Photo by Karen Dean

Search Guest Houses in Gaiole in Chianti

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 70 Guest Houses in Gaiole in Chianti with updated reviews, rates, and availability.

Dievole Wine Resort

9.6 out of 10, Exceptional, (144)
"Beautiful property! "
The price is AED 1,262
AED 1,421 total
includes taxes & fees
16 May - 17 May
Dievole Wine Resort

Villa Montarioso

8.6 out of 10, Excellent, (111)
"Beautiful estate property with beautiful park and well manicured property. Elevator to rooms was a plus for sure. Breakfast was delicious ! Would love to visit again :)"
The price is AED 298
AED 345 total
includes taxes & fees
12 May - 13 May
Villa Montarioso

Residenza d'Epoca Palazzo Buonaccorsi

8.4 out of 10, Very Good, (149)
"Loved the property and location. Very atmospheric and authentic 12th C historical palazzo. The staff were very helpful as well about local attractions and dining options."
The price is AED 324
AED 377 total
includes taxes & fees
18 May - 19 May
Residenza d'Epoca Palazzo Buonaccorsi

B&B Le Aquile

9.6 out of 10, Exceptional, (89)
"The property is in a convenient location and walkable distance to all major locations. The room is spacious but very old. "
The price is AED 435
AED 496 total
includes taxes & fees
13 May - 14 May
B&B Le Aquile

Residenza d'Epoca San Martino 29

9.8 out of 10, Exceptional, (19)
"Amazing location, super con"
The price is AED 546
AED 617 total
includes taxes & fees
4 Jun - 5 Jun
Residenza d'Epoca San Martino 29

Fondaco del Moro

9.8 out of 10, Exceptional, (19)
"It's a beautiful place! Very historic, inside a village."
The price is AED 205
AED 226 total
includes taxes & fees
7 May - 8 May
Fondaco del Moro

SUGAR ROOMS Residenza d' Epoca

10.0 out of 10, Exceptional, (11)
"Thank you for your hospitality, Marco."
The price is AED 711
AED 807 total
includes taxes & fees
19 May - 20 May
SUGAR ROOMS Residenza d' Epoca

Villa Sant Andrea

9.2 out of 10, Wonderful, (31)
"Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help."
The price is AED 362
AED 415 total
includes taxes & fees
12 May - 13 May
Villa Sant Andrea

AmiRooms Affittacamere

The price is AED 579
AED 654 total
includes taxes & fees
4 Jun - 5 Jun
AmiRooms Affittacamere

Residenza d'Epoca Le Aquile

10.0 out of 10, Exceptional, (62)
"Staff was extremely friendly and helpful. Ada gave us great dinner suggestions. Only suggestion is to offer softer pillows or maybe this is common in Italy. Wish I could still have the pistachio croissant from down the street. Siena is a gem!"
The price is AED 677
AED 761 total
includes taxes & fees
11 May - 12 May
Residenza d'Epoca Le Aquile

Blossoms of Siena

9.0 out of 10, Wonderful, (16)
"Katia is a great host. She’s very helpful and attentive to her guests. We will stay with her again when we come back to Sienna."
The price is AED 566
AED 640 total
includes taxes & fees
13 May - 14 May
Blossoms of Siena

Palazzo Ninci

10.0 out of 10, Exceptional, (2)
"Posizione"
The price is AED 215
AED 236 total
includes taxes & fees
7 May - 8 May
Palazzo Ninci

LA CORTE DEL RE SUITE AREZZO

8.4 out of 10, Very Good, (8)
"Amazing room, had a small kitchen and extra blankets. Very cozy! Great view of the Piazza Grande. They offer Chianti wine tastings and truffle products downstairs. Loved my time here, great location for the Christmas markets!"
The price is AED 343
AED 444 total
includes taxes & fees
2 Jun - 3 Jun
LA CORTE DEL RE SUITE AREZZO

Relais La Corte Dei Cavalieri

8.0 out of 10, Very Good, (63)
"It was a lovely charming apartement with a cozy and comfortable bed. It's a bit cold this time of year but there was a thoughtful little heater and big wool blanket in the room in addition to the radiator which was very warm. Great sleep! Lovely space and everything feels quite walkable here in Siena."
Relais La Corte Dei Cavalieri

Santo Spirito

8.2 out of 10, Very Good, (53)
"A very nice room close to the old town in Arezzo. We really enjoyed the nice atmosphere and warm hospitality at Santo Spiritio."
Santo Spirito

San Gimignano Dependance Rose's Rooms, with 4 rooms, full center, fast WiFi.

10.0 out of 10, Exceptional, (4)
"Our family had a comfortable stay here. Everyone we came in contact with was very gracious and helpful. The property is located just a few minutes away from the center of town, and is easy to access through one of the city gates. Town is lovely and well worth a visit!"
San Gimignano Dependance Rose's Rooms, with 4 rooms, full center, fast WiFi.

Casa di Palaia

9.8 out of 10, Exceptional, (19)
"Super nice hosts, amazing place"
The price is AED 434
AED 494 total
includes taxes & fees
8 May - 9 May
Casa di Palaia

Duccio Nacci Rooms - guest house

10.0 out of 10, Exceptional, (2)
The price is AED 462
AED 529 total
includes taxes & fees
19 May - 20 May
Duccio Nacci Rooms - guest house

San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

10.0 out of 10, Exceptional, (7)
"We had 8 people and we stayed in the Pallazo and found this to be a fantastic experience in a great gem of the city. Marcia was an excellent host and the accommodations which are in a building from 1132 were magnificent. I highly recommend this place."
The price is AED 1,382
AED 1,693 total
includes taxes & fees
12 May - 13 May
San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

Dream vacation home in an absolutely peaceful location

9.6 out of 10, Exceptional, (18)
"The house sits on a top a of the hill with amazing views of Tuscany. Location-wise it was about 30 mins to Montalpulciano, 50 mins to Sienna and an hour to Perugia. Decent equipped."
Dream vacation home in an absolutely peaceful location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Gaiole in Chianti
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Gaiole in Chianti

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1391)
"Great campsite"
The price is AED 421
AED 493 total
includes taxes & fees
12 May - 13 May
Hu Firenze Camping In Town

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (284)
"Nice place for family time"
The price is AED 174
AED 203 total
includes taxes & fees
8 May - 9 May
Hu Norcenni Girasole Village

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (74)
"Great experience, close to a beautiful city and castle on a hill. "
The price is AED 170
AED 199 total
includes taxes & fees
11 May - 12 May
Camping Boschetto Di Piemma
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.