building with multiple windows and a chimney.

8. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

includes taxes & fees

14 Nov - 15 Nov

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

includes taxes & fees

29 Oct - 30 Oct

An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

10. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"

Susan A.

A room with a view of a vineyard through an arched window, a bottle of wine, and a plate of fruit.

11. 7 min from Cantina Antinori in Chianti Classico | Pool | Casa Sala & Pepe

Tavarnelle Val di Pesa

A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

12. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Toscana

A brick building with a garden, a metal fence, and a clear sky.

13. Casa Marisa in Castellina in Chianti

Castellina in Chianti

includes taxes & fees

20 Oct - 21 Oct

An outdoor patio with a table, chairs, a grill, and a large umbrella.

14. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Tavarnelle Val di Pesa

Ramona S.

includes taxes & fees

19 Oct - 20 Oct

A stone building with a covered outdoor seating area and a brick pathway.

15. Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

San Gimignano

Anne-Marie M.

includes taxes & fees

1 Nov - 2 Nov

A stone building with a gravel path, outdoor seating, and greenery.

16. The Arch Among the Hills of Castellina

Topina

includes taxes & fees

2 Nov - 3 Nov

A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

17. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Certaldo

Anonymous traveller

includes taxes & fees

1 Nov - 2 Nov

A balcony with potted plants and a view of rolling hills and mountains.

18. A Nest with a View - A Romantic Retreat Within the City Walls

Radicondoli

includes taxes & fees

6 Nov - 7 Nov

A spacious public square with historic buildings, a central fountain, and people gathered around.

19. House with pool for 4 pax

Pievescola

Oliver E.

includes taxes & fees

22 Oct - 23 Oct

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Top Poggibonsi Hotel Reviews

Villa Lecchi Hotel Wellness

10/10 Excellent

"The view is awesome, the restaurant is very good, the pool is fabulous, the room is perfect, the price is very correct as well"

Tenuta Macericca - Vacation villa with pool

10/10 Excellent

"The villa was lovely. The location was perfect for our plans to visit area sites (Siena, Lucca, Florence, San Gemigniano). There is a market within 15 minutes. The bedrooms were air conditioned and spacious, and each had its own bathroom. Each of us was comfortable. Beds were firm, which was a plus. Kitchen was well-equipped and we did use it, after the long day trips."

One Belvedere Tuscany

10/10 Excellent

"I spent three nights at the villa and couldn’t have been more pleased. The building is new and the rooms are equipped with modern conveniences. They have done very well to keep the look of an old Tuscan Villa while keeping the feel modern inside. The staff were very attentive and helped us with any questions we had. The villa is so small sometimes you feel like you have it all to yourself! The Thank you grounds are stunning in every corner is an opportunity for a photo. The food was excellent, and my wife, being a coeliac still had plenty of options. If you aren’t aware, though, the entire menu is vegetarian. It was all very good for somebody who is a meat, lover! Perhaps my favourite part of the day was breakfast on the terrace in the morning sun beside the restaurant. It was storybook Tuscan beauty. Thank you, 1 Belvedere for our first class experience."

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"

Find out more about Poggibonsi

Poggibonsi Holiday Homes information

Number of reviews	59
Accommodation	111 Holiday Homes
Lowest Price	€95
Highest Price	€719

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi holiday homes

1. Comfortable double room with a bathroom in the historic center of San Gimignano.

2. Chianti Craft House Badia a Passignano

3. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

4. A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.

5. Casa San Martino between Florence and Siena with Pool