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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Our top choices for Villa hotels

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

1. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
CA $85
CA $104 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Casafrassi
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
CA $166
CA $192 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.
A courtyard with outdoor seating, stone walls, and a staircase.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A buffet area with various fruits and a bar with bottles.

3. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
CA $150
CA $175 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Palazzo San niccolò & Spa
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A clear blue pool with lounge chairs and a stone building in the background.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

4. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
CA $150
CA $170 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Colle Etrusco Salivolpi
A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.
A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.
A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.
A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

5. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
CA $253
CA $285 total
includes taxes & fees
Nov 12 - Nov 13
Tenuta CorteDomina
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone archway leading to a window with a view of tall trees and a distant landscape.
A historic stone building with a large arched window and a small balcony.

6. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
CA $216
CA $251 total
includes taxes & fees
Oct 29 - Oct 30
Castello di Tornano Wine Resort
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

7. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
CA $235
CA $268 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
CA $231
CA $303 total
includes taxes & fees
Oct 16 - Oct 17
Relais Vignale & Spa
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
An interior corridor with arches, columns, and a brick wall.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

9. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
CA $135
CA $161 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano - Place of Charme
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

10. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
CA $153
CA $178 total
includes taxes & fees
Oct 16 - Oct 17
Belvedere di San Leonino
A clear swimming pool with a view of a lush green landscape and distant hills.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.
A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.
A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

11. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
CA $353
CA $398 total
includes taxes & fees
Oct 31 - Nov 1
Villa Le Barone
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

12. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
CA $380
CA $431 total
includes taxes & fees
Nov 9 - Nov 10
Dievole Wine Resort
A bedroom with a large bed, a small table, a chair, a nightstand, and a window with curtains.
A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.
A spa area with a stone ceiling, a large bathtub, and a seating area.
A historic building with a courtyard, stone arches, and a tiled roof.

13. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
CA $274
CA $311 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Squarcialupi
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
A historic building with a stone facade, arched entrance, and a wooden balcony.

14. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
CA $154
CA $172 total
includes taxes & fees
Nov 8 - Nov 9
Villa Casagrande Resort & SPA
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

15. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
CA $285
CA $320 total
includes taxes & fees
Nov 2 - Nov 3
Castello La Leccia
A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.
A stone building with a large wooden door and arched entrance, flanked by potted plants.
A restaurant with tables set for dining, large umbrellas, and a view of the landscape.
A room with a large window offering a view of a vineyard and distant hills.

16. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Rayvant
CA $118
CA $133 total
includes taxes & fees
Oct 25 - Oct 26
Palagina la Dimora
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A person relaxing in a clear pool surrounded by natural scenery.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

17. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
CA $494
CA $557 total
includes taxes & fees
Oct 28 - Oct 29
Pieve Aldina - Relais & Châteaux
A spacious lobby with a reception desk, seating area, and a large vase.
A modern hotel lobby with a curved reception desk, seating area, and a bar.
A patio with a round table and chairs, potted plants, and a view of the building's interior.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

18. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
CA $146
CA $161 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Valdarno
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

19. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
CA $585
CA $656 total
includes taxes & fees
Nov 10 - Nov 11
Borgo Vescine
A room with a wooden ceiling, a potted plant, a cabinet with bottles, and a bed.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

20. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
CA $382
CA $430 total
includes taxes & fees
Oct 14 - Oct 15
Chapter Chianti, a Member of Design Hotels
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Top Villa Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A beautiful palazzo turned hotel! So charming and lovely and extremely walkable to town. Room was huge and so comfortable. The property has a beautiful garden with a lovely view too. We absolutely loved our stay here- already planning our trip back!"
Marcela 3-night trip
Posted 1 hour ago
Palazzo Ravizza
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 22 hours ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 2 days ago
Hotel Athena
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Everything was very clean and fresh. Great experience!"
Jo 1-night trip
Posted 2 days ago
Radisson Blu Hotel, Florence
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 2 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 6 days ago
Fattoria di Vegi
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 7 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 9 days ago
Four Points by Sheraton Siena
Villa Pitiana

Villa Pitiana

10/10 Excellent
"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."
Connor 1-night trip
Posted 3 weeks ago
Villa Pitiana

More cheap stays in Villa

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $81
CA $94 total
Nov 13 - Nov 14
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
CA $86
CA $99 total
Nov 8 - Nov 9
includes taxes & fees
8.6/10 Excellent! (278 reviews)
Villa Castiglione
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
CA $106
CA $121 total
Nov 12 - Nov 13
includes taxes & fees
7.8/10 Good! (452 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $110
CA $126 total
Nov 4 - Nov 5
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $123
CA $140 total
Nov 12 - Nov 13
includes taxes & fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
CA $157
CA $179 total
Oct 15 - Oct 16
includes taxes & fees
Porta Pispini Residence

Frequently asked questions

What is the best area to stay in Villa?
The best area to stay in a villa in Tuscany is often around the popular towns of Chianti, Siena, or Florence, depending on your preferred experience.For those seeking the quintessential Tuscan experience, staying in the Chianti region is ideal. This area is famous for its rolling hills, vineyards, and olive groves, with charming hilltop towns like Greve in Chianti, Panzano, and Castellina in Chianti. Many villas here offer stunning views of the countryside, often with private pools and ample outdoor space, superb for relaxing and enjoying the local produce.Couples looking for a romantic getaway will particularly enjoy the Chianti region. You can spend your days exploring historic villages, visiting local wineries for tastings, or simply unwinding by your villa's pool. The winding roads are superb for scenic drives, and many villas are located away, offering a private and secluded retreat.If you prefer closer access to historic cities and cultural attractions, then a villa near Siena provides an excellent balance. Siena itself is a UNESCO World Heritage site, known for its Piazza del Campo and Gothic architecture. Villas in the surrounding countryside offer a peaceful base while still being a short drive to the city's sights, making day trips convenient.Families often find villas near Siena a great option. The proximity to a larger city means easy access to shops, restaurants, and historical sites that can appeal to all ages.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Villa.
How much is the nightly rate at a Villa hotel?
Prices for hotels in Villa often vary, but you can find a great deal from CA $94 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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