Renting an apartment in Tuscany with a view is really magical. It’s worth finding a place that will add to your experience when you visit Italy, not just a place to rest your head. Getting an apartment with a view of rolling hills studded with vineyards and cypress trees is also more affordable than you’d think.
Before booking your stay in an Airbnb, it’s important to set the right expectations. Things can often be different from what you might get in the States (no elevator, small kitchen, no AC). Be sure to read reviews in detail to see if a place is right for your needs. You’ll also want to read my post on what to expect from accommodations in Italy.
*All photos are from Airbnb and belong to their owners. Prices listed are the minimum at time of posting. This post contains affiliate links.
Rooftop Views in Siena
Choose this spacious two bedroom apartment located in a historic medieval building for a wonderful view of Siena. Not only can you see a church dome and rooftops, but you can see the green countryside in the distance. Plus, there’s even an elevator and a clothes dryer!
Sleeps 5, from 96 euro. Check pricing and availability.
Perfect View in Cortona
Cortona is one of my favorite towns in Tuscany and a must see for any fan of Under the Tuscan Sun. When I visited Cortona I stayed at this Borgo for the pool, but this cozy house would have also been amazing, especially for longer stays.
Sleeps 4, from 105 euro a night. Check pricing and availability.
Also read: How to Spend One Day in Cortona
Two-Bedroom with a View of the Duomo
It’s hard to imagine a better view of the duomo than this. Plus, with over 450 reviews and an average rating of 4.93, you can bet you’ll have a positive experience.
Sleeps 4, from 86 euro. Check pricing and availability.
Coastal Apartment with Ocean Views
People often forget (me included) that Tuscany also has quite a large coastline. I’d love to visit Monte Argentario, an island like peninsula off the coast of Southern Tuscany. This two-bedroom in Porto Santo Stefano is also just a short walk to the harbor.
Sleeps 6, from 125 euro. Check pricing and availability.
One-Bedroom with a Terrace
I love the detailed tile in the kitchen and the terracotta floors of this one bedroom in Colle di Val d’Elsa. This would be a great laid back choice with a view of the countryside. It’s still close enough to a main street though so it’s easy to access the freeway and take day trips.
Sleeps 3, from 95 euro. Check pricing and availability.
Unique Stay in a Tower
I know San Gimignano is famous for its towers (and ice cream), but I never thought there’d be an Airbnb in one. Staying in this 12th century tower, 11 floors up would definitely be an experience. You’d also certainly get your work out in climbing to the top. Although it’s a pricier choice compared to other value Airbnbs, I bet the view is priceless.
Sleeps 3, from 250 euro. Check pricing and availability.
Ponte Vecchio View in Florence
We rented an Airbnb right on the river in Florence when we visited and it was amazing. Sadly it is no longer listed, but I think this one offers an even better view of the Ponte Vecchio and the Italian rooftops from above.
Sleeps 4, from 90 euro. Check pricing and availability.
Also read: Travel Guide to Florence
Two-Bedroom near Bagno Vignoni
I can imagine having a peaceful cup of coffee and looking out onto the hills of Tuscany just perfectly from that dining table. This two bedroom with thoughtful details is right outside the town of Bagno Vignoni, an ancient Roman hot spring.
Sleeps 4, from 140 euro. Check pricing and availability.
Balcony in Montepulciano
Montepulciano is another one of the best towns in Tuscany. The town sits up on a hill and boasts beautiful views; this apartment is no different. If you choose this Airbnb, you’ll also be walking distance to many shops, restaurants and wine bars.
Sleeps 4, from 117 euro. Check pricing and availability.
Apartment with Terrace in a Small Village
I don’t know about you, but I’d could move right into this place in a heartbeat. From the quaint design details to the small terrace with a view, you’d really feel at home in this airbnb.
Sleeps 4, from 110 euro. Check pricing and availability.
It would be a dream to stay in any of these, but which one is your favorite?