Poggibonsi Vacation Homes from AED 524

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

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Our top choices for Poggibonsi vacation homes

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

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

San Gimignano City Centre

AED 616 total

includes taxes & fees

5 Oct - 6 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.

AED 753 total

includes taxes & fees

12 Oct - 13 Oct

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

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

San Gimignano City Centre

AED 853 total

includes taxes & fees

1 Nov - 2 Nov

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

4. 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 traveler

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

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

Casole d'Elsa

"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...

Anonymous traveler

AED 2,067 total

includes taxes & fees

1 Nov - 2 Nov

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

6. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

San Gimignano City Centre

AED 899 total

includes taxes & fees

1 Nov - 2 Nov

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

7. Casa Vacanze Le Case

San Gimignano

Jackie

AED 524 total

includes taxes & fees

4 Oct - 5 Oct

A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

8. Your nest in the Tuscany countryside

Certaldo - Firenze

AED 953 total

includes taxes & fees

11 Oct - 12 Oct

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

AED 661 total

includes taxes & fees

2 Oct - 3 Oct

A garden with various plants and flowers, a pathway, and a swing set.

10. Apartment House with garden Tuscany Chianti , Florence 15km.

Toscana

Robert M.

AED 728 total

includes taxes & fees

2 Oct - 3 Oct

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

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

San Gimignano

Anne-Marie M.

AED 2,004 total

includes taxes & fees

10 Oct - 11 Oct

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

AED 732 total

includes taxes & fees

7 Oct - 8 Oct

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

13. 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.

AED 1,769 total

includes taxes & fees

14 Oct - 15 Oct

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

14. Casa Marisa in Castellina in Chianti

Castellina in Chianti

AED 1,224 total

includes taxes & fees

11 Oct - 12 Oct

A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

15. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

San Gimignano

Valerie S.

AED 2,314 total

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

16. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

AED 1,162 total

includes taxes & fees

2 Oct - 3 Oct

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 traveler

AED 908 total

includes taxes & fees

5 Oct - 6 Oct

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

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

Tavarnelle Val di Pesa

Ramona S.

AED 1,196 total

includes taxes & fees

6 Oct - 7 Oct

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

19. The Arch Among the Hills of Castellina

Topina

AED 1,136 total

includes taxes & fees

2 Oct - 3 Oct

A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

20. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

San Gimignano

"The apartment, although a little rustic, suited most of our needs and the location was beautiful. Our host was very a helpful when we discovered there was no freezer to make ice cubes or freeze our ice pack overnight and she provided ice for us daily as well as freezing the ice pack each night. A wonderful host! A lovely relaxing place to wind down after a busy day touring Tuscany. I recommend this apartment."

Jacquie B.

AED 1,117 total

includes taxes & fees

5 Oct - 6 Oct

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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 Vacations

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Poggibonsi vacation homes

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

2. Chianti Craft House Badia a Passignano

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

4. Casa San Martino between Florence and Siena with Pool

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