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Condo vacation rentals in Province of Siena

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Popular amenities for Province of Siena condo rentals

Weekly condo rentals

Guest favorite
Condo in Siena
5 out of 5 average rating, 29 reviews

Top Apartment with Garage, no LTZ +stay+save

AbdullatifRating, 5 stars1 week ago
It's amazing location very near the city centre and have parking cozy apartments feel like home and the host is very friendly and kind clean u will have all what u want i recommend very much 👍🏻👍🏻 Abdultaif from kuwait 🇰🇼
Guest favorite
Condo in Poggibonsi
4.96 out of 5 average rating, 68 reviews

Gallery Apartment near Chianti

MartinaRating, 5 stars2 weeks ago
We stayed here for the days of eye surgery at Siena Eye Laser. The accommodation is very close to the clinic (2 minutes walk), there are several restaurants nearby and the center can be reached in about 10 minutes. The house was perfect and cared for in every detail, clean and hospitable. The host was super kind and helpful, in the house he also left us a small assortment for breakfast, very appreciated. Highly recommended for a stay in Poggibonsi!! Thank you Giuseppe!
Guest favorite
A cozy living room features a spacious white couch positioned around a dark wooden coffee table stacked with magazines. Exposed wooden beams adorn the ceiling, while warm yellow walls create a welcoming ambiance. A vintage wooden dresser adds character, and a doorway leads to the adjoining bedroom.
Condo in Piazze
4.95 out of 5 average rating, 20 reviews

Canonica, Camporsevoli

NikolajRating, 5 stars7 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
A spacious bedroom features a cozy bed with a floral-patterned blanket. Natural light fills the room through a large window, which opens to views of greenery. Wooden beams adorn the ceiling, and a bedside table with lamps adds warmth to the atmosphere.
Condo in San Gimignano
5 out of 5 average rating, 4 reviews

Apartment Melissa

StéphanieRating, 5 stars80 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.
Guest favorite
The image captures the view from the ground looking up into a spacious courtyard. Light streams through an open sky, surrounded by ornate architectural details and multiple windows with shutters. The walls exhibit decorative patterns, enhancing the structure's historical charm.
Condo in Siena
4.86 out of 5 average rating, 343 reviews

Apartment in the heart of Siena

GiedreRating, 5 stars4 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 favorite
A shaded outdoor terrace features a rustic wooden table set with wine glasses and a bottle of Chianti, accompanied by a plate of snacks. Lush greenery and tall trees are visible in the background, contributing to a serene countryside view.
Condo in Castellina In Chianti
4.79 out of 5 average rating, 322 reviews

relaxation among the vineyards of Chianti1-IlVillinoFarmhouse

kellieRating, 5 stars3 months ago
Thank you Liza e Filippo. The location is great, quiet, very clean and spacious.
Guest favorite
Condo in Poggibonsi
4.93 out of 5 average rating, 41 reviews

Charming apartment in Tuscany

MichelleRating, 5 stars4 months ago
The hosts were incredibly friendly and understanding, they were also very good with communication!
Guest favorite
A set of double wooden doors with glass panels is framed by a peach-colored wall. The doors reflect the outdoor scenery, including olive trees and a gravel path. A rustic bench sits beside the entrance, adding to the inviting exterior.
Condo in Castiglione della Pescaia
4.79 out of 5 average rating, 43 reviews

Agriturismo verdoliva,apartment "leccino"

MelanieRating, 5 stars1 month 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, getting to the city and close to very nice beaches. We were there in the winter and it was very welcoming. I look forward to seeing you again at any time.

Pet-friendly condo rentals

Guest favorite
A large, quiet bedroom features a double bed covered with a white duvet. The French window opens to an internal garden, allowing natural light to fill the room. A potted plant is visible outside, surrounded by green foliage.
Condo in Arezzo
4.98 out of 5 average rating, 41 reviews

'Mediterraneo' Cozy two-room apartment with garden

RobertoRating, 5 stars1 month ago
Niceapartment, comfortable and very equipped. Ideal for those with a dog. Downtown on foot. Friendly and helpful host.
Guest favorite
The exterior features a well-maintained pathway leading to the entrance, flanked by decorative flower pots with vibrant blooms. Lush greenery and trees provide a natural backdrop, and architectural details are accentuated by soft evening light.
Condo in Arezzo
4.85 out of 5 average rating, 89 reviews

Il Piccolo Ristoro

MilenaRating, 5 stars2 months ago
Apartment a short walk from the center and station,spacious,comfortable,clean and equipped, plus I found cookies,local specialties,a real delight. Frankish and Laura are delicious people,friendly always ready for every request. The city is well worth a visit both from a cultural, gastronomic point of view and many shops for shopping. Christmas the city is wonderful. I recommend this place I would be happy to go back.
Guest favorite
A bright bedroom features a spacious bed adorned with natural-toned linens and decorative pillows. A large window allows light to fill the space, showcasing a view of greenery outside. A wooden cabinet and bookshelf are positioned against the wall, enhancing the room's functionality.
Condo in Arezzo
4.76 out of 5 average rating, 29 reviews

Cozy house in the vineyard -Fogliadalloro-

LeonardoRating, 5 stars2 months ago
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!!!
Guest favorite
Condo in Siena
4.97 out of 5 average rating, 164 reviews

Elegant vintage decorated home in the old Siena

TimRating, 5 stars4 months ago
Grace’s place was very nice. Close to everything. Clean and comfortable. She is a great person to communicate with and was very proactive in reaching out. Highly recommend.
Superhost
An inviting living area is presented with a rustic wooden dining table and four chairs. The space features exposed wooden beams and a staircase leading to the upper level. A comfortable sofa is positioned to allow views of the outdoor area through large doors, enhancing the natural light.
Condo in Laterina
5 out of 5 average rating, 3 reviews

Casa vacanze Le Fornaci - Apartamento Dondo

ManuelaRating, 5 stars2 months ago
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
Guest favorite
A well-equipped kitchen is featured, highlighted by earthy green cabinetry and a tiled countertop. A wooden dining table with matching chairs is positioned nearby. An arched doorway leads to a separate room, while ample natural light enters through the windows, emphasizing the warm tones of the tiled flooring.
Condo in San Gimignano
4.82 out of 5 average rating, 219 reviews

Historic centre - cozy apartment

ЯнаRating, 5 stars4 days ago
A great place with great location. The host was also very welcoming and kind.
Guest favorite
The image depicts a tranquil pool area surrounded by vibrant blooming flowers in pink shades. Poolside loungers are positioned beside an umbrella, with olive trees and green landscaping visible in the background, creating a serene outdoor space.
Condo in Poggibonsi
4.73 out of 5 average rating, 253 reviews

PODERE VAL DI GALLO CHIANTI SIENA

JamieRating, 5 stars5 months ago
Loved our stay here. The property is beautiful and Silvia is a wonderful helpful host. We had everything we needed for us and our baby for a peaceful cozy stay.
Guest favorite
A bright living space is visible, featuring a modern kitchen area with sleek cabinetry and appliances. A gray sofa with an orange accent pillow complements a dining table with four chairs. Photographs showcasing equestrian themes decorate the walls, providing a cultural touch.
Condo in Siena
4.89 out of 5 average rating, 108 reviews

Casa Ermini

BojidarRating, 5 stars1 month ago
If you want a place to stay just outside the ZTL in Siena and within a walkable distance to the city centre - Massimiliano's place is the one for you! Sptless clean, easy instructions with both photos and videos, two level apartment, that has all! Don't hesitate if you are a couple of even 4 friends, the apartment was impeccable! Thank you, Massimiliano, for the great stay!

Condo rentals with a pool

Superhost
The image features a scenic pathway leading to a quaint Tuscan village setting. A swimming pool is visible among the trees, with rustic buildings showcasing warm earth tones. Lush greenery surrounds the area, enhancing the tranquil countryside atmosphere.
Condo in Gambassi Terme
5 out of 5 average rating, 3 reviews

Tuscan Escape with Pool, Close to San Gimignano

AnnaRating, 5 stars5 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 favorite
A rustic stone house is set against a clear blue sky, with a gentle slope of grass surrounding it. Tall trees frame the property, enhancing the serene countryside atmosphere. The entrance features a wooden door, and soft sunlight casts a warm glow over the exterior.
Condo in Radda in Chianti
4.83 out of 5 average rating, 83 reviews

💜 "Gaia" Podere Le Fontanelle

SantiagoRating, 5 stars1 month ago
Amazing location, near to multiple restaurants. The place was very nice, overall an amazing experience !
Guest favorite
A serene pool area is framed by lush garden greenery, featuring a clear blue pool with a surrounding stone deck. Two white lounge chairs and a small side table are positioned nearby, inviting relaxation in the tranquil outdoor environment.
Condo in Pieve Vecchia
4.93 out of 5 average rating, 46 reviews

Ebe Rooms - La Cruna Apartment

ElenaRating, 5 stars5 months ago
Gorgeous tranquil place, divine swimming pool and lovely hosts. Would love to stay again!
Guest favorite
A spacious outdoor pool is surrounded by lush greenery, offering a serene atmosphere. Sun loungers are arranged along the poolside, with a shaded area provided by an umbrella nearby. The clear blue water reflects the sky, enhancing the tranquil setting.
Condo in Montefollonico
4.91 out of 5 average rating, 56 reviews

Il Chicchino,Swimmingpool,Tennis,Wi-Fi, Park

NectariosRating, 5 stars3 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
A freshwater pool is framed by a stone patio, surrounded by lounge chairs and umbrellas. Lush greenery and trees create a tranquil setting, while rolling hills are visible in the background under a clear blue sky. The pool invites relaxation and enjoyment of the landscape.
Condo in San Gimignanello
5 out of 5 average rating, 5 reviews

Il Loggiato, 2 bedrooms with a view

LaurenRating, 5 stars5 months ago
Stunning place. Loved the vineyard, olive trees and pool. Exactly what I was looking for in a Tuscan experience!!
Guest favorite
Condo in Castelnuovo Berardenga
4.91 out of 5 average rating, 35 reviews

Beautiful countryside outbuilding with swimming pool!

YoavRating, 5 stars6 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
Guest favorite
Condo in Barberino Tavarnelle
5 out of 5 average rating, 27 reviews

Entire house for couple with exclusive pool

RussellRating, 5 stars5 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.
Guest favorite
The exterior of the apartment features a spacious garden with a wooden deck and an elevated pool. A stone pathway leads to the entrance. The structure is surrounded by lush greenery and traditional Tuscan buildings, creating a serene environment.
Condo in Castiglioni
4.91 out of 5 average rating, 100 reviews

[Ninfea] Ancient House in Tuscany

NikiRating, 5 stars4 months ago
Wish we could’ve stayed here longer! Gorgeous location and lovely interior. The bathroom was amazing. Such a nice stay!

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Province of Siena
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