
Vacation rentals in San Regolo
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Top-rated vacation rentals in San Regolo
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Other great vacation rentals in San Regolo
Guest favorite

Apartment in Quercegrossa
5 out of 5 average rating, 9 reviewsTuscany gem: The Chianti Farmer's House
NickRating, 5 stars1 day ago
A wonderful space - just tucked away from town but easy to get in. Beautiful spaces and very welcoming hosts. We had a wonderful time!

Apartment in Galenda
5 out of 5 average rating, 3 reviewsApartment Lippi
FrancescaRating, 5 stars3 weeks ago
Great little apartment, very quiet
Guest favorite

Apartment in Bossi
4.9 out of 5 average rating, 59 reviewsVillino Ersilia, the charm of Chianti
LamaRating, 5 stars1 week ago
Peaceful and beautiful place! Gorgeous scenery! Just what we were looking for. We very much enjoyed being able to cook and spend time relaxing at home, but also easily drive around and explore the surrounding areas. Thanks Mattia for sharing your home with us!

Home in Rosennano
4.64 out of 5 average rating, 11 reviewsDolcevista Cottage
ErinRating, 5 stars1 week ago
What an absolutely perfect place! Myself and my partner stayed here for 4 nights during our Italian road trip and it was hands down the best place we stayed. Just the view from the garden alone is a reason for us to return! Absolutely beautifully decorated and the communication from the host was amazing. We will definitely be returning!

Condo in Sinalunga
5 out of 5 average rating, 4 reviewsThe Secret
JonathanRating, 5 stars1 day ago
We had a wonderful time in this charming accommodation in Tuscany! Everything was just like in the pictures – clean, tastefully furnished and with a lot of love for detail. The host and his wife were incredibly friendly and helpful, which made our stay even more enjoyable. We felt completely comfortable and can wholeheartedly recommend this place!
Guest favorite

Hotel room in Castelfranco di sopra
4.89 out of 5 average rating, 163 reviewsRomantic Medieval Village with pool
OguRating, 5 stars1 week ago
We had a great stay and the host Oscar and crew were very friendly and helpful. You can really relax at this place, the atmosphere was very nice and cozy. The service was very good, when we arrived the kitchen was closed but we still got lunch. Furthermore this place is an oasis of peace with a beautiful view. If you are looking for quiet place, then this is the spot.
Guest favorite

Private room in Buonconvento
4.93 out of 5 average rating, 120 reviews"Querce Room" Agriturismo Quarantallina
EliciaRating, 5 stars1 week ago
This is a BEAUTIFUL place located in the rolling hills of Tuscany. Everything was great - the room, the check in experience, the pool, the breakfast (which is included in the price of the room!) Our room was gorgeous, super clean with plenty of towels and storage, efficient air con and a comfy bed. There is also a small fridge in the room so you’re able to keep drinks and food cold. On the grounds there is plenty of seating including a bar area, hammocks and more so you’re not short of places to sit, relax and take in the lovely views. Pool was also lovely and quiet. I will say it’s pretty much a must to have/hire a car to get here as you’re driving on gravel tracks for about 15 minutes to get here. This also means that you’re a bit out of the way from supermarkets etc so keep this in mind when planning on when/if you bring food and drink there. Also if you love animals that’s a plus because there were 3 dogs, 2 cats, 2 donkeys and a horse roaming the grounds. Thank you!
Guest favorite

Farm stay in Montalcino
4.95 out of 5 average rating, 59 reviewsGinepro Apartment Podere Giardino
DavidRating, 5 stars4 days ago
Daniela and Giuliano's stay is a real gem! The room is compact, with a small bathroom and kitchen, but perfect for two people. The view from the room is truly beautiful. Outside, you can sit in the sun or shade, with the same view over the Tuscan hills. The swimming pool is wonderfully quiet and offers a nice place to relax. Daniela and Giuliano are fantastic hosts. They are happy to help you with everything and run their own small vineyard. The wine tasting with them is an absolute must! And the sweet cats were the cherry on top!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- 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
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Santa Maria della Scala