Poggibonsi Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Poggibonsi

Outdoor pool
The timeless elegance with private pool

Villa in Toscana

10.0 out of 10, Exceptional, (1)
"The villa has great charm and character, a huge living room where you can spend time with friends, as well as outdoor spaces and the swimming pool. It is an excellent point to visit San Gimignano Colle val d'elsa Florence and Siena. Thanks Luca for hosting us"
Italy
arianna p.
The timeless elegance with private pool
Exterior
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

Cottage in Poggibonsi

9.4 out of 10, Exceptional, (20)
"We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay."
United Kingdom
Wendy M.
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Outdoor pool
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI

Villa in Poggibonsi

10.0 out of 10, Exceptional, (5)
"Amazing location with everything you need for a relaxing and pleasant stay! Uncomplicated check-in and check-out, fast replies to any questions. Thanks a lot Arianna and Natale!"
Germany
Volker K.
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Garden
Casolare Torre With Pool And Ac

Apartment in Poggibonsi

Casolare Torre With Pool And Ac
Pool
Cosy apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano

Villa in Poggibonsi

8.8 out of 10, Excellent, (39)
"Despite a not too good local road (1,5 km) location is really great, close to highway and everything. The apartment is beginning to need small repairs but generally everything is OK. Very friendly and helpful people. Had a great week."
United States
Per V.
Cosy apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
Fridge, microwave, oven, stovetop
Villa Zambra by MMega

Villa in Poggibonsi

10.0 out of 10, Exceptional, (1)
"Beautiful villa in an ancient tower! Immaculate and beautifully furnished Easy commute to Tuscany points of interest"
United States
Laurie W.
Villa Zambra by MMega
Pool
Giuggiolo - Giuggiolo 5 by Interhome

Apartment in Poggibonsi

9.0 out of 10, Wonderful, (7)
"Wir hatten eine sehr schöne Woche in der großen Wohnung im 2., 3. Stock. Das Gelände und der Pool sind super, der Gadtgeber ganz sympathisch und die Wohnung ist sehr schön. Wir waren zu viert und auch die anderen Gäste waren sehr angenehm. Rundum sehr schön. Danke!!"
Germany
Marcel E.
Giuggiolo - Giuggiolo 5 by Interhome
Pool
Lilla - Two Bedroom Apartment, Sleeps 6

Apartment in Poggibonsi

9.0 out of 10, Wonderful, (2)
"Search for Case Viacanze Risoino in GPS to find it! Great base for San Gimignano, Volterro and Monteriggioni!The pool wasn’t opened yet due to late Spring but it also wasn’t very accessible from our apartment.The rooms were comfortable, though there was only one queen bed, but we knew that going into the rental. Refreshing patio area.Apartment looks just as pictured, no false advertising. Sturdy, secure doors! Constantin was a pleasure to work with! Thank you for a wonderful stay!"
United States
James H.
Lilla - Two Bedroom Apartment, Sleeps 6
Pool
Beautiful apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano

Villa in Poggibonsi

8.0 out of 10, Very Good, (5)
"Parfait, emplacement géographique excellent pour visiter les villes environnante"
France
PIERRE C.
Beautiful apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
Seasonal outdoor pool
Casale di Villore

Vacation Home in Poggibonsi

10.0 out of 10, Exceptional, (1)
Casale di Villore
Outdoor pool, pool umbrellas, sun loungers
Podere il Pino

Aparthotel in Poggibonsi

9.2 out of 10, Wonderful, (17)
"Beautiful place to stay. Great for kids and has an amazing view. "
Canada
Elie
Podere il Pino
Property grounds
3 bedroom cozy home in Poggibonsi SI

Vacation Home in Poggibonsi SI

7.0 out of 10, Good, (2)
"Propriété bien distribuée dans un cadre champêtre très agréable Appartement spacieux avec de nombreuses baies vitrées donnant sur des terrasses. Attention chemin d’accès non goudronné avec de nombreuses ornières."
Germany
Joel V.
3 bedroom cozy home in Poggibonsi SI
Outdoor pool
RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far

Apartment in Poggibonsi

10.0 out of 10, Exceptional, (15)
"We had a fantastic time in Poggibonsi. Rondine is part of a small group of buildings with serveral being hired out. It was comfortable and the hose, Fabio, very welcoming. Rondine is far enough out of Poggibonsi to be in the countryside, but near enough to easily access the facilities in the town, which include a great market on Tuesday mornings, as well as good public transport links to Florence and Siena. You will need a car, but with that you can explore the wonderful countryside. We had a...
United Kingdom
Jenny H.
RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far
Terrace/patio
"CasaJona Holiday" Tuscan Country House close San Gimignano, Siena, Florence

Vacation Home in Poggibonsi

9.6 out of 10, Exceptional, (16)
"This apartment was exactly as depicted (good job on the photos, Jonatha!) and we enjoyed our two-night stay at the end of a longer Italian vacation. If planning again, we would stay here longer! We arrived on a rainy day and welcomed the fireplace upon our return from dinner. Our host had suggested a local restaurant that was superb, and we sat by the fireside letting our wonderful dinner digest. We woke up in the mornings to sunshine and a splendid view from our window of the Tuscan hills,...
United States
Shelley N.
"CasaJona Holiday" Tuscan Country House close San Gimignano, Siena, Florence
Outdoor dining
Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

Apartment in Poggibonsi

10.0 out of 10, Exceptional, (1)
"This was a modern, like-new apartment on the ground floor of a house. It seems there was a family - probably the owner of our unit - above us, but we never saw them or heard them. The house stood on a hill surrounded by vineyards. The view was awesome in every direction!"
United States
Steven R.
$206 nightly
The price is $211
Dec 10 - Dec 11
Total with taxes and fees
Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning
Pool
Il Forno by Interhome

Apartment in Castellina in Chianti

9.0 out of 10, Wonderful, (7)
"Great place to spend relaxing time with family and friends or base for sideseeing the Tuscany neighbourhood. Nice farm surrounded with wineyeards and olive trees. Clean and well-equiped swimming pool. Plus, very friendly and helpful owner, offering very good wine and olive oil."
United States
Katarzyna
Il Forno by Interhome
Smart TV, fireplace, books
VILLORE Home Sweet Home Tuscany

Apartment in POGGIBONSI

10.0 out of 10, Exceptional, (5)
"A beautiful, Tuscan villa in an ideal location for visiting all the best landmarks, cites and the best vineyards close by. The owners are incredible at customer service. The property has excellent amenities and decor "
United States
mark p.
VILLORE Home Sweet Home Tuscany
Pool
Lovely apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano

Villa in Poggibonsi

8.6 out of 10, Excellent, (8)
"nice hosts, but a little bit in the years"
Germany
Martin H.
Lovely apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
Terrace/patio
Vacation Home in Poggibonsi with 2 bedrooms sleeps 4

Vacation Home in Poggibonsi

Vacation Home in Poggibonsi with 2 bedrooms sleeps 4
Outdoor dining
Villa Vianci RBO, your home away in Tuscany

Villa in Staggia Senese

10.0 out of 10, Exceptional, (2)
"Friends and family gathered at this wonderful villa in Tuscany for a week in September. Everything about this place is extraordinary. Incredible vistas & sunsets. Magnificent home with beautiful furnishings. I cannot recommend this place enough."
United States
Jonathan S.
Villa Vianci RBO, your home away in Tuscany
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 Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "
Cevat A 9-night trip
Posted 9 days ago
Hotel Toscana Ambassador

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 $211 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?

QK Costa58 Home Tower: This vacation home rental near Poggibonsi is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Poggibonsi?

Expedia has 6 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 Poggio Imperiale Fortress and The Rock of Staggia.

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.