
Apartment holiday rentals in Province of Siena
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Top-rated apartment rentals in Province of Siena
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Relaxing holiday, 5 apts +pool among the vineyards
Beautifully located domain near the tiny Pieve a Presciano with a beautiful view of the village and the surrounding cypresses. The pool is the great asset of this accommodation, cleanly maintained and very large. Furthermore, basic equipped and typical Tuscan, but everything you need is present.

Gallery Apartment near Chianti
Giuseppe was immediately ready and available. The apartment was impeccable and absolutely consistent with a photo and description. The bathroom was just renovated and it was new. I chose this apartment because it is very close to the Siena Eye Laser clinic where I had to make visits. Perfect.

Canonica, Camporsevoli.
No other than Amazing! A hidden gem in the heart of Tuscany. Never have we felt so truly welcome and almost part of the family from day 1. Stunning views from the apartment windows, beautiful and authentic furnitures and cool rooms in the tuscan heat. Many, many, many recommendations from the whole family!❤️

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.

Apartment in the heart of Siena
The suite matched the description and photos. Very convenient location - both sights and train station within easy walking distance, right outside the bus stop. Clear check in instructions, hosts send a lot of helpful tips and recommendations of places to visit. The suite maybe a little dark, the windows go out to the backyard, but you can't hear the street noises behind you. We had a good time and we loved it.

relaxation among the vineyards of Chianti1-IlVillinoFarmhouse
Loved our stay. Perfect location for vineyard tour

Casa Agrestino
We stayed in Laura's apartment for an Easter family visit. The environment is spacious, clean, comfortable. Very comfortable beds, very well-stocked kitchen. Overall, we were very satisfied.

Verdoliva farmhouse, “Leccino” apartment
We really enjoyed our stay with Norma. The family is very kind, helpful and warm. We felt very comfortable. Ideal for a stay with a dog. Easy access for shopping by car, to reach the city and close to very beautiful beaches. We were there in winter and it was very cozy. We'd be happy to go back any time.
Pet-friendly apartment rentals

'Mediterraneo' Cozy two-room apartment with garden
Nice apartment, comfortable and very well equipped. Ideal for those with a small dog. Downtown is within walking distance. Friendly and helpful host.

Il Piccolo Ristoro
A great place to stay when are in Arezzo. Property is all single owned and even has side yard &. some backyard...In the middle of the city! Sure, its a 10-12 min brisk walk into the heart of downtown. But that's what makes this place special & quiet. Hosts were very helpful in connecting one of our group to local wine tasting room who assisted us in setting up some self-drive tasting adventures. A another in our group asked for a few things which could not found in apt, and host responded in minutes. We can't really say anything bad the apt or host re our 7nht stay.

Cozy house in the vineyard -Fogliadalloro-
quiet place both for us and for our dog who immediately made friends with the host's 2 dogs (Bretta and Charly)❤️❤️❤️, we will return as soon as possible!!!

Elegant vintage decorated home in the old Siena
Grazia is a wonderful host and her place is exceptionally beautiful. It is located in the heart of Siena and close to all amenities. Highly recommend.

Le Fornaci Holiday Home - Dondo Apartment
Very nice location , essential but functional. Great convenience to be able to use the restaurant (with prior reservation). Improvement points, more equipment in the kitchen(cutlery , bottle opener, nothing not recoverable after reporting), the bed pillows are quite uncomfortable. We will gladly return

Historic centre - cozy apartment
Helga and Federico's apartment is excellent, very well located and clean! We had an amazing stay! We were greeted by Federico, which is very friendly! He showed us where to park our car for free in a parking lot very close to the apartment (only 5 minutes walk away). We would definitely stay in again and recommend it to everyone.

Liberty Siena Flat 2
Perfect apartment in the middle of Siena, a stones throw away from everything you would like to see as a tourist. Great, helpful and communicative host who went out of her way to make sure we had a great stay and took the time to give personal tips. ❤️ A few things in the apartment description did not quite match – the apartment is not on the ground floor but on the first floor (it matters to us traveling with a stroller and had to fold up and carry it up the stairs), and the free parking refers to the free parking spaces that can be found around town. Those are small things in the context - overall we were super happy with both accommodation and host!

quiet oasis large garden right in the centre Duomo
Our group stayed for the Strade Bianche weekend to ride the Granfondo after watching the pros the day before. Giovanna's villa was fantastic for us. We had everything we needed and she was more than happy to answer any questions for us. would highly recommend.
Apartment rentals with a pool

Tuscan Escape with Pool, Close to San Gimignano
Small and cozy apartment with an amazing pool. The apartment was clean and had everything we needed for the vacation. Francesca gave us some tips for restaurants near the apartment and in San Gimignano which was very nice. We had a very pleasant stay, thank you Francesca and Mauro! :)

💜 "Gaia" at Podere Le Fontanelle
It’s the best airbnb we’ve ever been to. Gaia is amazing and she’s very responsive! The place is very clean with magical views. We will be back and recommend this place to family & friends! Very peaceful and very clean! Love it

Ebe Rooms - La Cruna Apartment
Gorgeous tranquil place, divine swimming pool and lovely hosts. Would love to stay again!

Tenuta di Pomine Certaldo (Fi) Edera Apartment
Excellant location, right in the middle of vineyards and mountain. The house was very well equipped, and it the terrace were great. Bettina was a great host, she sent us clear instructions on getting to the house (avoiding some dirty tracks). Our car was stuck on one day and she was super helpful in arranging help. Certainly recommend to someone who wants a nice peaceful stay, whilst still being close to town (Certaldo) and tourist places ( Pisa, Florence)

Il Chicchino, Swimming Pool, Tennis, Wi-Fi, Park
We thoroughly enjoyed our stay at Daphne's place. It is set amongst beautiful manicured gardens, a large pool (which was covered due to seasons end), a tennis court and the views across the Tuscan landscape are incredible. The apartment itself was immaculate and looked better than the photos. It is well appointed, spotlessly clean and modern. We found Montefollonico to be quieter than other tourist destinations and it's a short walk/drive from the residence. It too is beautiful and charming. There's only one Grocery store specializing in Tuscan products and more, It catered for pretty much all we needed. There's also a pharmacy, a quaint bar and a restaurant that was surprisingly good, and the owner is quite the character, in a good way :). Montepulciano is a short 15 or so minute drive away. Having a car is a must unless you just want to spend quality time away from everything and relax in a most beautiful, tranquil and private setting. Thank you Daphne, we loved our stay.

Il Loggiato, 2 bedrooms with a view
Stunning place. Loved the vineyard, olive trees and pool. Exactly what I was looking for in a Tuscan experience!!

Beautiful countryside annex with swimming pool!
Our stay at Fiamma's agritourism farmhouse near Siena was absolutely incredible. The location is like something out of a dream—surrounded by stunning landscapes that make you feel like you're in a postcard. The house itself is beautiful, with cozy, well-appointed rooms that made us feel right at home. Our kids had a blast, especially with the swimming pool overlooking vineyards, which was perfect for relaxing after a day of exploring the Tuscan countryside. Fiamma and her husband were fantastic hoss, always making sure we had everything we needed. We couldn't have asked for a better experience, and we can't wait to return

Entire house for couple with exclusive pool
The highlight of our tour around Italy, simply stunning. The outside area is the obvious highlight; the lovely pool overlooking iconic Tuscan scenery, but the inside is also perfect (didn’t think we’d fully use the two bathrooms but we did!!!). Matteo was a great host and couldn’t do enough for us - he even led the way in his car to help us find the restaurant he’d recommended when we arrived (one of our best meals of our holiday). A truly magical stay.
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- Duomo di Firenze
- Ponte Vecchio
- Teatro Verdi
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- CavallinoMatto
- Uffizi Gallery
- Parco delle Cascine
- Marina di Grosseto beach
- Mercato Centrale
- Basilica di Santa Croce
- The Boboli Gardens
- Stadio Artemio Franchi
- Pitti Palace
- Piazzale Michelangelo
- Kite Beach Fiumara
- Santa Maria della Scala
- Piazza della Repubblica
- Teatro della Pergola
- Palazzo Vecchio
- Avignonesi Winery Fattoria Le Capezzine
- Podere La Marronaia, Sosta alle Colonne
- Palazzo Medici Riccardi
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