
Vacation rentals with outdoor seating in Chianni
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Top-rated outdoor seating rentals in Chianni
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Popular amenities for Chianni outdoor seating rentals
House rentals with outdoor seating

StageROOM03 -Chianti Idillic Country living
We loved the villa. It was private and had an incredible setting. Ivan was very responsive and incredibly helpful in suggesting restaurants and other activities. The only issue we had was finding the unit when we arrived. It was a little confusing at first to find our way to the villa.

Cercis - La Palmierina
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!

House with a breathless view in Tuscany
It would be simply impossible to overstate how fantastic our stay here was. We're a well travelled family worldwide, and can honestly say we've never experienced anything quite like this week. The property is a hidden gem nestled in the side of the beautiful ancient village of Peccioli, surrounded by rolling hills of olive groves and vineyards as far as the eye can see. Enjoy breakfast/coffee in the private courtyard & gardens with morning sun pouring over you, or settle in for an evening listening to wildlife with a glass of Tuscan wine. The property is well equipped and boasts clean, tasteful sleeping area which my girls greatly enjoyed sleeping in the ceiling/mezzanine space! However, the big differentiator is Elena herself. You would be lucky to meet such a beautiful, warm, kind and sincere lady. She helped us enormously with local knowledge & advice about places we'd never have found, and can now say we'll never forget. Elena made this stay amazing, and we'll be coming back!!

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.

Casa Al Poggio & Chianti view
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.

Casa al Gianni - Il Fienile di Simignano
Zona stupenda. La casa si trova nella fattoria della famiglia Pezzini, un borghetto con una ventina di persone che vi abitano, tra cui la famiglia stessa. Attorno ci sono i maiali di cinta senese, tipici della zona. Il borghetto è una chicca da scoprire, le persone stupende. La casa aveva tutti i comfort, ogni camera con il suo bagno privato, arredata con cura, perfetta per i gruppi di amici o le famiglie. Cristina, la proprietaria, è stata gentilissima e disponibile, e quando c’è stato un malfunzionamento con la jacuzzi su cui non è stato possibile intervenire subito (l’elettricista non arrivava prima di lunedì, ed era sabato) si sono scusati tantissimo e ci sono venuti incontro sul check out prolungato. Veramente una splendida scoperta. Torneremo molto volentieri.

Secret Garden Siena
The Siena Secret Garden apartment was amazing. We loved the location, and it was quiet and comfortable and stocked with a lot of beautiful art, books, and movies. Would definitely stay here again!

Paluffo Stillo House
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!
Apartment rentals with outdoor seating

Piccola Corte
Giulia was so great at communicating details and quick to resolve any around I had. The only thing I could say is that only one person can have a HOT shower. This place is for anyone who wants to use it as a central location to pisa, Florence and surrounds. It was lovely but there is not much to see or do within the town. The bar/coffee shop was always lively with locals and tourists 😁

Appartamento "Red Rose" con vista su Siena.
Netter Empfang von Lorenzo dem Vater von Marta. Eigener privater Garten, sehr ruhige Lage. Richtig zum Erholen.

Enjoy a Boutique Penthouse Near the Duomo
If Lorenzo's place is available, just book it. You couldn't be more centrally located. Everything in Florence is walking distance from the unit. The view of the Duomo from the main room is stunning. The stairs can be a little tough if you have heavy luggage but the elevator helps a lot. The air conditioning in the unit is also top notch. It was very hot during our stay and walking back in to the cold unit felt great. Thanks for an awesome stay!

APPARTAMENTO ULIVO - CHIANTI
Liniste, locuri splendide, amplasare excelenta, oameni faini!

Villa di Geggiano - Perellino Suite
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

Farmhouse with swimming pool with wonderful view
We loved our stay so much we extended for another two nights! The area is very private so make sure you have a rental car and purchase groceries. Lots of cute towns close by but nothing within walking distance. The pool was great and we almost had the place to ourselves. The second two days had more guests around which was nice as well. The hosts were lovely and friendly and available for any questions. Great spot!

I Tramonti di Eramo , Montepulciano centro.
Spectacular view as pictured. Since the apartment is located in the historic center, you need to park at a parking lot a little outside the center (which is the case for all the apartments in the area). Apartment was overall more spacious than expected. Although the balcony was quite narrow, the beautiful view made up for it. Location was convenient to walk to many shops and restaurants.

casa mezzomonte Apt Timo
Nous avons passé 4 jours magnifiques chez Flaminia. Le gîte est très joli, il y a tout ce qu’il faut. Le jardin est enchanteur, la vue est magnifique. Flaminia nous a régalé avec ses recettes home made, au diner et au petit déjeuner. Et le cours de cuisine était formidable : nous avons appris plein de choses, Flaminia a été très généreuse. Bref, c’est une excellente adresse pour ceux qui aiment les beaux endroits, les bonnes choses et les belles personnes.
Condo rentals with outdoor seating

Studio Duomo Michelangelo a Place to fall in love
I cannot recommend this listing enough! Perfect location close to major ‘tourist’ attractions such as the Duomo, Baptistery, Uffizi Gallery, and Ponte Vecchio. Also walkable to other major Piazza’s, museums, the Boboli gardens and Firenze SMN train station. Surrounded by some of the best trattorias, gelaterias and sandwich shops. Monica is very attentive to her guests and makes check-in and check-out smooth and easy! The space is exactly as listed and incredibly clean and well kept and contains all the essentials. If we are ever back in Florence we hope to stay with Monica again!

The View of Sangiorgio
A perfect stay in Florence. Mattia’s house is not only perfectly located with an amazing terrace but so welcoming with lovely relaxing spaces with incredible views , extremely comfortable beds, and attention to all those small details that make a stay special. We throughly enjoyed our stay and can highly recommend to others.

Apartment in Florence, Italy
Eugenia was a wonderful host - she went above and beyond to help us with our car parking. She gave a brief and welcoming orientation to the property and made us feel very welcome. I was visiting for a conference and my fiancée felt safe in the area when she was alone and very secure in the property. If you are traveling to Florence I recommend trying to avoid bringing a car - the city is better done on foot, but there are some parking garages nearby for 30-40€/ day if, like us, you arrived by car. Wonderful stay, cute apartment, great area. Enjoy!

Il Nido nel Chianti
Brilliant Airbnb in Greve.. location superb overlooking the square. The apartment is spacious and felt like home. Wonderful restaurants to walk to and a great bakery opposite for morning coffee and pastries. Easy to park the car just a few minutes walk away. Lovely villages to explore nearby and picture perfect everywhere you look. If you come to Greve book here, relax and soak up the Italian atmosphere. Cora is a fantastic host who regularly communicates to make sure you have everything you need. 10/10 ❤️

VILLA LE PERGOLE - Florence
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.

Stylish ATTIC w/terrace dreamlike best VIEW!
It is a great apartment walking distance from all the touristic places. The host is very kind and responsive. The view of the Duome it’s a plus. I have only good things to say about our stay. Only thing to consider when booking is that the apartment has many steps to get in which was ok because we packed light.

Appartamento con vista panoramica in Chianti
What a beautiful place!! We were in love with this amazing Airbnb. What a view! Excellent for our 2 young kids. We would definitely recommend!!

"Dimora Valinda" Montepulciano Piazza Grande +A/C
Maria’s place was beautiful and exactly as described! It was bigger than expected and had a cute balcony we really enjoyed spending late afternoons relaxing! We had a great time in Montepulciano, it was relaxing and slow paced after a busy few weeks before ☺️ Maria provided local recommendations and was always responsive. If you’re thinking of booking here I highly recommend!
Quick stats about vacation rentals with outdoor seating in Chianni
Total rentals
10 properties
Nightly prices starting at
G$8,373 GYD before taxes and fees
Total number of reviews
190 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
10 properties include access to wifi
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Gorgona
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Spiaggia di Capo Bianco
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Spiaggia Di Sansone
- Giardino Bardini
- Lago di Isola Santa
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi