
Vacation home rentals in Siena
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Top-rated vacation home rentals in Siena
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Family-friendly vacation home rentals

I Castagnini - Orange
My partner and I spent four days in Marco's apartment, they were four days of relaxation, we felt welcomed as family. Antonietta and Francesco, Marco's father and mother (two people like there aren't many, kind, generous, two people with whom it is pleasant to get lost in their stories) who live upstairs from the apartment, pampered us and made us feel at home. We'll definitely be back next time, the three of us.

Foresteria 4 Relax on hill: Jacuzzi, Boules, Pool
Maria’s place was such a treat for a long weekend. There are many things to do outdoors and for us it was perfect to relax with the sound of nature 24/7. There are many kids activities in the house (toys, games, puzzles$ and the nature surrounding the house is fun to explore! Mini playground is also great just across the street. We enjoyed her hospitality and kindness. Maria was always responsive, helpful, and gave great restaurant and activities recommendations.

Studio in Tuscan farmhouse with pool & views
Beautiful accommodation in Tuscany with fantastic views. Simply great, we are thrilled and definitely want to come back. Fabio is super nice and the place offers everything you need. Highly recommended !

Podere La Castellina - No. 1 COTTAGE
Daniele and Simone’s place in Tuscany is beautiful. It is such a peaceful and pretty setting with amazing views particularly from the lovely terrace. Our cottage was perfect for our family of four. Comfortable beds and everything we needed. We explored some of the villages nearby as well as wineries and restaurants recommended by Simona which were excellent. We would love to have stayed another night.

Tuscan Orchard
I loved the house! It was so beautiful, cozy and clean. I will definitely book it next time I am in Montespertoli. Fiammetta and Leonardo were very sweet!

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Arnaldo's home was wonderful!!! It was perfect for three couples. With private entrances to each apartment, we could all have our privacy but also gather together in the larger downstairs apartment or around the pool. Lorenza was very responsive, even though she was in Portugal when we arrived. She made sure her father and mother were there to show us around and even opened the gate remotely for our friends who arrived a day later than us so we could begin exploring the area and didn't have to be there when they arrived. The villa is beautiful and was exactly as described. We LOVED our time there--a perfect place to celebrate our 50th wedding anniversary!

Apartment with swimming pool and garden
Very beautiful views and Serena as a hostess is the best you can get. Very attentive, understanding and forthcoming.

Ancient stone farmhouse with park and pool
We had a wonderful stay at Stella’s farmhouse. The grounds and surroundings were excellent for walking and exploring in the mornings and late afternoons. The accommodations very comfortable for our multigenerational family. Stella was an excellent host! Very kind, helpful with all our questions, and provided us some nice recommendations for the region. We would love to return!
Vacation home rentals with a patio

Country house short distance from the sea
We had a very nice week at Silvia's place! We immediately felt comfortable and lacked nothing! We will be happy to come back!

il Forno - 2-bedroom poolside
we had an amazing time in piagaro,and Thomas gave so mutch information about the Village and a guide around when we arrived. that was really good. he was also a really interesting and reflected man. We had some really good conversations and I would love to come back to his place. I used the cafe every morning for the morning coffee just to take in the atmosphere in the village with the most lovely staff there . LOVELY 😃. truly a special stay for us. we wish them the very best 🥰 Morten with family

Cozy Cottage with a beautiful view - Casa Luciano
We had a very nice time at Casa Luciano! Unfortunately, we could not use the great pool in March (although ice bathing is becoming more and more popular ;-)). The area is very nice and quiet. We were able to hike, explore Campagnatico and other places. Once we were able to enjoy the good food in Vecchia Oliviera. (Attention: Pizza is only available from about May) We also supported the village shop properly. It has a decent selection for its size. Thanks Mel for the always timely support with questions and problems! We will recommend the accommodation and maybe we will also manage to vacation here during the pool season.

Fontarcella, H&R- mediterranean home with jacuzzi
Michelangelo's Airbnb was the perfect place for a relaxing break. Everything was as in the pictures - very modern, clean and with a lot of love for detail. Nothing was missing. Michelangelo was a great host, always quick to reach and gave us helpful tips.

Podere Sant'Anna | Fiordaliso House
The place of the house is very beautiful and calm and also the hostess Romanella was very helpful. We enjoyed this very residence in a special place. You can go to Florence and Pisa by one hour

Gorgeous tranquil farmhouse 5 min from Castiglione
We loved our stay at this farmhouse near the Lake! very roomy and clean and well stocked for our group of 7. Easy to coordinate travels around Umbria and Tuscany, and we loved exploring the Lake towns, especially the Castiglione del Lago center! Easy to follow instructions for house operations, access and directions! We loved the decor, and local ceramics, and the great reading selections- fun library of history, art, cookbooks, and local travel ideas. We loved having downtime and the tranquil area amid pastured and horses; my kids took advantage of sunny weather in early April and did watercolor painting and naps in the sun amid the olive trees in the back yard. It was a little too remote for walking to town (the ruts in access roads were hard on our car, and road construction nearby made for minor inconveniences,) but all in all, a perfect place for our holiday!

Vacation home Il piccolo rifugio
We had a lovely stay at Annalisa's. She had nice touches for us and we thank her. She is also very responsive.

Il Pollaio guests house
We enjoyed 3 nights in this beautiful home. Everything in the home was lovely and we wish we could have stayed longer. We met with Elisa and she shared some local recommendations for us which we greatly appreciated. She also left us a lovely bottle of wine which was very thoughtful. Although Panicale is small, we felt right at home immediately. We loved that you could walk to two little cafes and several amazing restaurants. We enjoyed two wonderful meals in Panicale and our morning coffee and pastry at one of the small cafes. We loved this location and explored several other small Italian villages which were close by. We enjoyed talking to some of the locals and learning more about this charming town. Our stay at Elisa's was very nice and we had everything we needed. We hope to come back.
Vacation home rentals with a washer and dryer

Beautiful rustic shabby, swimming pool on request
Carla's house is beautiful,finished. The owner was very kind and accommodated our requests. He welcomed us with a great aperitif. We were all pleasantly amazed and satisfied. We couldn't have expected better. We will definitely be back! Thank you Carla!

Farmhouse in the countryside with swimming pool Solatìo
We highly recommend Marco's Airbnb! The apartment itself is stylish and spotlessly clean, with exceptionally comfortable beds ensuring a restful night's sleep. What truly stood out was Marco's outstanding hospitality. His local recommendations were spot on, and when we had a slight navigation mishap, he went above and beyond by personally guiding us to the property. Marco's responsiveness and care made our stay truly memorable. Thank you!

White lily with a view of Siena
This was the second time we stayed in one of Marta‘s apartments! I think that says it all already. We are just in love with the location and the apartments always make you feel at home right away! Thank you again Marta for hosting us (and the delicious vino 🍷😄). We will be back 100%!

"VERDE" apartment 2/5 people, swimming pool, garden
My partner and our two dogs only stayed two days from December 31 to January 2 in the "Green Apartment"; The apartment was very clean and well-stocked from every point of view ( kitchen, bathroom and bedroom) the spaces are quietly there for a long vacation. We are from the Florence area, and finding ourselves in the middle of all that greenery very close to the center and all the services did not seem true. The entire farm is very well cared for and you can enjoy the stay in relaxation, being very quiet. Unfortunately, staying in winter we could not enjoy the very large outdoor pool, but you can see that it is well maintained. We'll definitely be back to get away from the routine towards the hottest season. Highly recommended for those who want to visit Florence and its surroundings and spend a long vacation.

Melarancio Residence
Fabulous location, and looks just like the photos. Loved the ease of check in at the nearby hotel and ability to store luggage there. Having a washer and dryer combo (especially a dryer - this seems like it may be a more rare amenity here) was so helpful for packing light! Very comfortable beds and quiet for sleeping considering how close the apartment is to all the action. Loved that there was an elevator but it was also just a couple flights up the stairs so you had two good options. Loved our stay!

Apartment in historic Villa in Siena_"IL MANGIA"
This was such a wonderful experience, enjoyed the beautiful courtyard for 4 days, clean rooms, quaint and textured furnishings and set up, it does have a warm home feel.Many times I want to be lazy in the room, enjoy the sunshine of the courtyard, and enjoy all the amenities provided in the room.I highly recommend this homestay, take a bus at the door for a few minutes to the ancient city of Siena, we go up each time to the ancient city on foot, you can enjoy the pastoral scenery of Tuscany all the way, thank you Cristina and her brother for their warm and thoughtful service, and the opportunity to come back here later.

Tower House of the 1000
Wonderful, very nice apartment in an original house. Great view! The hostess is very friendly and straightforward, really recommended!

The Cricket's Cage <Anna Maria> (A-04)
We thoroughly enjoyed our stay. This was such a perfect location. It was very central, but so quiet and extremely peaceful! The space was beautiful and everything was as described. The staff was very helpful, friendly and accommodating! We would love to stay again when we visit Florence!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Gulf of Baratti
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Parco delle Cascine
- Marina di Grosseto beach
- Piazza della Repubblica
- Stadio Artemio Franchi
- Pitti Palace
- Kite Beach Fiumara
- Mercato Centrale
- The Boboli Gardens
- Cavallino Matto
- Teatro Tuscanyhall
- Teatro Verdi
- Palazzo Vecchio
- Things to do Siena
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