
Condo vacation rentals in Poggibonsi
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Top-rated condo rentals in Poggibonsi
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Popular amenities for Poggibonsi condo rentals
Weekly condo rentals

Studio Duomo Michelangelo a Place to fall in love
I cannot recommend this listing enough! Perfect location close to major ‘tourist’ attractions such as the Duomo, Baptistery, Uffizi Gallery, and Ponte Vecchio. Also walkable to other major Piazza’s, museums, the Boboli gardens and Firenze SMN train station. Surrounded by some of the best trattorias, gelaterias and sandwich shops. Monica is very attentive to her guests and makes check-in and check-out smooth and easy! The space is exactly as listed and incredibly clean and well kept and contains all the essentials. If we are ever back in Florence we hope to stay with Monica again!

Loggiato 3 apartment in Tuscany near Siena
We had a great stay in Francesca's agriturismo. beautiful place with breath taking views. the place was very clean and tidy and it had all we needed and much more. it was a good base for traveling the area. take a ride on the SP146 - you won't regret it! all in all this place is highly recommended! wish i would visit here again. Toscany is soo beautiful.

A View Over Tuscany's Countryside
Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!

Santa Cruz Air - Historic Apartment
A great experience overall: easy access to all attractions meanwhile far away enough from the over-crowded city center. Luca is super helpful, he gave clear instructions, offered to help arrange taxis, and suggested really great spots to visit and dine. The apartment itself is as described and large enough for two. The only thing to notice is that it’s on the second floor with narrow stairs.

Gallery Apartment near Chianti
The apartment is very beautiful. We found everithing we needed. The owners left us fresh water and milk in the fridge, so we colud make us a coffee. There were also some packed sweets left for us. We stayed only one night because we were exploring different places in Tuscany. Giuseppe and Laura were very helpful with advices and very responsive, so we had no problems with check-in. The street is a bit busy, but no problem finding a free parking place near by. We had a great short stay there.

Casa Rebecca with a small private pool
Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend

VILLA LE PERGOLE - Florence
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.

Palazzo Bichi Ruspoli-Historical Home-Very Central
Andrea was a terrific host! He gave us clear instructions was very accommodating of our late arrival, super friendly, and showed us what we needed to know about the apartment when we arrived. The place is really great! Very spacious, super clean, amazing view. We had everything we needed, and it was great to have a washer and dryer in the unit. The apartment is very central to Siena - just a short walk to everything. We parked at the soccer stadium, which was small fee each day (we used the car each day and left it overnight - it’s more expensive if you just leave it there the whole time), and about a 8 minute walk to the apartment. Overall, this was a great experience. Highly recommend staying at Andrea’s place!
Pet-friendly condo rentals

Apartment "Il Teatro" - Prato historic center
Sandra was the perfect hostess, what a lovely person and a lovely place, it felt like home, very quirky which I loved. Will definitely go again if I'm in Prato. Only criticism which was a very minor one was finding the place, but Sandra came and met us which was nice of her. Extremely happy with our stay, highly recommend

Elegant vintage decorated home in the old Siena
Perfectly located vintage decorated home within walking distance of historic center of Siena. We spent a month here and used her place as a center base to discover Tuscany. Close to shopping and restaurants. WiFi is excellent as my husband worked remotely for a few days a week. Kitchenette and washing machine were a big help as we cooked a few nights staying in. Mattress is very comfy and the apartment is very quiet. Church bells rang daily and drummers in the contrade practice for parades and Palio. Experience Medieval Siena here. We were very comfortable in Grazia’s place. Nice to have a 1/2 bath on main level, as bedroom and bathroom with shower is on the upper level. Grazia provides everything you could possibly want and has excellent suggestions for places to eat and sights to visit. She was indispensable helping us always responding within minutes if we had a question or needed help. Perfect place for the Tuscan vacation! Grazia is a wonderful and caring host!

Stylish Terrace on Boboli Gardens
We loved this space and when we come to Florence again we will most definitely book here. It was a cool, quiet oasis on the beautiful relaxing side of the Arno. The location was perfect with an easy walk to all the sites but also so quiet and peaceful. We loved the kitchen and cooked multiple days and sat on the sweet patio and enjoyed the local wine. The space was clean and cool and the layout was perfect for 2 people. There’s also a couch bed if another person or one or two children were there. Our hosts were so accommodating and friendly! We have so much love for this special spot in Florence.

Florentine Hills "LE SCALETTE"
Lovely stay in Tuscany! Patrizia had started a warming fire going for us in the fireplace upon arrival, as the weather was chilly and rainy. The house was very cozy, artistically decorated, and well appointed -- it made us feel very much at home away from home. Gorgeous views of Tuscany from the bedroom windows, and a well cared for garden which had lemons, rosemary, basil and many flowering plants. Patrizia was the absolute best hostess and provided for all our needs during our stay. There was plenty of room for everybody in the house, and there was even a lovely little kitchen which was fully stocked (salt, pepper, spices, coffee, milk, and more!). Note there is not an oven, but we were able to cook breakfast every day, and even a few dinner meals for our small group in the mini kitchen (there is a mini fridge which fit a lot of perishable food for its size!, and a small induction stove top). Thank you for the perfect stay!

Amazing view of Val d'Orcia Pienza
Very comfortable accommodations and gorgeous property and views

Roberta apartment 100 m from San Gimignano
Wonderful stay in San Gimignano We felt very comfortable in Aurora's apartment from the first moment. The handover was cordial and straightforward. We would like to highlight the great recommendations from Giacomo – many of which we were able to implement and have discovered some real highlights. The apartment itself is very clean, well equipped and is in a top location: In just 5 minutes you are in the middle of the historic center of San Gimignano. Parking was also completely unproblematic – there was plenty of free parking available in the immediate vicinity. We would come back anytime – highly recommended!

Residence In cerca d'Autore
We absolutely loved our week stay here and couldn't have been happier. It was spacious, beautifully furnished and steps away from nearby restaurants and shops. Best of all was the huge terrace –it had insanely gorgeous views of the Tuscany landscape which never got old. Looked forward to our morning coffee and early evening aperitivo with the views of the Tuscan landscape. The views were fabulous (including a nice sunrise if you're an early riser)! We didn't have reservations for dinner one night and wandered just across the street to Rosso Rubino Trattoria. The owners could not have been nicer, and the food was delicious. Berardino graciously held us a spot in the coveted "Parcheggio 7" and drove our luggage up the hill upon arrival. He gave us a tour of the apartment and several great recommendations. It was a very welcoming start to our stay. It was the perfect base for exploring Tuscany and hope to return soon.

Palazzo del Taja - in the center with whirlpool
We had a wonderful stay at Riccardo’s apartment in Siena. You cannot beat the location - it’s perfectly situated in the center of everything and made a great home base to explore Siena and the surrounding area. The apartment is beautifully designed and very clean. Riccardo was beyond helpful with local recommendations and helped us secure dinner reservations. Highly recommended when staying centrally in Siena.
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.

Il Giaggiolo – Chianti with a view
We stayed in Monica’s home for five nights and four days, and it was incredible. The second we checked in Monica sent me an extensive list of instructions and places to visit during our stay. My favorite list was restaurants and local food shops in the area she recommends as a local. The house had all the amenities you could need/want, comfortable beds, and a really nice patio area. We are a few meals outside and enjoyed the stunning view. We saw some of the most beautiful sunsets as well. The pool was really well kept. There were many wineries the were nearby. The location was also great for taking day trips to Florence and Siena. The nearest town was so cute and had a lot of nice shops and restaurants. We are so appreciative of Monica’s food recommendations and suggestions of things to do. Overall we had an amazing time, and we highly recommend staying here!!

San Rocco – Bellavista – Castello di Bossi
The property is wonderful, surrounded by greenery and with a pool with an incredible view. The room was super clean and with all possible comforts. We interacted a lot with a very kind lady at the reception, very friendly and helpful. The wine we tasted was also exceptional , it's worth staying there for just one night! Extremely recommended

Megognano 3
Flaminia’s place is absolutely beautiful, she and her family welcomed us and made our stay perfect. A huge higpoint was sharing a homemade meal and helping make the fresh pasta. She was quickly responsive, especially the first night when we were having problems with our directions, she guided us and even sent help! I would high recommend this beautiful, historical and unique home experience.

Agriturismo Casavecchia, l'Olivo
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.

Tuopina Chianti House [AC. - Free Parking]
We had a fantastic holiday week. The cottage is beautifully located and beautifully decorated. In short: a comfortable vacation home. The view from the cottage is beautiful and breathtaking. You will see the Chianti region in Tuscany in all its glory. Highly recommended to stay there. Communication with Tommaso was excellent. If we needed anything, it was brought quickly. He also came up with fun tips in the area.

Apartment with terrace and stunning view
Staying at Raisa's was incredibly nice. The accommodation and especially the view is much nicer than shown in the pictures. Raisa went to great lengths to make everything as pleasant as possible for us. The dogs (Saila and Yango) are mega cuddly, the pool is great and the whole property is really picturesque. By car, beautiful city trips, etc. are easily doable and we would be happy to come back again sometime.

Orgiale Charme Residenz Castle
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
Quick stats about condo rentals in Poggibonsi
Total rentals
10 properties
Nightly prices starting at
R900 ZAR before taxes and fees
Total number of reviews
770 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 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)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio