A stone castle with battlements overlooking a lush valley with vineyards.

Gaiole in Chianti Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Gaiole in Chianti vacation rentals

Exterior

1. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (14 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is P9,141
P10,617 total
includes taxes & fees
Aug 24 - Aug 25
L' Eroico
Exterior

2. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
The price is P16,001
P18,167 total
includes taxes & fees
Aug 23 - Aug 24
Borgo Argenina
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is P9,789
P10,768 total
includes taxes & fees
Sep 10 - Sep 11
Villa di Sotto
Lounge

4. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is P5,936
P6,810 total
includes taxes & fees
Aug 13 - Aug 14
Mariani Bed & Breakfast
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

5. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is P7,887
P8,817 total
includes taxes & fees
Aug 27 - Aug 28
Borgo di Erboli
Aerial view

6. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
The price is P10,797
P12,160 total
includes taxes & fees
Sep 11 - Sep 12
Villa Curina Resort
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

7. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is P7,521
P8,556 total
includes taxes & fees
Aug 30 - Aug 31
Residenzia del Sogno
Terrace/patio

8. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is P6,718
P7,673 total
includes taxes & fees
Aug 19 - Aug 20
Fullino Nero
Premium bedding, Select Comfort beds, minibar, in-room safe

9. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is P7,331
P8,344 total
includes taxes & fees
Aug 26 - Aug 27
La Terrazza Sul Campo Rooming House
Exterior

10. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (329 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is P6,654
P7,531 total
includes taxes & fees
Aug 13 - Aug 14
Hu Norcenni Girasole Village
Aerial view

11. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is P12,393
P13,774 total
includes taxes & fees
Sep 8 - Sep 9
Riserva di Fizzano Residence
View from room

12. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P6,149
P6,904 total
includes taxes & fees
Sep 1 - Sep 2
Chianti Village Morrocco
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.
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Top Gaiole in Chianti Hotel Reviews

Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted

10/10 Excellent
"Great hotel, around 20 mins drive from Florence so not too far but bear in mind if you’re driving there is a restricted zone. The property is an old mill from the 1300s with a beautiful view over the River Arno. Staff was very friendly and breakfast was very nice - although it’s certainly nothing particularly exceptional, just an ok buffet spread with the usual. The rooms are nice but a little dated (however it’s a really really old building, so some might find this part of the charm). Overall would go back and recommend."
Michael 4-night trip
Posted 3 days ago
Hotel Mulino di Firenze, WorldHotels Crafted

Find out more about Gaiole in Chianti

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Frequently asked questions

Can I find vacation rentals in Gaiole in Chianti?

Yes, we have vacation rentals close to the most popular attractions in Gaiole in Chianti, or you can choose a more secluded option if you're looking for relaxation. The spas and wineries are several reasons why visitors like Gaiole in Chianti. Make sure you have time to check out the monuments while you're in the area.

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

Borgo Argiano: Visitors like this Gaiole in Chianti vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Gaiole in Chianti?

With 24 Expedia vacation rentals, you're sure to find just the right place for your Gaiole in Chianti stay.

What’s there to see and do in Gaiole 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. Meleto Castle and Badia a Coltibuono are other places to visit while you're in town.

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

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Gaiole in Chianti. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.