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Oct 16 - Oct 17
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Oct 17 - Oct 18
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Caiano hotels

A restaurant with a bar area, wooden furniture, and a potted plant.
A hotel room with a large bed, a desk, a chair, a chandelier, and a view of a building through the window.
A building with a tiled roof, a wooden door, and two large potted plants.
A building with a beige facade, multiple windows with dark shutters, and a tiled roof.

1. Hotel Rifugio la Foresta

Hotel Rifugio la Foresta
Reggello
United States
Gezim
CA $116
CA $135 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Rifugio la Foresta
A table set for breakfast with a view of a castle on a hill.
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.
A restaurant with multiple tables set for dining, featuring stone arches and wooden beams.

2. Hotel Restaurant La Torricella

Hotel Restaurant La Torricella
Poppi
United States
Giorgio
CA $121
CA $133 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Restaurant La Torricella
A garden pathway leading to a classical building with a view of distant mountains.
A wooden desk with a tray of croissants, a plate of strawberries, a glass of juice, and a vase with a red rose.
A courtyard with white chairs arranged in rows, a red carpet, and stone buildings with arches.
A large, historic building surrounded by lush gardens and a swimming pool.

3. Villa Pitiana

Villa Pitiana
Reggello
United States
Jason
CA $151
CA $177 total
includes taxes & fees
Nov 1 - Nov 2
Villa Pitiana
A wooden entrance with double doors, a lamp, and a rug.
A bar area with wooden cabinets, a counter with a display of flowers, and seating with a view of the street.
A cozy living room with a high wooden ceiling, a fireplace, and comfortable seating.
A reception area with a wooden reception desk, a bench, and a floral wall design.

4. Albergo Falterona

Albergo Falterona
Pratovecchio Stia
Netherlands
David
CA $122
CA $134 total
includes taxes & fees
Oct 20 - Oct 21
Albergo Falterona
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 breakfast buffet with pastries, fruits, and beverages.
A modern building with a stone facade, large windows, and outdoor seating area with tables and chairs.

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

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only
Pratovecchio Stia
Netherlands
Robin
CA $217
CA $238 total
includes taxes & fees
Oct 27 - Oct 28
Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a balcony.
An outdoor amphitheater with stone steps and a grassy area in front.
A rustic bar area with wooden beams, a long counter, and large ceramic pots.
An outdoor dining area with stone flooring and tables, surrounded by greenery and a building with multiple balconies.

6. Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
Reggello
Canada
Brittney
CA $152
CA $178 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Fattoria degli Usignoli
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 stone staircase leading to a terrace.
A wooden deck with a glass table and wicker chairs overlooking a mountainous landscape.

7. Borgo I Tre Baroni

Borgo I Tre Baroni
Poppi
Canada
Christopher
CA $122
CA $134 total
includes taxes & fees
Oct 25 - Oct 26
Borgo I Tre Baroni
An outdoor dining area with tables and chairs, a pergola, and a view of distant mountains.
A room with two beds, a wooden table, a glass shelf, and a view of the outdoors.
A staircase with ornate metal railings and a wooden ceiling.
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.

8. Albergo San Lorenzo

Albergo San Lorenzo
Poppi
United States
Paige
CA $111
CA $126 total
includes taxes & fees
Oct 21 - Oct 22
Albergo San Lorenzo
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.
An outdoor courtyard with stone walls, potted plants, and a wooden door leading to an interior space.

9. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
CA $102
CA $114 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Tenuta Il Burchio
A stone building with a pool, surrounded by trees and outdoor seating.
A stone building with a tiled roof, multiple arches, and a stone pathway leading to a covered patio area.
A grassy area with a pool and lounge 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.

10. Fattorie di Celli

Fattorie di Celli
Poppi
United Kingdom
Samuel
CA $276
CA $303 total
includes taxes & fees
Oct 19 - Oct 20
Fattorie di Celli
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 ivy, outdoor seating, and a view of the countryside.
A stone building with a wooden door, surrounded by a garden with potted plants and a vineyard in the background.

11. Agriturismo Fattoria Lavacchio

Agriturismo Fattoria Lavacchio
Pontassieve
Japan
Motomasa
CA $144
CA $162 total
includes taxes & fees
Nov 10 - Nov 11
Agriturismo Fattoria Lavacchio
A view through a window with a wooden frame, revealing a garden area with a stone wall, a wooden bench, and various plants.
A courtyard with a brick floor, a wooden bench, and a wall-mounted planter with plants.
A building with a tiled roof, a bell tower, and two tall trees.
A bedroom with a bed, a desk, a chair, and a window.

12. B&B Antica Foresteria di Tosina

B&B Antica Foresteria di Tosina
Pelago
CA $115
CA $133 total
includes taxes & fees
Oct 17 - Oct 18
B&B Antica Foresteria di Tosina
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 swimming pool with two white umbrellas, surrounded by greenery and potted plants.
A pathway flanked by tall cypress trees leading to a brick entrance with signage.

13. Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
United States
Roberto
CA $117
CA $128 total
includes taxes & fees
Nov 14 - Nov 15
Torrebianca Tuscany
A swimming pool with a stone border, surrounded by lounge chairs and a stone wall.
An aerial view of a villa with a swimming pool, surrounded by lush greenery and tall trees.
A spacious living room with a fireplace, wooden beams, a chandelier, and a large painting.
A pathway flanked by tall cypress trees and various shrubs, leading to a yellow building with green shutters.

14. Villa Rigacci

Villa Rigacci
Reggello
United States
Thomas
CA $187
CA $217 total
includes taxes & fees
Oct 29 - Oct 30
Villa Rigacci
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
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.

15. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
CA $145
CA $163 total
includes taxes & fees
Nov 15 - Nov 16
Villa Casagrande Resort & SPA
A table with drinks and snacks, overlooking a pool and hills.
A dining area with a long table set for a meal, a wine rack in the background, and a staircase leading to another level.
A well-lit residential property at dusk with a swimming pool, a stone pathway, and a view of the surrounding landscape.
A two-story house with a patio area and a dining section.

16. Resort 37

Resort 37
Rignano sull'Arno
United States
Kathy
CA $280
CA $317 total
includes taxes & fees
Oct 25 - Oct 26
Resort 37
A rectangular swimming pool with a stone deck, surrounded by lush greenery and trees.
A courtyard with a red building, stone paving, wooden barrels, potted plants, and a large tree.
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.

17. Il Pezzatino

Il Pezzatino
Rufina
Canada
Lewis
CA $213
CA $238 total
includes taxes & fees
Oct 29 - Oct 30
Il Pezzatino
A luxurious room with a chandelier, classical columns, and a dining area with wooden chairs and a table.
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.
A traditional European town with stone buildings, a visible staircase, and a clear view of the surrounding hills.

18. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
Norway
Hilde Stendal
CA $165
CA $181 total
includes taxes & fees
Oct 24 - Oct 25
Dimora Casa Eugenia
A buffet with various food items and utensils.
A covered outdoor seating area with wicker furniture and a potted plant.
A hotel entrance with a sign reading "HOTEL il Viandante".
A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.

19. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
CA $126
CA $171 total
includes taxes & fees
Oct 24 - Oct 25
Hotel Il Viandante
A person pouring a liquid from a bottle into a glass.
A glass table with a sandwich and a drink, a yellow sofa, and a fireplace with flames.
A modern interior with a blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.
A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

20. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
CA $138
CA $181 total
includes taxes & fees
Oct 22 - Oct 23
Moody smart & comfy Hotel
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Top Caiano Hotel Reviews

FH55 Grand Hotel Mediterraneo

FH55 Grand Hotel Mediterraneo

8/10 Good
"Great location, city center was within walking distance. Huge shoutout to Emmanuel who checked us in! He was very personable, forthcoming with local events and answered all of our questions without hesitation. The rest of the staff was short and curt - left me with the impression that I was an unwelcome bother. Will only return if there’s no other affordable option."
Laronda 2-night trip
Posted 13 hours ago
FH55 Grand Hotel Mediterraneo
Italiana Hotels Florence

Italiana Hotels Florence

10/10 Excellent
"Was our second time there so it must be good for that alone."
Gregory 3-night trip
Posted 15 hours ago
Italiana Hotels Florence
Forte16 View & Spa

Forte16 View & Spa

10/10 Excellent
"Wowwww beautifull room. Everythings was perfect and all the people to."
joel 3-night trip
Posted 15 hours ago
Forte16 View & Spa
Villa Neroli

Villa Neroli

10/10 Excellent
"Amazing and so updated just beautiful"
Kristen 1-night trip
Posted 1 day ago
Villa Neroli
Hotel Grifone

Hotel Grifone

10/10 Excellent
"Tout m'a plu. Très bel hôtel. Dans un coin tranquille mais pas trop loin du centre. Super déjeuner et resto attenant excellent."
Gilles 1-night trip
Posted 1 day ago
Hotel Grifone
FH55 Hotel Villa Fiesole

FH55 Hotel Villa Fiesole

10/10 Excellent
"Amazing stay!!!!"
Marife 2-night trip
Posted 2 days ago
FH55 Hotel Villa Fiesole
Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"It was a really nice experience staying at Hu Firenze. It was away from the hustle and bustle of the city and the main tourist areas, while a bus stop right across the street made it easy to get to the city centre. We also got to enjoy a bit of the Tuscan countryside experience. The only issue was that there is another Hu campsite called Hu Certosa, so you need to be careful not to book the wrong one, especially when travelling in a group and everyone is booking separately. This happened to us, but fortunately, the staff allowed my brother to stay with us since our accommodation had an extra bed. However, we had already paid for a tent at Hu Certosa. My recommendation would be to start breakfast earlier than 7:30 a.m. This would allow guests to leave at different times and help avoid long queues at the bus stop."
Shahram 3-night trip
Posted 2 days ago
Hu Firenze Camping In Town
Hotel David

Hotel David

8/10 Good
"A cute boutique hotel with close proximity to the old city in Florence. We appreciated the friendly staff, the included apertivo each evening and breakfast spread. The room was sufficiently comfortable but don’t expect much from the AC."
Kim 1-night trip
Posted 2 days ago
Hotel David
Hotel Ville sull'Arno - Preferred Hotels & Resorts

Hotel Ville sull'Arno - Preferred Hotels & Resorts

10/10 Excellent
"Excellent location & nice services"
Tarek 3-night trip
Posted 3 days ago
Hotel Ville sull'Arno - Preferred Hotels & Resorts

More cheap stays in Caiano

Hotel Villa Il Castagno

Hotel Villa Il Castagno

via Andrea del Castagno 31 Florence FI
CA $114
CA $139 total
Nov 10 - Nov 11
includes taxes & fees
Hotel Villa Il Castagno
Hotel Orcagna

Hotel Orcagna

Via Orcagna 57-59 Florence FI
CA $120
CA $147 total
Nov 15 - Nov 16
includes taxes & fees
9.2/10 Wonderful! (718 reviews)
Hotel Orcagna
Hotel Emma

Hotel Emma

Via A. Pacinotti 20 Florence FI
CA $130
CA $157 total
Nov 2 - Nov 3
includes taxes & fees
7.8/10 Good! (116 reviews)
Hotel Emma
Hotel Arno Bellariva

Hotel Arno Bellariva

Lungarno del Tempio, 16 Florence FI
CA $166
CA $197 total
Oct 18 - Oct 19
includes taxes & fees
7.8/10 Good! (236 reviews)
Hotel Arno Bellariva
Villa di Campolungo Agriturismo

Villa di Campolungo Agriturismo

VIA CAMPILUNGO 1 Fiesole FI
CA $193
CA $220 total
Nov 2 - Nov 3
includes taxes & fees
9.8/10 Exceptional! (19 reviews)
Villa di Campolungo Agriturismo
Hotel D'Azeglio

Hotel D'Azeglio

Via della Mattonaia, 43 Florence FI
Get rates
7.8/10 Good! (346 reviews)
Hotel D'Azeglio

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 $76 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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