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Condo vacation rentals in Poggibonsi

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Popular amenities for Poggibonsi condo rentals

Weekly condo rentals

Top guest favorite
Condo in Centro Storico
4.99 out of 5 average rating, 207 reviews

Studio Duomo Michelangelo a Place to fall in love

CaitlinRating, 5 stars3 weeks ago
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!
Guest favorite
Condo in Asciano
4.91 out of 5 average rating, 152 reviews

Loggiato 3 apartment in Tuscany near Siena

TamarRating, 5 stars1 month ago
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.
Guest favorite
Condo in Gambassi Terme
4.89 out of 5 average rating, 234 reviews

A View Over Tuscany's Countryside

CarolinaRating, 5 stars3 weeks ago
Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!
Top guest favorite
Condo in Centro Storico
4.98 out of 5 average rating, 270 reviews

Santa Cruz Air - Historic Apartment

YingziRating, 5 starstoday
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.
Top guest favorite
Condo in Poggibonsi
4.94 out of 5 average rating, 87 reviews

Gallery Apartment near Chianti

NinaRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Figline e Incisa Valdarno
4.93 out of 5 average rating, 472 reviews

Casa Rebecca with a small private pool

MuskanRating, 5 stars2 weeks ago
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
Guest favorite
Condo in Rifredi
4.92 out of 5 average rating, 167 reviews

VILLA LE PERGOLE - Florence

JennaRating, 5 stars1 week ago
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.
Top guest favorite
Condo in Siena
4.97 out of 5 average rating, 380 reviews

Palazzo Bichi Ruspoli-Historical Home-Very Central

MatthewRating, 5 stars3 weeks ago
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

Top guest favorite
Condo in Prato
4.94 out of 5 average rating, 157 reviews

Apartment "Il Teatro" - Prato historic center

MatthewRating, 5 stars1 day ago
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
Top guest favorite
Condo in Siena
4.96 out of 5 average rating, 170 reviews

Elegant vintage decorated home in the old Siena

DeniseRating, 5 stars3 weeks ago
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!
Guest favorite
Condo in Centro Storico
4.86 out of 5 average rating, 441 reviews

Stylish Terrace on Boboli Gardens

KellyRating, 5 stars2 weeks ago
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.
Guest favorite
Condo in Scandicci
4.94 out of 5 average rating, 155 reviews

Florentine Hills "LE SCALETTE"

StephanieRating, 5 stars2 months ago
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!
Guest favorite
Condo in Pienza
4.91 out of 5 average rating, 99 reviews

Amazing view of Val d'Orcia Pienza

AnneRating, 5 stars1 month ago
Very comfortable accommodations and gorgeous property and views
Top guest favorite
Condo in San Gimignano
4.96 out of 5 average rating, 111 reviews

Roberta apartment 100 m from San Gimignano

GerhardRating, 5 stars5 days ago
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!
Top guest favorite
Condo in Montepulciano
4.98 out of 5 average rating, 320 reviews

Residence In cerca d'Autore

WilliamRating, 5 stars1 week ago
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.
Top guest favorite
Condo in Siena
4.99 out of 5 average rating, 212 reviews

Palazzo del Taja - in the center with whirlpool

JordanRating, 5 stars3 weeks ago
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

Guest favorite
Condo in Cavriglia
4.88 out of 5 average rating, 150 reviews

Chianti La Pruneta, Michelangelo apartment.

TomRating, 5 stars1 week ago
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.
Top guest favorite
Condo in Castellina in Chianti
4.95 out of 5 average rating, 39 reviews

Il Giaggiolo – Chianti with a view

AmeliaRating, 5 stars2 weeks ago
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!!
Superhost
Condo in Castelnuovo Berardenga
5 out of 5 average rating, 5 reviews

San Rocco – Bellavista – Castello di Bossi

GaiaRating, 5 stars10 months ago
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
Guest favorite
Condo in Poggibonsi
4.83 out of 5 average rating, 35 reviews

Megognano 3

LynnRating, 5 stars8 months ago
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.
Guest favorite
Condo in Figline Valdarno
4.87 out of 5 average rating, 54 reviews

Agriturismo Casavecchia, l'Olivo

AnthonyRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Topina
4.97 out of 5 average rating, 31 reviews

Tuopina Chianti House [AC. - Free Parking]

InaRating, 5 stars1 week ago
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.
Top guest favorite
Condo in Castellina in Chianti
4.92 out of 5 average rating, 60 reviews

Apartment with terrace and stunning view

LeonRating, 5 stars1 week ago
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.
Guest favorite
Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviews

Orgiale Charme Residenz Castle

ShellRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Poggibonsi
  6. Condo rentals