
Holiday rentals with outdoor seating in Grassina
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Top-rated rentals with outdoor seating in Grassina
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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.

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.

House with garden and unique view of the Duomo
I wish we could give more stars! A wonderful place with even better hosts. Delightful hosts and a beautiful location. We could not have hoped for more.

Lovely downtown house with private garden
Lorenzo was an exceptional host. Very attentive, thoughtful, and full of great local recommendations. He checked in regularly to ensure we had everything we needed. If I could rate this place 15/10, I would! We had a rental car, and the location couldn’t have been better, just a 10-minute drive to everything, with convenient parking right in front of the house. Plus, the garden was absolutely stunning

Costalmandorlo, a rustic home in the heart of Tuscany
Such a beautiful spot to explore the beautiful scenery and villages of Tuscany

The MOONLIT & SUNNY COTTAGE near Florence
This place is absolutely stunning! Alessandro is the most amazing host- very flexible with our late check in and early leaving time- even brought us a cappuccino at 3:30am before we left! Couldn’t recommend more- we will definitely be back- thank you for the most amazing stay!

Gigallino, in the countryside, close to Firenze
Thank you very much Very nice place to stay So quiet and beautiful

Maison Flora - Historic home in the Oltrarno area
Great base to explore Florence with all the amenities you need. We really appreciated all the coffee pods! Matteo was an excellent host, accommodating an early check in and booking us a taxi. The house is a 20 minute walk into the tourist spots, which is further than you think in the Summer heat! Recommend eating/drinking in the local bars rather than across the river, it’s a great neighbourhood. Santarosa Bistrot and Piazza Santo Spirito were our favourites. Highly recommend!
Apartment rentals with outdoor seating

Duomo Flat Amazing view in Florence
Massimiliano’s place was incredible. Quite a few stairs up to the apartment (but is the same as all stays in the region). The view from the balcony is unbelievably worth it and the 4 of us thoroughly enjoyed a night up there with local wine and the sunset. The bedrooms were quite spacious with room for suitcases to remain open, and shared spaces throughout the apartment were generous enough for the small time spent inside. Thank you Max!

TOUCH the DOME! Romantic Terraced Penthouse
Unbeatable view! Liana checked in on us multiple times to make sure we didn’t need anything throughout the week. The instruction book was very clear with helpful instructions and great nearby recommendations. Highly recommend!

Farmhouse near Florence - Torretta
We had an amazing week in the villa. Even if hou have other people living there, you feel so calm and free. There is a designated spot for each appartements to eat so you can enjoy good time outside. The site is so clean and we ser that the host take good care of everything. We had a lot of recommandations to discover te surroundings and the host was so easy to reach when we needed. All the commodities were there, the appartement is well equiped. I strongly suggest to rent a car, it’s the easiest way to enjoy your stay there. I surely recommand this place and I would go back again.

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!
Ponte Vecchio Suite with balcony on Arno river
Wow wow wow. If we could move in here we would. Beautiful space, where you can tell everything has been thought of to make your stay as smooth as possible. Best AC and showers that we have encountered in Europe. The balcony on the Arno though of course truly can’t be beat. We could have enjoyed another week!

"Home & Garden in Florence" [Near the station]
We actually were unable to stay here because my husband was hospitalized in Venice. The communication and understanding us having to cancel was tremendous. We have stayed in the neighborhood before and loved the area and walkable to everything we needed. Also just a couple of blocks from the train station which made this more attractive. Hopefully we will be able to visit someday.

Biancospino apart, amazing view, pool open fromApr
We love staying at Barbara's place. Its beautiful. Magic happens here. We will come back soon.

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.
Apartment rentals with outdoor seating

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 ❤️

Casa Rebecca with a small private pool
Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend

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.

House 15 minutes from Florence + Parking space [Deledda19]
Lovely stay. Easy to find and the trams made it very easy to get around

VILLINO RICORBOLI "TWO" - FLORENCE
Lovely apartment to escape the business of central Florence.

Apartment Nèlla, Free reserved Parking
The place was spotless. Even though the place is outside of Florenence downtown, it was very easy to visit the downtown with public transportation. The availability of parking space is plus. I highly recommend the place.

"Casina Le Rondini" on the hills of Florence
We absolutely loved Filippo's place during our stay in Firenze. It is about 10 KMs away from the city center but with the buses and 15 min of walking we had no issues going and coming back from the city. I suggest you try the local restaurants for the food as well as we had the chance to experience a true Tuscan dinner while overlooking the city at sunset. It is peaceful and quiet. I do however suggest you to bring bug repellent as the mosquites were ruthless in the garden area.

Renaissance & Baroque Apartment with Duomo Views!
This was the best spot in Florence to stay! Plenty of room, the patio area is fantastic! Location is wonderful, 15 minute max walk to everything. The view of Duomo is amazing and the gelato place right outside is delicious! Vasily and his wife were great hosts and were very responsive and helpful. We would definitely stay here again!
Quick stats about holiday rentals with outdoor seating in Grassina
Total rentals
20 properties
Nightly prices starting at
$77 SGD before taxes and fees
Total number of reviews
1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Pet-friendly rentals Grassina
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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
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Nelson Mandela Forum