Radda in Chianti Vacation Rentals from ￥7,612: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Radda in Chianti has to offer?

Villa La Stella - Casa per Ferie : This vacation home rental outside of Radda in Chianti is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

A stone building with a tower, arched windows, and a red-tiled roof.

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Our top choices for Radda in Chianti vacation rentals

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

1. Terre di Baccio

Greve in Chianti

Gage

￥47,768 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large bed, a bedside table, a lamp, and a view of a dome through a window.

2. San Giuliano Inn - Adults Only

Historic Centre of Florence

Neil

￥18,468 total

includes taxes & fees

Dec 14 - Dec 15

A dining area with a table set for two, featuring a view of greenery through a window.

3. La Locanda di Pietracupa

Tavarnelle Val di Pesa

Isabell

￥25,879 total

includes taxes & fees

Nov 22 - Nov 23

A bakery display with pastries and a coffee station.

4. B&B Il Corso

Siena City Centre

Heather

￥13,478 total

includes taxes & fees

Nov 15 - Nov 16

A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

5. Tornabuoni Suites Collection

Historic Centre of Florence

Bethany

￥28,349 total

includes taxes & fees

Dec 13 - Dec 14

A table set with breakfast items on a balcony overlooking a historic town.

6. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

￥26,144 total

includes taxes & fees

Nov 27 - Nov 28

A terrace with outdoor seating, a view of the city, and a clock tower in the background.

7. Il Rivalta - Place of Charme

Historic Centre of Florence

Valerie

￥30,721 total

includes taxes & fees

Dec 9 - Dec 10

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

8. Relais Villa Olmo - Place of Charme

Impruneta

Michael

￥16,223 total

includes taxes & fees

Nov 29 - Nov 30

A bathroom with a window view of a historic building and a tiled roof.

9. Siena Vip

Siena City Centre

John

￥16,211 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

10. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

￥17,623 total

includes taxes & fees

Nov 23 - Nov 24

A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

11. Signoria Collection

Historic Centre of Florence

SCOTT

￥20,642 total

includes taxes & fees

Dec 1 - Dec 2

A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

12. Palazzo Mannaioni Suites

Historic Centre of Florence

Heather

￥22,987 total

includes taxes & fees

Dec 9 - Dec 10

A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

13. Relais Piazza Signoria

Historic Centre of Florence

Marjorie

￥20,089 total

includes taxes & fees

Dec 3 - Dec 4

A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

14. PALAZZO DEL PAPA

Siena City Centre

Charles

￥30,137 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

15. B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

Stella

￥20,846 total

includes taxes & fees

Nov 15 - Nov 16

A table with two wine glasses, a bottle, and a book.

16. Domus il Palio B&B

Ravacciano

Leo

￥12,223 total

includes taxes & fees

Nov 18 - Nov 19

17. Palazzo Alfieri Residenza d’epoca - Place of Charme

Historic Centre of Florence

robert

￥29,070 total

includes taxes & fees

Dec 14 - Dec 15

A water park with a pool, slides, and a wooden deck area.

18. hu Firenze Certosa camping in town

Impruneta

Ana María

￥8,905 total

includes taxes & fees

Nov 15 - Nov 16

An arched entrance with a lantern above, flanked by two potted plants.

19. Villa il Fedino

San Casciano in Val di Pesa

Justyna

￥28,433 total

includes taxes & fees

Nov 27 - Nov 28

A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

20. Residenza La Musa Amarcord

Historic Centre of Florence

Amy

￥16,419 total

includes taxes & fees

Nov 18 - Nov 19

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Find vacation rentals that suit your style

Top Radda in Chianti Hotel Reviews

An outdoor patio with tables and chairs, a pergola structure, and a stone building in the background.

Tenuta CorteDomina

Radda in Chianti

10/10 Excellent

piyanut

A grand lobby with high ceilings, ornate columns, and a grand piano. Tables and chairs are arranged for guests.

Bernini Palace

Historic Centre of Florence

10/10 Excellent

Sarah

A reception area with a check-in counter, a green door, potted plants, and a framed picture on the wall.

Il Malaspina - Place of Charme

Historic Centre of Florence

10/10 Excellent

Nadine

A spacious living room with a large grey sofa, yellow armchairs, and a chandelier.

Hotel Horto Convento

Historic Centre of Florence

10/10 Excellent

Jassiel

A formal garden with neatly trimmed hedges, a central fountain, and stone pathways.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing in every way. The beauty of waking around is unlike any other. When we got there after a long day of traveling we had just missed the lunchtime to eat, and when went to shower the handle broke off- this is not a complaint. First they extended lunch without being asked and fixed the shower within minutes. From there on everything was amazing. Take time to eat the incredible breakfast in the garden, watch the breathtaking sunset in the back it’s incredible. Alessio- does it all he was...

John

The entrance to Hotel Spadaï Firenze with a modern design, including a reception desk and a chandelier.

Hotel Spadai

Historic Centre of Florence

10/10 Excellent

Richard

A modern interior with a glass elevator, a seating area with orange cushions, and a bookshelf filled with books.

Hotel Milu Florence

Historic Centre of Florence

10/10 Excellent

What a fantastic experience at Milu! To start, the staff was friendly and made us feel at home right away. Our room was clean and quiet, with the most amazing shower! We enjoyed the breakfast on the patio and found it to be a very satisfying way to start the day. The hotel maintained a relaxed feel while still being vibrant - colorful, modern art and design to enjoy while relaxing with a cup of tea from the open library. We would definitely stay again, thanks Milu for a great experience!

Kelly

A rustic stone interior with a dining area, two armchairs, a table with a lamp, and a view through an arched doorway.

Castello di Volpaia

Radda in Chianti

10/10 Excellent

Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended.

Karen

A rooftop terrace with a table set for dining, candles, and a vase of flowers, overlooking a historic cityscape with notable architecture.

Hotel Santa Maria Novella

Historic Centre of Florence

10/10 Excellent

Nick

A historic building with arched windows and red flags.

Hotel Calimala Florence

Historic Centre of Florence

10/10 Excellent

Josefita

A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.

Hotel Pendini

Historic Centre of Florence

10/10 Excellent

William

A historic building with a central arched entrance, two symmetrical doors with intricate metalwork, and a plaque indicating the building's name.

Hotel Orto de’ Medici

Historic Centre of Florence

10/10 Excellent

Christopher

A large, multi-story building with a courtyard, surrounded by greenery and trees.

Villa Neroli - Place of Charme

Coverciano

10/10 Excellent

Chainarong

A balcony with white cushions and a railing overlooking a river with a bridge.

Hotel degli Orafi

Historic Centre of Florence

10/10 Excellent

damian

A table with breakfast items and a vase of flowers on a terrace overlooking a cityscape with historic buildings and a tower.

Hotel L'Orologio Firenze

Historic Centre of Florence

10/10 Excellent

Anonymous traveler

A couple by a pool with a view of a historic building.

Grand Hotel Minerva

Historic Centre of Florence

10/10 Excellent

Very nice hotel. Staff was very friendly and polite. Receptionist even walked us to our room, which I had never experienced before. Check-in was very smooth. After check out, they let us keep our car and luggage in their property for the day as long as needed, which was very thoughtful of them. Room was very nice, although it actually felt a little hot and we had to open window. But we didn't ask for help with that so that was our fault. Overall, amazing experience at hotel. It's location is...

Gabriela

A balcony with a view of a dome-shaped building, a table with a tea set, and a potted plant.

The Frame Hotel La Gioconda Ritrovata

Historic Centre of Florence

10/10 Excellent

Sheina

A buffet area with various food items and utensils.

Il Guelfo Bianco

Historic Centre of Florence

10/10 Excellent

Colleen

Find out more about Radda in Chianti

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Frequently Asked Questions

Can I find vacation rentals in Radda in Chianti?

Yes, we offer vacation rentals in Radda in Chianti close to Borgo di Vescine - Tenute di Castelvecchi, or you can select a secluded option if you're looking for extra privacy while you relax. Discover why Radda in Chianti is known for its spas and countryside. While you're here, grab a bite or have a drink at the wineries.

What are some of the best vacation rentals that Radda in Chianti has to offer?

Villa La Stella - Casa per Ferie: This vacation home rental outside of Radda in Chianti is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Radda in Chianti?

Expedia has 7 vacation rentals for your stay in Radda in Chianti.

What’s there to see and do in Radda in Chianti?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Terme Antica Querciolaia. While here, Castello di Radda Winery and Castello di Albola are other places worth a visit.

What’s a vacation rental in Radda in Chianti like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Radda in Chianti. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.

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Radda in Chianti Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Radda in Chianti vacation rentals

1. Terre di Baccio

2. San Giuliano Inn - Adults Only

3. La Locanda di Pietracupa

4. B&B Il Corso

5. Tornabuoni Suites Collection

6. Residenza d'Epoca Palazzo Borghesi

7. Il Rivalta - Place of Charme

8. Relais Villa Olmo - Place of Charme

9. Siena Vip

10. Guild Living Siena Senior Resort & Residence

11. Signoria Collection

12. Palazzo Mannaioni Suites

13. Relais Piazza Signoria

14. PALAZZO DEL PAPA

15. B&B La Fonte del Machiavelli

16. Domus il Palio B&B

17. Palazzo Alfieri Residenza d’epoca - Place of Charme

18. hu Firenze Certosa camping in town

19. Villa il Fedino

20. Residenza La Musa Amarcord

Find vacation rentals that suit your style

Top Radda in Chianti Hotel Reviews

Tenuta CorteDomina

10/10 Excellent

Find out more about Radda in Chianti

Frequently Asked Questions

Can I find vacation rentals in Radda in Chianti?

What are some of the best vacation rentals that Radda in Chianti has to offer?

How many vacation rentals are there in Radda in Chianti?

What’s there to see and do in Radda in Chianti?

What’s a vacation rental in Radda in Chianti like?

Explore a world of travel with Expedia