
Vacation rentals with outdoor seating in Colle di Val d'Elsa
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Top-rated outdoor seating rentals in Colle di Val d'Elsa
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Popular amenities for Colle di Val d'Elsa outdoor seating rentals
House rentals with outdoor seating

Love in Chianti
This Airbnb was, without a doubt, the best my wife & I have ever stayed at. The house was spotless, cozy, & perfectly located with breathtaking views of Tuscany—but what truly made it unforgettable was Riccardo & his amazing family. From the moment we arrived, Riccardo went above & beyond to make us feel at home. When our rental car plans fell through, he stepped in without hesitation, becoming our personal driver. He took us grocery shopping, showed us around Chianti, & even drove us to Florence twice. Riccardo was always responsive, kind, & genuinely cared about our experience. We didn’t just find a beautiful place to stay—we found warmth, hospitality, & a real connection that made us feel like family. This stay was worth every dollar & more. A true home away from home. If we ever return to Tuscany, it will definitely be with Riccardo.

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!

Siena Countryside Colle Ciupi
We spent an amazing six days at the property and loved our stay. The check in was very smooth and Fede met us on arrival and explained everything to us very clearly. Ale took over for the rest of our stay and could not have been more attentive. He helped organise a wine tasting for us and also arranged to have a chef come to the house to give us a cooking lesson and eat a delicious traditional Tuscan meal. One of our cars would not start one day and Ale even offered to take a leave of absence from work to try and come and help. He really went above and beyond to help with recommendations of places to visit, local restaurants etc. We loved the terrace area for enjoying breakfast and lunch and found the beds very comfortable. The living area was also nice and cool despite the high temperatures. I would definitely recommend this to friends and family. Altogether a great holiday in a beautiful part of the country.

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.

Raffaella's House in Chianti
Very peaceful and beautiful views from the rooms. Raffaella’s breakfast was very good and much appreciated! She gave amazing local food recommendations that are walkable from her house. She also helped us find parking in the city of Florence!

Amazing Cott. in the heart of Siena
Great location only 2 minutes walk from the Cathedral. Accommodation is airy and well equipped with its own lovely garden giving you a great place to relax so close to the centre. Francesca was always available and made us feel very welcome. Have already recommended this property to our friends.

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!

THE BREATHE.Molino di Canonica. Original Apartment
We expected a very nice, special accommodation, where everything necessary was available. We felt very comfortable. Due to the narrow streets, unfortunately, we could not ride the bikes as often, but with the car, we explored the area extensively and visited the many beautiful cities. We can definitely recommend the place.
Apartment rentals with outdoor seating

"Red Rose" apartment with view of Siena.
Nice welcome from Lorenzo, Marta's father. Own private garden, very quiet location. Right for relaxing.

Girasoli apartment with pool in farmhouse
Beautiful rustic stay in the heart of Tuscany. Manuela was very friendly and helpful. The farm at night with the fireflies lighting up the bushes and nightingale singing in the trees was absolutely enchanting.

S.M."Abbadia" a real Tuscan house
Sara was super helpful in welcoming us at different times, as we were a group of 7 people with different arrivals in the apartment. Top-notch cleanliness and a beautiful pool with a super well-kept garden. The location is great for visiting the most beautiful villages in Tuscany!

holidays with swimming pool in Tuscany
The house is very new, everything in the house is beautiful, the view outside the house is also very good, not far from the town, you can easily go to all the nearby towns.

Villa Mocarello "IL LECCIO"
Best place to stay!!! The charm of property draws you in immediately! A lovely garden, fresh flowers in the apartment, stunning views of San Gimignano. We loved the touches of old Italy everywhere (with the subtle inclusion of modern flair). And the little extras - a beautiful homemade tart welcomed us, as well as fresh fruit, juices, coffee and creamers and a few more fun surprises! Fabio and Alessandra are fabulous hosts - always answering any of our questions and having excellent advice on where to eat and things to do! The location is perfect for day trips to many of the Tuscan and Chianti region towns. And so lovely to come back to the charm of Fabio and Alessandra’s place. Grazie mille!!!

Tuscan countryside, peace and relaxation 10 minutes from Siena
Beautiful place near Siena. The hosts are very friendly and kind. We really enjoyed our stay in here!

In the center of Tuscany
Filippo's place is definitely one of the best Airbnb's to know the Toscana. Filippo, in the first place, was very flexible with the check-in hour, allowing us to make the check-in around 6 pm after we visited San Gimigniano and Certaldo. Filippo's apartment is strategically located if you want to visit San Gimignano/Certaldo/Siena (25 minutes away by car). And the rest of the beautiful towns of Tuscany as Montepulciano/Montalcino/Val D'Orcia/etc...are only 1 hour away by car. The surroundings of Poggibonsi are beautiful, and the town is really relaxed and full of excellent options to eat (eating information provided by Filippo). To resume, this place is outstanding and has everything you need to have a wonderful time under Tuscany's sun and landscapes. The apartment has a dishwasher, a clothes washing machine, and it's really big. If you want to visit Tuscany, this is definitely your place. Thank you, Filippo, for being a wonderful host.

San Miniato - Panoramic terrace in the historic center
Wonderful space in the heart of San Miniato. Walter was an excellent communicator and we appreciated the detailed information on parking and the generously stocked pantry & refrigerator. We enjoyed the outdoor balcony space and exploring the charming town.
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!

Art-Design Fienile in the heart of Tuscany
Incredible trip. Paola and Michele were so friendly and welcoming. Always there to give advice and make sure you had everything you needed. The little converted hay barn was just beautiful and lovely. Location wise it just couldn’t be beaten. The garden was amazing and we ate outside morning and night, easy access to amazing Tuscany countryside and also a short trip on the train to Florence from Montevarchi. Loved every minute we were there and we were sorry to leave. Would highly recommend.
Explore Florence from an authentic home
lovely home very close to everything and very spacious:)

[9 minutes from Montalcino] Elegant House Mafalda
Excellent location in the heart of Val d Orcia. Quiet beautiful restaurants/shops and supermarkets nearby too - free parking across street and very clean rooms. excellent place to stay

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!

The Nest in 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 ❤️

Apartment with panoramic view 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!!
Quick stats about vacation rentals with outdoor seating in Colle di Val d'Elsa
Total rentals
20 properties
Nightly prices starting at
R887 ZAR before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Rentals with outdoor seating Province of Siena
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto