Name: ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Address: Castellina in Chianti

Walls of Monteriggioni offers a fascinating glimpse into the area's colorful past. Look up at the walls and try to imagine the scenes that went on around it throughout its time.

This Castellina in Chianti historic structure is an interesting place to start your day of sightseeing. There's lots to experience nearby, such as Monteriggioni Castle, Il Molino di Grace Winery, and Isole e Olena Winery. Take your time at Walls of Monteriggioni before hitting up these other fine attractions.

Plan a trip to see Walls of Monteriggioni

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Villa Tolomei Hotel & Resort

Oltrarno

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per person

Sep 11 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

8.8/10 Excellent! (378 reviews)

Incredible off-season stay. The breakfast each morning was incredible. So much better than any other hotel I’ve stayed at. Fresh and delicious. The staff were friendly and helpful and our room was amazing. The Villa itself is a renovated Renaissance property and all around are little reminders of its glorious past. We were too early for the pool (starts in June) but I have a feeling that’s why we got such a great deal. The views from the decks are incredible and it’s close to Florence. The roads are windy and narrow, so be careful! But one of the roads down from the Villa revealed a spectacular view of Florence. I can’t recommend this hotel enough. Would gladly return.

Reviewed on May 31, 2025

Villa di Piazzano - Small Luxury Hotel of the World

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per person

Sep 25 - Sep 30

found 6 hours ago

Roundtrip flight included

New York (NYC) to Florence (FLR)

9.8/10 Exceptional! (210 reviews)

Our recent 4 night stay at Villa di Piazzano was truly perfect in every way! Celebrating our 40th wedding anniversary could not have been more enjoyed! Having booked our stay 6 mos in advance - I communicated many times via email during that time, seeking itinerary advice from the Conceirge. I always received very fast responses with creative ideas for our schedule that ended up proving most enjoyable. Cortona is a short, 10 minute drive away. Our arrival day was a dream, as we drove up the cypress lined drive which gave the feeling of arriving a royal residence! We were warmly greeted and instantly felt that our arrival was anticipated by the staff. We bonded very quickly with several of the team during our stay and experienced their excellent and warm hospitality. Our room, Luna Piena, proved to be absolutely perfect! Spotlessly clean and most roomy. We especially loved the bath area and roomy shower. Our room was accurately historical with every modern convenience. We enjoyed opening the windows each cool morning and loved listening to the birds sing. The property grounds were stunning! So much detail and care! The maintenance/gardening crew should be awarded! Amazing! We enjoyed wandering around the gardens and admiring all the flowers and plants! The swimming pool was crystal clear and the perfect temperature! Restaurant food was OUTSTANDING! I’m not sure how another resort hotel ANYWHERE in Tuscany region could top the experience we enjoyed at Villa di Piazzano!

Reviewed on Jun 24, 2025

Precise Tale Poggio Alla Sala

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per person

Aug 23 - Aug 29

found 10 hours ago

Roundtrip flight included

New York (NYC) to Florence (FLR)

9.4/10 Exceptional! (94 reviews)

Beautiful property. Excellent staff. Everyone was professional and friendly.

Reviewed on Jun 29, 2025

Browse tours and tickets to explore Walls of Monteriggioni

Tours & day trips

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Chianti Half Day Wine Tour from Florence

Free cancellation available

Private & custom tours

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Siena: Horseback Adventure in the Tuscan Countryside

Free cancellation available

Classes & workshops

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Siena: Pasta and Tiramisu Small Group Cooking Class with Wine

Free cancellation available

Adventure & outdoor

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Chianti Wine and Food Safari

Free cancellation available

Air, helicopter & balloon tours

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Experience the Magic of Tuscany from a Hot Air Balloon

Free cancellation available

Popular places to visit

#TroveOn
View of the Castle from the via francigena, while the fog leaves the valley as the sun rises. Monteriggioni is a small medieval village 12 km far from Sienna and 43 from Florence. Absolutely beautiful, the best period to visit Tuscany is from May to July.

Monteriggioni Castle

4/5(6 reviews)

After visiting Monteriggioni Castle, make a plan to see the other sights and activities in Monteriggioni. Discover the area's beautiful countryside, or seek out its local tours.

Castellina in Chianti which includes farmland

Buondonno Winery

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this romantic area.

Archaeological Museum of Chianti

4/5(1 review)

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Castellina Fortress

Learn about the local history of Castellina in Chianti when you spend time at Castellina Fortress. Discover the countryside and wineries in this quaint area.

City Hall Castellina In Chianti

5/5(1 review)

City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and charming coffeehouses in this quaint area.

Casa Vinicola Luigi Cecchi

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.