
Guesthouse vacation rentals in Tuscany
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Top-rated guesthouse rentals in Tuscany
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Family-friendly guest house rentals

Guesthouse in Cortona
5 out of 5 average rating, 4 reviews2 Bedroom elegant independent Barn with pool
From the moment we arrived and were greeted by Luna, the resident dog and Mike, our host, we were beyond happy with our stay at this beautiful property. It’s sparkling clean, well equipped and perfectly comfortable. Be sure to walk to the top of the olive grove to see the spectacular view of the valley. We had to cut our stay short by one night and it broke our hearts! Would love to come back again soon.

Guesthouse in Pescaglia
5 out of 5 average rating, 9 reviewsBeautiful house/villa, great views near Lucca/sea
Podere Consani is a little paradise. We came with our two kids and they enjoyed the puppies, Leo the horse, all the other dogs and cats just as much as we did. Susan and her family were super welcoming and helped with all the questions we had. It really is a special place to stay, calm and isolated but yet so alive with all the animals around. Happy to come back one day!

Guesthouse in Monte Antico, Grosseto
4.4 out of 5 average rating, 10 reviewsBeautiful Apartment with Pool in Maremma
Beautiful home! The pool and views were incredible. The host was always available and kind in responding to any questions we had. We lived our experience staying here!

Guesthouse in Porano
5 out of 5 average rating, 9 reviewsDependance Villa Settecamini
The highlight of this is property is that it has an extremely large swimming pool with a diving board. I have seen many hotels with worse pools. It's also very spacious with a couple of calm wooded areas. The property itself is great with 2 bathrooms and efficient air conditioning. It all feels relatively new and modern. The location is great if you want to be near Orvieto, but not in it (you will need a car). Orvieto is about a 10-15 minute drive. However, there is a charming small town (Porano) and various restaurants close by (some of the restaurants have stunning views over Orvieto). There is also an archeological site and park near that you could potentially walk to, though we spent our time mostly in Orvieto and by the pool. The hosts do live on site in a separate property, but the pool and house are completely separate and it feels private given the distance. The host has clearly put a lot of effort into the property. Once again, really amazing pool.

Guesthouse in Montieri
4.9 out of 5 average rating, 20 reviewsPodere Rachele - Casa Ghiandaia
We had a great time, the setting and location allowed us to gather as a family and enjoy the surroundings without stress. ( no noise, the essentials nearby...) The view is beautiful, the pool is very pleasant. The accommodation is functional and spacious enough. Many thanks to Francesco!!

Guesthouse in Scansano
4 out of 5 average rating, 5 reviewsAgriturismo Podere Novo 153 - Mobile Home
beautiful place nice staff. top

Guesthouse in Croce
4.85 out of 5 average rating, 62 reviewsSecret Haven
It was a great place to stay. Highly recommendable! Close to all kinds of attractions. Hosts are quick to respond and helpful. Pool was great!

Guesthouse in Castellina In Chianti
4.91 out of 5 average rating, 22 reviewsLovely barn in a Tuscan winery
Juan and Mariana are gracious hosts! Their property is beautiful! Would definitely stay here again.
Guest house rentals with a patio

Private room in Montecatini Val di Cecina
4.88 out of 5 average rating, 8 reviewsRoom5 in Bohemian Tuscan Retreat
We loved our stay with our hosts very much. Nothing was too much trouble the place is perfect if you desire peace and quiet. We saw deer and foxes amongst other beautiful wildlife and birds which included two types of owls. The setting is just amazing. The room was nice and the separate communal kitchen was a bonus and we prepared many of our meals there whilst we stayed. The road is as described a gravel track and is two kilometres long with many potholes, but this was described well by Ryann in advance of our arrival. You do need a 4x4 or SUV to navigate the road safely. If you want the most peaceful accommodation in Tuscany you should definitely try a stay here. The hosts were friendly and welcoming and gave us lots of help while we were in Tuscany. I would say that we became friends with our hosts and have added them to our Christmas card list. The hosts speak multiple languages including German, English and Italian. All in all the perfect holiday for Joanne and myself.

Private room in Ravenna
4.82 out of 5 average rating, 90 reviewsB&B at the theater with patio in the heart of downtown
I spent a very wonderful few days here. Monica was very friendly and introduced me to food and attractions. Whatever I need

Private room in Monteriggioni
5 out of 5 average rating, 5 reviewsSingle room on the Francigena in the woods. Sun.
Looking at the last minute to spend the night to reach Naples from Slovenia, I found a heavenly place at the end of a small path, lost in the forest. Me who loves peaceful places, I was served. Linda is a very kind host and the place was comfortable. Would definitely stay there again for a longer stay!!

Guesthouse in Porciano
4.97 out of 5 average rating, 66 reviewsLa Macia - Studio one
Super nice place, surrounded by greenery. We felt very comfortable. Check-in was flexible and Stefan was very friendly and gave us many tips for the area. Thank you for everything!

Guesthouse in Fiesole
5 out of 5 average rating, 5 reviewsZagara Toscana: Earthy design home in Fiesole
Kiran's place was our little oasis for 4 days. After a dramatic car crash (be careful on those Italian streets!!) it was exactly what we needed. Kiran was super friendly, warm and welcoming and her place gorgeous, just like the photos! Fiesole is a really beautiful village, just not very suitable for big cars ;) We ended up just parking the car and walking everywhere / using public transportation to get to Florence - which we would totally recommend. Kiran, thanks for letting us stay in your beautifully curated home and for your positive and warm aura!

Private room in Montecatini Val di Cecina
4.86 out of 5 average rating, 7 reviewsRoom3 in Bohemian Tuscan Retreat
At the end of the road, a bumpy windy gravel drive very well explained by the host you will find two incredible hosts. A place to wind down to connect with your surroundings. A place with silence and desirable nature. A place with not just a lock box and a key but rather a smile and a friend to greet. Their hospitality extends well beyond a host. You will return, We will return. We were also so fortunate to meet our new best friends from half way across the earth. Thank you. Connections are for a lifetime.
Guest house rentals with a washer and dryer

Guesthouse in Calenzano
4 out of 5 average rating, 4 reviewsBeautiful studio in the countryside
Curated and surrounded by nature but a stone's throw from Florence! Super recommended

Guesthouse in Ficulle
4.63 out of 5 average rating, 8 reviewsParadise in Italy's green heart, eco swimming pond
We had a great time there and enjoyed the nature, the view and the pool very much! Edith and Willem are very nice and have always communicated well. The pool is not directly at the property, but next to the house, but that was okay. For directions you get an exact description, but it is good to have a car that is a bit more robust, as the paths are not easy. Thank you, it was very nice!

Guesthouse in Sant'Apollinare
5 out of 5 average rating, 3 reviewsCasale Monticchio- The Gaggia house, 6 to 8 guests
This was my favorite part of my trip to Italy. We wish we could’ve stayed longer. The beauty of this estate villa was amazing! The hosts felt like old friends right away. I feel so lucky to have the memories of my time here. I know exactly why other guests return year after year!!

Guesthouse in Sant'Apollinare
5 out of 5 average rating, 3 reviewsCasale Monticchio / The Barns, up to 5 people
We have been at Hugues and Andrew's place with a group of five friends. It was a wonderful time spent at the Casale, the space is fantastic, furnished with great taste and had everything inside just like home. It is the perfect getaway to relax and disconnect from the rush. Hugues was super kind even before checking in, recommending great places to shop food, wine and pasta fresca. In the Casale they also have a wonderful vegetables garden where you can pick fresh vegetables and herbs to cook. The swimming pool is also great. 10 out of 10.

Guesthouse in Firenze
4.89 out of 5 average rating, 28 reviewsNew and bright Rosselli 59
It was a very tidy place and the location was perfect! Thank you.

Guesthouse in Umbertide
4.68 out of 5 average rating, 63 reviewsUmbrian Hideaway Guest house
Our summer ending holiday was wonderfull in James summer house villa. Area was peacefull, warm atmosfear, nature sounds and lights, lot of posibillities to explore the nature and beautiful landscape by foot or car. Good equipment, furniture, swiming pool, even yoga ir gym space for morning or evening practice. James is verry wellcoming person, I was verry lucky with my choise, who brought me to this place and and to such a wonderfull person. I realy recomend this place to people who want to enjoy the moment and warm wellcomeing. Best regards, James!

Guesthouse in Città della Pieve
4.25 out of 5 average rating, 8 reviewsGuest house by stunning Country house
It was an absolute pleasure to be there. The Coliving concept is great. Stina and her husband are so kind and open people. Can’t wait to return. 🤗
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