
Holiday rentals with a pool in Poggibonsi
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Top-rated rentals with a pool in Poggibonsi
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House rentals with a pool

Casa Fattore - Tuscan countryside house
We had a wonderful stay at this property which is a bit difficult to reach, but is more than worth the painstaking arrival. The fantastic location is simply breathtaking – expansive fields lined with cypresses and olive trees create a backdrop that looks like a Tuscany picture book. The hosts were extremely nice and charming. They provided us with great tips for excursions and activities in the area, which has enriched our stay. Particularly noteworthy is that our dog also felt very comfortable and we could thus enjoy relaxing time as a family. In summary, we can recommend this place to anyone who wants to experience the true beauty of Tuscany. A place to relax and enjoy – here we will be happy to come back.

New Florence "Afrodite" suite with pool
We had a great stay in Florence, Simone was very nice and we could check in even earlier which was very nice and made things easier for us. Simone also inquired about our well-being during the stay. The parking space is still on the property but there were many possibilities to park in the immediate vicinity.

The Limonaia della Torretta
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!

House with pool among olive trees plantation
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!

Villa in Tuscany - Reggello, with Swimming Pool and WiFi.
Very nice place to stay in the hpgel of Tuscany. A little remote but we appreciated that. Lots of restaurants around the area with really very good food and absolutely good prices. Accommodation with a large garden, pool, air conditioning and heating. Well-maintained and clean. Chickens whose eggs we were allowed to get. Magena true always available, very friendly and helpful. Many wineries in the area where you can eat and drink. We'll be back. Thanks Magena and Eduardo

House in the Tuscan countryside with pool
We stayed in the apartment for a short vacation. Gino and Calogera assisted us as expected from prepared and thoughtful hosts. A family air was breathed throughout the living room. I highly recommend anyone to stay in this House, spacious spaces and nothing is missing. The location is strategic for those who like to visit the beautiful Tuscan places.

Casa Liliana
We really loved our stay, the beautiful surroundings and the place was even better than the pictures. Alfredo was very responsive and friendly. Would really recommend if you’d like a peaceful stay with close proximity to local Tuscan villages to explore.

Converted barn in Tuscan olive grove
This has been by far one of the most perfect holiday villas we’ve rented! Nestled in the most peaceful of locations, the villa was absolutely charming! Waking up to the sounds of birds chirping was a definite mood booster! We were relieved to see that there were herbs, oils and cooking condiments ready to use. The pool was a huge bonus and we used it most days. Seeing as we went in August, the outdoor temperature was very very hot, but luckily the house remained cool with its air con system. For anyone who wants to escape the hustle and bustle and doesn’t mind hillside driving, we highly recommend it! I would just mention that a few more hooks in the bedrooms to hang things on would be beneficial but didn’t impact our enjoyment whatsoever! Thank you to Charly for excellent check in and check out instructions. Big hugs from the UK!
Apartment rentals with a pool

2-bedroom and 2-bathroom apartment, kitchen, pool
We received very warm welcome and enjoyed very much Frederica's house, pool, pasta and last but not least Siena , San Galgano and San Gusmo' very much. The place is perfect and I don't remember other spaces from airbnb which can compete with this one. I hope we will be able to come again some time soon.

Relax in farmhouse among the Chianti vineyards
Tuscan retreat = THIS. Set in a lovely, quiet area with gorgeous views of the landscape. Easy to get to Arezzo and only 1 hour from Florence. So many amazing local restaurants and Vineyards. The property itself has a traditional vibe to it. The kitchen is not well equipped, so just bare that in mind! minimal pots, pans etc. But otherwise looks exactly like the photos.

Apartment Melissa
We stayed in the Melissa apartment and it was great, very spacious and bigger than expected. The apartment is self-catering and has all that you need to cook and have a great time. There is no terrace for this apartment, but they are many areas around the property that allow for some outdoor time. The location was beautiful, amazing views, great swimming pool and an overall very relaxed place. The property is 15 mins away from San Gimignano and very close to the bigger towns/villages to visit. Having a car is a must. The staff, the welcome and overall communication was lovely and easy, I would definitely recommend staying here.

Three-room apartment with 2 bedrooms and private garden, swimming pool
Wonderful place, very nice host. Thank you for your hospitality, Silvia

Tuscan country apartment in a lovely olive grove
Deborah is a great hostess. She took great care of us. We've never had such a great host. The surroundings are very nice for a relaxing stay in Tuscany and a good base to explore the area. We can only recommend Deborah and Katia's apartment.

Luxury Views aircon Shared Pool parking cooking
We had a lovely stay here - there were 8 of us in total across 4 spacious bedrooms and 3 bathrooms. It is a beautiful old villa with a big garden and a cute pool and barbecue area. It is possible to walk into the city of Florence (30 - 40 minute stroll) but we found a car was necessary to ensure that we could get around and eg buy groceries. There is a cash deposit required for check in, so it’s useful to withdraw that before you arrive. Our host was very responsive and helpful throughout our stay. Overall, we had a lovely time!

lovely farm- apartment (Fox)
My fiance and I loved our stay here. beautiful views and prestige grounds. there were also a few friendly cats which made my fiancé's day. You need a car when staying here. you can find good restaurants and a grocery store a few minutes away in San casciano. It's centrally located in tuscany. 30 minutes to florence, 45 mins to siena. With lots of historic towns and wineries close by. The apartment was well accommodated, clean, and we'll equipped for cooking. We did pick up a few extra necessities from the grocery store and found the shower a little small, but otherwise found the stay comfortable and relaxing. Would totally recommend to friends and come back.

Villa Falco-Cignella Resort Apartments in Tuscany
Great peaceful location. Staff is very friendly
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti
Emanuela and Giovanni were wonderful hosts! The villa was beautiful. Everything was wonderful. We felt right at home. The scenery was incredible. The garden and pool were wonderful. They left us essentials to get us started like coffee, milk, bread and a bottle of wine. Kitchen had everything we needed. Located in the heart of Chianti. Overall, it was excellent. Highly recommend!

Il Poggio Farmhouse by Interhome
We had a very good time here! The Airbnb is a separate part of a nice house on a hill, it is spacious and has everything you need. You can sit outside and there is a nice swimming pool. The hosts were very nice and always available for help/tips. I definitely recommend this place!

Explore nature in the center of Vigneti Chianti
Rita was an amazing host! She made everything easy. She is super warm and friendly. Genuinely kind. Her recommendations were spot on for the activities that we like. The apartment was adorable, and the grounds are beautiful. You can eat outside or swim. I hope we will be back. I highly recommend both Rita and her property.

Historic home with exclusive pool
We (7 friends) enjoyed staying at the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She sent us a lot of tips about the area (including the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed something, an answer came very quickly. The villa is well equipped and the surroundings are beautiful. There is plenty of parking space. Only the potholes and the access to the villa are a bit challenging - but doable!

Charming villa in the Chianti hills
We had the best time staying here. If you want to stay right in the vineyard and do wine tastings and eat really great food, this is your place.

Villa il Palagio in the Tuscan countryside
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!

Il Pezzo Farm by Interhome
Great house - fantastic views over olive trees and vines to the sea - perfect for relaxing !

Casa Luigi Suite with exclusive pool
Giovanna is a kind and welcoming host, and her place is gorgeous. We really enjoyed our time there, and would go back. The location is outside of town in Tuscany and it’s lovely and peaceful. The grounds are amazing. She’s truly a thoughtful host and this is a great place to stay.
Quick stats about holiday rentals with a pool in Poggibonsi
Total rentals
20 properties
Nightly prices starting at
£60 before taxes and fees
Total number of reviews
480 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Gulf of Baratti
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Spiaggia Libera
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Spiaggia Verruca
- Parco delle Cascine
- Mercato Centrale
- Piazza della Repubblica
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- The Boboli Gardens
- Pinocchio Park
- Cavallino Matto
- Santa Maria della Scala