Book The Best Hotels in Caiano for 2026 from CA $99 - Fully Refundable Options

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Go beyond your typical stay in Caiano

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Our top choices for Caiano hotels

A wooden entrance with double doors, a lamp, and a rug.

A cozy living room with a high wooden ceiling, a fireplace, and comfortable seating.

A street with buildings, including one with a sign reading "FALTERONA".

A reception area with a wooden reception desk, a bench, and a floral wall design.

1. Albergo Falterona

Pratovecchio Stia

David

CA $146

CA $161 total

includes taxes & fees

Sep 7 - Sep 8

A table set for breakfast with a view of a castle on a hill.

A stone building with a metal bucket hanging from a curved metal bracket.

A two-story building with a stone facade, a covered patio with a metal railing, and a well-maintained garden with roses.

A bar area with a wooden counter, shelves with bottles, and a stone wall.

2. Hotel Restaurant La Torricella

Poppi

Giorgio

CA $118

CA $129 total

includes taxes & fees

Sep 27 - Sep 28

A stone building with a wooden door and arched windows, a covered outdoor seating area with tables and chairs, and a sign with the name "KAYMA".

A modern hotel lobby with wooden beams, a TV, seating areas, and a cactus plant.

A spa area with a hot tub, large windows, and outdoor seating.

A breakfast buffet with pastries, fruits, and beverages.

3. Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

Pratovecchio Stia

Robin

CA $248

CA $273 total

includes taxes & fees

Oct 1 - Oct 2

A hotel entrance with stone walls, a wooden door, wicker furniture, and flower pots.

A hotel lobby with a staircase, two large mirrors, and a piano.

A hotel lobby with a long, ornate corridor, multiple seating areas, and various decorative elements.

A long dining hall with tables set for a meal, featuring a patterned floor and pink walls.

4. Hotel Croce di Savoia

Reggello

Massimo

CA $115

CA $135 total

includes taxes & fees

Sep 1 - Sep 2

A garden pathway leading to a classical building with a view of distant mountains.

A large, historic building surrounded by lush gardens and a swimming pool.

A courtyard with white chairs arranged in rows, a red carpet, and stone buildings with arches.

A wooden desk with a tray of croissants, a plate of strawberries, a glass of juice, and a vase with a red rose.

5. Villa Pitiana

Reggello

Yevhenii

CA $153

CA $180 total

includes taxes & fees

Sep 1 - Sep 2

An outdoor dining area with tables and chairs, a pergola, and a view of distant mountains.

A staircase with ornate metal railings and a wooden ceiling.

A dining area with a glass table, two chairs, a vase with flowers, and a painting on the wall.

A room with a large window overlooking a historic stone tower, a radiator, a wooden table with a bottle and a vase, and a framed picture on the wall.

6. Albergo San Lorenzo

Poppi

Paige

CA $113

CA $128 total

includes taxes & fees

Oct 1 - Oct 2

A poolside setting with two glasses of red wine, a book, and a menu on a table.

A hotel room with a large bed, a bathtub, and a dining area with a table and chairs.

A stone building with a chimney, a tall evergreen tree, and a paved pathway.

A wooden deck with a glass table and wicker chairs overlooking a mountainous landscape.

7. Borgo I Tre Baroni

Poppi

Christopher

CA $115

CA $126 total

includes taxes & fees

Oct 1 - Oct 2

8. B&B Antica Foresteria di Tosina

Pelago

CA $141

CA $161 total

includes taxes & fees

Sep 14 - Sep 15

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a balcony.

An outdoor dining area with stone flooring and tables, surrounded by greenery and a building with multiple balconies.

A rustic bar area with wooden beams, a long counter, and large ceramic pots.

An outdoor amphitheater with stone steps and a grassy area in front.

9. Hotel Fattoria degli Usignoli

Reggello

Oscar

CA $149

CA $175 total

includes taxes & fees

Sep 14 - Sep 15

A stone building with a pool, surrounded by trees and outdoor seating.

A rustic dining area with a stone wall, wooden beams, a brick floor, and a dining table with chairs.

A spacious living room with a large sofa, a coffee table, and a fireplace. There are large windows with a view of the outdoors.

A stone building with a tiled roof, multiple arches, and a stone pathway leading to a covered patio area.

10. Fattorie di Celli

Poppi

Samuel

CA $299

CA $329 total

includes taxes & fees

Sep 15 - Sep 16

An outdoor dining area with tables and chairs, surrounded by greenery and a view of trees and hills.

A two-story house with a tiled roof, surrounded by a well-maintained garden with various plants and flowers.

A view through a large window with wooden frames, revealing a swimming pool surrounded by lush greenery and trees.

A pathway flanked by tall cypress trees leading to a building with a sign indicating 'Torrefazione Toscana'.

11. Torrebianca Tuscany

Rignano sull'Arno

Luis

CA $164

CA $180 total

includes taxes & fees

Sep 2 - Sep 3

A formal garden with neatly trimmed hedges, a gravel path, and tall trees.

A swimming pool with lounge chairs and a view of vineyards and mountains.

A bedroom with a large window, a striped armchair, a purple ottoman, and a patterned rug.

A dining area with tables set for two, featuring a rustic ceiling and a view of the outdoors through a door.

12. Torre a Cona Wine Estate

Rignano sull'Arno

Danielle

CA $392

CA $436 total

includes taxes & fees

Sep 30 - Oct 1

An outdoor patio area with a brick archway, potted plants, and wicker furniture.

A swimming pool with steps leading into it, surrounded by lounge chairs and a stone wall with greenery.

A dining area with a fireplace, wooden beams, and a tiled floor.

A room with a large window, a radiator, and a television on a stand.

13. Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

CA $126

CA $140 total

includes taxes & fees

Sep 9 - Sep 10

A stone building with a tiled roof, outdoor seating area, and a view of the countryside.

A dining area with multiple tables and chairs, wooden beams on the ceiling, and artwork on the walls.

A stone building with a wooden door, surrounded by a garden with potted plants and a vineyard in the background.

A swimming pool with lounge chairs and a stone building in the background.

14. Agriturismo Fattoria Lavacchio

Pontassieve

GIOVANNI

CA $239

CA $266 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with a view of a hillside town.

A kitchen with a dining area, featuring a wooden table, chairs, and a refrigerator.

A stone building with a white arched door and potted plants.

A view of a residential area with houses, trees, and a white picket fence.

15. La Terrazza di Reggello

Reggello

Sandra

CA $176

CA $200 total

includes taxes & fees

Sep 2 - Sep 3

A rectangular swimming pool with a stone deck, surrounded by lush greenery and trees.

A long wooden dining table with chairs, a potted plant, and a wine rack with bottles.

A covered patio area with potted plants and a view of the outside.

A courtyard with a red building, stone paving, wooden barrels, potted plants, and a large tree.

16. Il Pezzatino

Rufina

Lewis

CA $248

CA $276 total

includes taxes & fees

Sep 1 - Sep 2

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

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.

A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

17. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Jason

CA $229

CA $255 total

includes taxes & fees

Sep 27 - Sep 28

A table with drinks and snacks, overlooking a pool and hills.

A room with a large arched window, a round table with a potted plant, and a red patterned rug.

A well-lit residential property at dusk with a swimming pool, a stone pathway, and a view of the surrounding landscape.

A dining area with a long table set for a meal, a wine rack in the background, and a staircase leading to another level.

18. Resort 37

Rignano sull'Arno

Teofilo

CA $316

CA $358 total

includes taxes & fees

Sep 8 - Sep 9

A luxurious room with a chandelier, classical columns, and a dining area with wooden chairs and a table.

A traditional European town with stone buildings, a visible staircase, and a clear view of the surrounding hills.

A dining area with a table set for breakfast, featuring plates, cutlery, and a pitcher of juice.

A living room with a staircase, a sofa, a coffee table, and a rug.

19. Dimora Casa Eugenia

Loro Ciuffenna

Shannon

CA $169

CA $186 total

includes taxes & fees

Sep 30 - Oct 1

A person in a hot tub outdoors with a grassy area and trees in the background.

A balcony with a view of a lush garden and distant hills.

A bedroom with a large bed, a desk with a chair, a window with curtains, and a wooden ceiling.

A cozy living room with a fireplace, red sofa, patterned rug, and a dining area with a table and chairs.

20. Poggio Baronti B&B

Bagno a Ripoli

Lena

CA $160

CA $179 total

includes taxes & fees

Sep 27 - Sep 28

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Top Caiano Hotel Reviews

FH55 Hotel Villa Fiesole

10/10 Excellent

"Staying at FH55 Hotel Villa Fiesole was an unforgettable experience that blended comfort, beauty, and genuine hospitality. The hotel’s location on the hillside above Florence is nothing short of spectacular, waking up to panoramic views of the city’s rooftops, the Duomo, and the rolling Tuscan landscape felt like stepping into a Renaissance painting. The staff were exceptional from the moment we arrived. Warm, attentive, and truly dedicated to making every guest feel welcome, they elevated the entire stay. Every interaction felt personal and sincere, and their professionalism matched the elegance of the property. Our accommodation was outstanding, beautifully designed rooms, immaculate cleanliness, and thoughtful touches that made the space feel both luxurious and cozy. The peaceful atmosphere of the villa, surrounded by greenery and history, created the perfect retreat after exploring Florence. A special mention goes to the hotel’s shuttle driver, who was incredibly friendly, kind, and exceptionally helpful. His positive energy and local insights made each ride enjoyable, and his service added real value to our stay. He represents the spirit of hospitality that makes Villa Fiesole stand out. And of course, Florence itself. A city overflowing with historic landmarks, world‑class art, and timeless beauty. From the Uffizi and Ponte Vecchio to the narrow medieval streets and vibrant piazzas, Florence remains one of the world’s greatest cultural treasures."

Radisson Blu Hotel, Florence

10/10 Excellent

"Beautiful hotel"

Hu Firenze Camping In Town

8/10 Good

"The accommodation is very good value for money. Nice facilities. The food in the restaurant is excellent and at a very reasonable price. Just one small complaint. We arrived in a torrential downpour, but had to wander around the site in the dark looking for our chalet. I thought a little buggy to help travellers would be a good idea."

Villa Pitiana

10/10 Excellent

"Lovely room and gorgeous location. Best to have a car when coming as it is far away from major areas. Lots of in-house facilities and walks. Good for a relaxing break. We enjoyed family holiday, with visits to the pool and easy drive to Florence."

Forte16 View & Spa

10/10 Excellent

"Clean and spacious room for a family of four. Spa pool was nice after a long day of walking."

Villa Olmi Firenze

10/10 Excellent

"A romantic Tuscan dream! The hotel was beautiful, the staff couldn’t do enough for us and we can’t wait to come back!"

FH55 Grand Hotel Mediterraneo

10/10 Excellent

"I highly recommend this hotel. Absolutely a ten out ten. Friendly staff. The breakfast one of the best most complete manus excellent. Totally worth it!!!! The location is ideal you can walk to Michallangelo square and the town. One piece of advice we made the mistake and walked from the train station to the hotel is about 30 minutes. Taxis are expensive about 40 euros. Take the bus number 14 only one euro lives right by the hotel and in front of the train station. If I ever come back to Florence will definitely stay in this hotel. Thank you to everyone in the hotel loveeeed it!!!!"

Hotel Ville sull'Arno - Preferred Hotels & Resorts

10/10 Excellent

"Lovely hotel, room was comfortable with all amenities you could need. The spa was very nice and a little getaway inside Florence. We were able to book the Spa and have it for ourselves even in the middle of summer. Breakfast and pool are great. We opted to use the bikes they provide to get to town, the hotel is right on a bike path and it is a straight shot to get to the city center. Great location but still far enough that it is quiet, and we had wonderful little sunset bike rides into town by the river. Highly recommend the staff are wonderful."

Villa La Stella - Casa per Ferie

8/10 Good

"The room when arrive has not been clean. They swap us for chamber with an upgrade. The view was wonderfull. But still somevtrace of moisture was still present and the toillets was not just ok about are clean they are. The room are hard to access for older person. You have elevator to bring you on the floor but same after this on the floor you still have some stair present. For older person it could be an issue with the luggage."

More cheap stays in Caiano

Agriturismo Casa Passerini a Firenze

Via di Casa Passerini, 1 Londa FI

CA $120

CA $136 total

Sep 1 - Sep 2

includes taxes & fees

7.8/10 Good! (11 reviews)

Hotel Villa Il Castagno

via Andrea del Castagno 31 Florence FI

CA $126

CA $153 total

Sep 1 - Sep 2

includes taxes & fees

Hotel Arno Bellariva

Lungarno del Tempio, 16 Florence FI

CA $153

CA $182 total

Sep 1 - Sep 2

includes taxes & fees

7.8/10 Good! (233 reviews)

Hotel Emma

Via A. Pacinotti 20 Florence FI

CA $190

CA $224 total

Sep 3 - Sep 4

includes taxes & fees

Hotel Orcagna

Via Orcagna 57-59 Florence FI

CA $196

CA $230 total

Sep 2 - Sep 3

includes taxes & fees

Hotel D'Azeglio

Via della Mattonaia, 43 Florence FI

Get rates

7.8/10 Good! (344 reviews)

Frequently asked questions

What is the best area to stay in Caiano?

The best area to stay in Caiano is the historic centre, located within the ancient town walls.This area is the heart of Caiano, characterised by its narrow, cobbled streets, traditional stone buildings, and charming piazzas. You'll find the main church, local trattorias, and artisan shops within a short stroll of each other. It's a very walkable area, allowing you to easily explore on foot.Couples looking for a romantic and authentic Tuscan experience will find the historic centre ideal. The intimate setting, with its quiet evenings and opportunities for leisurely dinners at local restaurants, provides a great backdrop for a relaxing getaway. You're also well-placed to enjoy wine-tasting experiences at nearby vineyards.For families, staying slightly outside the historic centre, perhaps in a villa or agriturismo in the surrounding countryside, can offer more space and amenities. These properties often come with private gardens and swimming pools, providing a tranquil base for children to play while still being a short drive from Caiano's attractions and the wider Chianti region.

When is the best time to go to Caiano?

The best times to visit Caiano are during the spring (April to June) and autumn (September to October) months.Spring in Caiano offers pleasant temperatures, typically ranging from 15°C to 25°C, making it ideal for exploring the rolling hills and vineyards. The countryside is lush and green, and the air is fresh. This period is particularly suitable for couples who enjoy scenic drives and outdoor activities like walking or cycling without the intense heat of summer.Autumn also provides wonderful weather, with temperatures usually between 18°C and 28°C. This is harvest season, so you'll find local festivals celebrating grapes and olives. The landscape transforms with beautiful autumnal colours. Food and wine enthusiasts will appreciate the opportunity to experience local traditions and taste fresh produce.While summer (July and August) can be lovely, it can also be quite hot, with temperatures often exceeding 30°C. Winter (November to March) is cooler and quieter, with some businesses potentially having reduced hours.

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 Caiano.

How much is the nightly rate at a Caiano hotel?

Prices for hotels in Caiano often vary, but you can find a great deal from CA $99 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.

Explore a world of travel with Expedia

Book Hotels in Caiano on Expedia.it

Find hotels in Caiano from CA $99

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Caiano

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Caiano hotels

1. Albergo Falterona

2. Hotel Restaurant La Torricella

3. Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

4. Hotel Croce di Savoia

5. Villa Pitiana

6. Albergo San Lorenzo

7. Borgo I Tre Baroni

8. B&B Antica Foresteria di Tosina

9. Hotel Fattoria degli Usignoli

10. Fattorie di Celli

11. Torrebianca Tuscany

12. Torre a Cona Wine Estate

13. Hotel Tenuta Il Burchio

14. Agriturismo Fattoria Lavacchio

15. La Terrazza di Reggello

16. Il Pezzatino

17. Villa Casagrande Resort & SPA

18. Resort 37

19. Dimora Casa Eugenia

20. Poggio Baronti B&B

Top Caiano Hotel Reviews

FH55 Hotel Villa Fiesole

Radisson Blu Hotel, Florence

Hu Firenze Camping In Town

Villa Pitiana

Forte16 View & Spa

Villa Olmi Firenze

FH55 Grand Hotel Mediterraneo

Hotel Ville sull'Arno - Preferred Hotels & Resorts

Villa La Stella - Casa per Ferie

More cheap stays in Caiano

Agriturismo Casa Passerini a Firenze

Hotel Villa Il Castagno

Hotel Arno Bellariva

Hotel Emma

Hotel Orcagna

Hotel D'Azeglio

Frequently asked questions

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