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Apartment holiday rentals in Province of Siena

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Popular amenities for Province of Siena apartment rentals

Weekly apartment rentals

Superhost
Apartment
4.81 out of 5 average rating, 16 reviews

Relaxing holiday, 5 apts +pool among the vineyards

FelixRating, 5 stars9 months ago
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.
Top guest favourite
Apartment
4.95 out of 5 average rating, 79 reviews

Gallery Apartment near Chianti

GiovanniRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment
4.95 out of 5 average rating, 20 reviews

Canonica, Camporsevoli.

NikolajRating, 5 stars9 months ago
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!❤️
Superhost
Apartment
5 out of 5 average rating, 4 reviews

Apartment Melissa

StéphanieRating, 5 stars82 months ago
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.
Top guest favourite
Apartment
4.86 out of 5 average rating, 343 reviews

Apartment in the heart of Siena

GiedreRating, 5 stars6 months ago
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.
Guest favourite
Apartment
4.79 out of 5 average rating, 325 reviews

relaxation among the vineyards of Chianti1-IlVillinoFarmhouse

AudreyRating, 5 stars1 week ago
Loved our stay. Perfect location for vineyard tour
Guest favourite
Apartment
4.85 out of 5 average rating, 102 reviews

Casa Agrestino

AlessandroRating, 5 stars2 days ago
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.
Guest favourite
Apartment
4.79 out of 5 average rating, 43 reviews

Verdoliva farmhouse, “Leccino” apartment

MelanieRating, 5 stars3 months ago
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

Guest favourite
Apartment
4.98 out of 5 average rating, 41 reviews

'Mediterraneo' Cozy two-room apartment with garden

RobertoRating, 5 stars3 months ago
Nice apartment, comfortable and very well equipped. Ideal for those with a small dog. Downtown is within walking distance. Friendly and helpful host.
Guest favourite
Apartment
4.86 out of 5 average rating, 92 reviews

Il Piccolo Ristoro

BRating, 5 stars1 month ago
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.
Guest favourite
Apartment
4.76 out of 5 average rating, 29 reviews

Cozy house in the vineyard -Fogliadalloro-

LeonardoRating, 5 stars4 months ago
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!!!
Top guest favourite
Apartment
4.96 out of 5 average rating, 167 reviews

Elegant vintage decorated home in the old Siena

HeatherRating, 5 stars1 week ago
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.
Superhost
Apartment
5 out of 5 average rating, 4 reviews

Le Fornaci Holiday Home - Dondo Apartment

AndreaRating, 5 stars2 days ago
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
Guest favourite
Apartment
4.83 out of 5 average rating, 224 reviews

Historic centre - cozy apartment

MateusRating, 5 stars5 days ago
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.
Superhost
Apartment
4.81 out of 5 average rating, 282 reviews

Liberty Siena Flat 2

AgnesRating, 5 stars1 month ago
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!
Top guest favourite
Apartment
4.83 out of 5 average rating, 113 reviews

quiet oasis large garden right in the centre Duomo

RobRating, 5 stars1 month ago
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

Superhost
Apartment
5 out of 5 average rating, 3 reviews

Tuscan Escape with Pool, Close to San Gimignano

AnnaRating, 5 stars7 months ago
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! :)
Guest favourite
Apartment
4.84 out of 5 average rating, 86 reviews

💜 "Gaia" at Podere Le Fontanelle

SabinaRating, 5 stars5 days ago
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
Top guest favourite
Apartment
4.93 out of 5 average rating, 46 reviews

Ebe Rooms - La Cruna Apartment

ElenaRating, 5 stars7 months ago
Gorgeous tranquil place, divine swimming pool and lovely hosts. Would love to stay again!
Guest favourite
Apartment
4.81 out of 5 average rating, 84 reviews

Tenuta di Pomine Certaldo (Fi) Edera Apartment

HimanshuRating, 5 stars7 months ago
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)
Superhost
Apartment
4.88 out of 5 average rating, 57 reviews

Il Chicchino, Swimming Pool, Tennis, Wi-Fi, Park

NectariosRating, 5 stars5 months ago
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.
Superhost
Apartment
5 out of 5 average rating, 5 reviews

Il Loggiato, 2 bedrooms with a view

LaurenRating, 5 stars7 months ago
Stunning place. Loved the vineyard, olive trees and pool. Exactly what I was looking for in a Tuscan experience!!
Guest favourite
Apartment
4.91 out of 5 average rating, 35 reviews

Beautiful countryside annex with swimming pool!

YoavRating, 5 stars8 months ago
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
Top guest favourite
Apartment
5 out of 5 average rating, 27 reviews

Entire house for couple with exclusive pool

RussellRating, 5 stars7 months ago
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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