
Vacation rentals in Trappola
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Top-rated vacation rentals in Trappola
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Top guest favorite

Farm stay in Lastra a Signa
5 out of 5 average rating, 50 reviewsAuthentic Farmhouse Apartment
MikeRating, 5 stars5 days ago
Tenuta Barosi is a beautiful location overlooking rural Florence. It is located just 25 minutes outside of Florence and easy to get to. The farmhouse has a number of apartments, and ours was Comiso. Cristina was extremely helpful with our check in, as we arrived very late. It is very easy to self check in. The pool overlooks a small valley with beautiful scenery of farms and vineyards. Highly recommend staying at Tenuta Barosi!
Top guest favorite

Condo in Pienza
5 out of 5 average rating, 111 reviewsMascagni Farmhouse in Val d'Orcia, Pienza
SachinRating, 5 stars2 weeks ago
A beautiful Agro tourismo right in the lap of nature…very close to the picturesque Pienza town and with gorgeous views of Tuscany rolling hills all around the house.. Bianca’s father met us upon arrival and explained us all the details about the house, his farm, olive oil making and the background of the place.. They stay on the first floor of the house and Airbnb is on ground floor… The house was built in 1576 and it was one of its kind of experience to be staying in it… The house is quite spacious and very well decorated. We stayed here for 3 nights and did 2 day trips - 1 to Florence and other to Siena ( a must visit place with marvellous cathedral and piazza del campo ) and picture perfect Chianti region.. Having a car is absolutely necessary as the place is 8-10 km from Pienza and public transport is minimal… Regards, Sachin
Top guest favorite

Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 315 reviewsStunning Tuscan apartment in 14 Century Palazzo
SharonRating, 5 stars6 days ago
A truly magical and unique stay in a castle apartment. After 24 days exploring the beauty of Italy, our arrival at Simone's third floor apartment in the village was breathtaking. This truly magnificent setting, nestled within a castle, immediately enveloped us in a serene and peaceful atmosphere. The apartment itself is not only beautifully appointed and meticulously cared for, but also boasts spectacular views across the mountain range that invited us to sit for hours, simply unwinding and soaking in the tranquility. While we ventured down the mountain a few times, we found ourselves drawn to the gentle rhythm of morning and evening walks, always culminating in a visit to the piazza to once again marvel at the stunning views Simone, our host, is simply the most considerate and attentive host I have encountered in 15 years of travel. His dedication ensured our stay was nothing short of exceptional. Grazie mille, Simone, for sharing this incredible piece of paradise with us. We depart
Top guest favorite

Farm stay in Arezzo
4.97 out of 5 average rating, 230 reviewsExplore nature in the center of Vigneti Chianti
BaileyRating, 5 stars1 week ago
Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.
Top guest favorite

Apartment in Pogi
5 out of 5 average rating, 19 reviewsBorgo Iesolana Family Suite Superior
ChanRating, 5 stars1 month ago
Borgo Iesolana is a truly special place. Tucked away in the beautiful Tuscan countryside, it offers a peaceful and quiet atmosphere that’s perfect for unwinding. Waking up to the sounds of nature and stunning views of the surrounding hills was a highlight of our stay. The staff were incredibly friendly and helpful throughout our visit — always ready with a smile or a great local recommendation. Their warm hospitality made us feel right at home. The property is well-maintained, with charming accommodations and a lovely pool area where you can relax and soak in the scenery. It’s also a great base for exploring nearby towns like Siena and Arezzo. If you’re looking for a calm and restful escape in a beautiful setting, Borgo Iesolana is the perfect choice. Highly recommended!
Top guest favorite

Farm stay in Greve in Chianti
4.98 out of 5 average rating, 59 reviewsCasa Giulia di Sopra Farmhouse
DarioRating, 5 stars3 weeks ago
What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.
Guest favorite

Cottage in Castelfranco Piandiscò
4.9 out of 5 average rating, 71 reviewsVilletta Belvedere
AndrewRating, 5 stars2 weeks ago
Fantastic stay, incredible views and perfect location. Couldn’t recommend this place highly enough. Thank you Simone :)
Guest favorite

Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviewsOrgiale Charme Residenz Castle
ShellRating, 5 stars1 month ago
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
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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
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Santa Maria della Scala
- Nelson Mandela Forum
- Teatro Tuscanyhall