
Condo vacation rentals in Province of Siena
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Top-rated condo 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.

Top Apartment Palazzo Tufi with Garage, out LTZ
Great apartment in a fabulous location. Francesco is very helpful and gave great recommendations. Would not hesitate to stay here again. Grazie

Gallery Apartment near Chianti
Kind host, spacious space and very clean!

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
It was a comfortable setting, beautiful scenery, we had a good Tuscany, looking forward to be back again

Charming apartment in Tuscany
The hosts were incredibly friendly and understanding, they were also very good with communication!
Pet-friendly condo rentals

'Mediterraneo' Cozy two-room apartment with garden
Niceapartment, comfortable and very equipped. Ideal for those with a dog. Downtown on foot. 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 for both us and our dog who immediately made friends with the host's 2 dogs (Bretta and Charly)❤️❤️❤️, we will be back as soon as possible!!!

Elegant vintage decorated home in the old Siena
Great welcome and the stay was comfortable and equipped at a price paid. Everything the apartment was perfectly heated as per my request. I particularly appreciated the Falomo memory mattress that I found of high quality. I highly recommend this apartment to have a nice experience in Siena .

Cozy bright accommodation near downtown
Long weekend spent in tranquility a short distance from the center. Very quiet and family friendly area, very clean and tidy house, equipped as if lived daily. A nice walk takes you to the historic center. We had a great time and if we return to Arezzo we will definitely contact Silvia, whom I thank for the sheep kinder for my two girls, sometimes small gestures make a difference. Have a great life!

Le Fornaci Holiday Home - Dondo Apartment
We've been guests to six people. When we arrived in the evening, the apartment was as described, well heated and comfortable The staff is courteous, kind and always available. We had dinner in their restaurant, high quality cuisine at affordable prices. Repeat experience

Historic centre - cozy apartment
This was my partner and I’s second time staying in this apartment with Federico and Helga and it was just as the first time - 5 stars all around! The apartment is perfect, the location is accessible to everything but is also peaceful and quiet and Federico is very kind and helpful. I would absolutely stay a third time!

Liberty Siena Flat (New Apt 2)
Super clean, easy check-in and check-out, great location, in the city's heart, and a short walk to everything! As a woman in her 20s, I stayed alone and felt safe and secure. Would recommend!
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Thanks for a fantastic few days Massimo! I don't think we could have picked a better place for our Tuscany holiday. The view of the valley was beautiful and the apartment was the perfect size for us two! The cooking class was amazing and we really loved the wine tasting at the local wineries as well.

💜 "Gaia" at Podere Le Fontanelle
Amazing location, near to multiple restaurants. The place was very nice, overall an amazing experience !

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

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.

[Ninfea] Ancient House in Tuscany
Wish we could’ve stayed here longer! Gorgeous location and lovely interior. The bathroom was amazing. Such a nice stay!
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- Duomo di Firenze
- Ponte Vecchio
- Teatro Verdi
- Parco Nazionale delle Foreste Casentinesi
- Basilica of Santa Maria Novella
- Fortezza da Basso
- CavallinoMatto
- Uffizi Gallery
- Basilica di Santa Croce
- Pitti Palace
- Mercato Centrale
- Parco delle Cascine
- Stadio Artemio Franchi
- Teatro Tuscanyhall
- Piazzale Michelangelo
- Piazza della Repubblica
- Teatro della Pergola
- The Boboli Gardens
- Palazzo Vecchio
- Medici Chapels
- Cavallino Matto
- Spiaggia Marina di Cecina
- Cala Di Forno
- Golf Club Toscana
- Things to do Province of Siena
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