Gaiole in Chianti Vacation Rentals from ￥7,781: Search Short-Term Rentals

Q: 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 kitchenware. You can relax into your vacation with a garden and a library.

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Our top choices for Gaiole in Chianti vacation rentals

A stone building with a yellow sign reading "b&b erioico".

1. L' Eroico

Gaiole in Chianti

Angela

￥23,933 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a garden in front.

2. Borgo Argenina

Gaiole in Chianti

Tatevik

￥36,189 total

includes taxes & fees

Oct 5 - Oct 6

A table set with various items including a book, glassware, and decorative objects against a stone wall backdrop.

3. 'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning

Gaiole in Chianti

Mariah M.

￥46,903 total

includes taxes & fees

Oct 6 - Oct 7

A terrace with wicker furniture, a stone planter with flowers, and a view of vineyards and hills.

4. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

Gaiole in Chianti

Bernard K.

￥124,184 total

includes taxes & fees

Oct 5 - Oct 6

A dining area with a table and chairs, a sofa, and large windows with curtains.

5. 'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

Gaiole in Chianti

￥180,451 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with a colorful inflatable ring and a water fountain.

6. Farmhouse in Chianti

gaiole in chianti

"We absolutely loved the pool and the view. The pool with a deep end and color changing light was our highlight. The hosts were very friendly, helpful and always available if needed, since they live upstairs in the same house. Still, they never complained about us being loud. Everything was perfectly clean, the pool was cleaned regularly during our stay. The road to the property might be rough, but the view is beautiful. Also, we were gifted some delicious wine."

Johanna K.

￥88,208 total

includes taxes & fees

Oct 5 - Oct 6

A stone building with a rustic exterior, a gravel driveway, and a dog walking nearby.

7. Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony

Gaiole in chianti

An outdoor patio with a wooden table and chairs, a hanging lantern, and a view of the surrounding landscape.

8. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Gaiole in Chianti

"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"

Anonymous traveler

￥203,633 total

includes taxes & fees

Oct 6 - Oct 7

9. Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi

Gaiole in chianti

￥63,108 total

includes taxes & fees

Oct 12 - Oct 13

10. Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony

Gaiole in chianti

￥90,841 total

includes taxes & fees

Oct 17 - Oct 18

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

11. Villa di Sotto

Castelnuovo Berardenga

Philippe

￥29,226 total

includes taxes & fees

Oct 12 - Oct 13

A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

12. Villa Rosa Panzano

Greve in Chianti

Allison

￥22,030 total

includes taxes & fees

Oct 5 - Oct 6

A villa with a swimming pool, outdoor seating, and a tennis court.

13. Villa Curina Resort

Castelnuovo Berardenga

Deanna

￥20,693 total

includes taxes & fees

Oct 10 - Oct 11

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

14. Riserva di Fizzano Residence

Castellina in Chianti

Janet

￥30,406 total

includes taxes & fees

Oct 8 - Oct 9

A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

15. Residenzia del Sogno

Castellina in Chianti

Katherine

￥22,651 total

includes taxes & fees

Oct 8 - Oct 9

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

16. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

￥28,203 total

includes taxes & fees

Oct 5 - Oct 6

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

17. Terre di Baccio

Greve in Chianti

Gage

￥48,039 total

includes taxes & fees

Oct 16 - Oct 17

A bathroom with a window view of a historic building and a tiled roof.

18. Siena Vip

Siena City Centre

Luis

￥16,901 total

includes taxes & fees

Nov 2 - Nov 3

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

19. Mariani Bed & Breakfast

Castellina in Chianti

Frank

￥15,901 total

includes taxes & fees

Oct 13 - Oct 14

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

20. Castello di Gargonza

Monte San Savino

Iain

￥42,904 total

includes taxes & fees

Oct 7 - Oct 8

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Top Gaiole in Chianti Hotel Reviews

Hu Firenze Camping In Town

8/10 Good

"A very well maintained campsite with good amenities and a bustling friendly atmosphere on the whole. The only downside is beyond the control of the campsite and was the bus service into central Florence. Appalling service with infrequent and misleading times. Overall other than the logistics of going to central Florence I would recommend the campsite highly"

Castello di Tornano Wine Resort

10/10 Excellent

"This was a magical place!!! Has a working farm mentality but all the nice touches of an upscale place. Modern bathrooms, updated AC, a pool that was wonderful to relax in after touring some local wineries. Gorgeous terrace area, a bar and some wonderful wines, delicious buffet breakfast, and superb restaurant for dinner!!! Staff also very helpful. Roads are narrow so be cautious in planning your day trips and the dirt road to the castle will leave your car quite dusty! Still- the views were breathtaking and we wished we could stay longer!"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Hotel Mulino di Firenze, WorldHotels Crafted

10/10 Excellent

"From the moment we arrived to the moment we left the staff were fantastic. Lapo, at the front desk, was extremely helpful in making last minute arrangements for anything we needed. The entire staff from the porters, bar tenders, cleaning staff and managers were friendly and accommodating. The property was picturesque and absolutely stunning. We wish we would have stayed more days just to enjoy the property itself. If you're having an afternoon drink on the patio bar or enjoying a scrumptious evening meal in the restaurant you will not be disappointed."

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

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 kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Gaiole in Chianti?

With 18 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.

Gaiole in Chianti Vacation Rentals

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Check prices for these dates

Our top choices for Gaiole in Chianti vacation rentals

1. L' Eroico

2. Borgo Argenina

3. 'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning

4. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi

5. 'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

6. Farmhouse in Chianti

7. Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony

8. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

9. Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi

10. Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony

11. Villa di Sotto

12. Villa Rosa Panzano

13. Villa Curina Resort

14. Riserva di Fizzano Residence

15. Residenzia del Sogno

16. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

17. Terre di Baccio

18. Siena Vip

19. Mariani Bed & Breakfast

20. Castello di Gargonza

Find vacation rentals that suit your style

Top Gaiole in Chianti Hotel Reviews

Hu Firenze Camping In Town

Find out more about Gaiole in Chianti

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