Gaiole in Chianti Vacation Rentals from $59: 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 an electric kettle. You can relax into your vacation with a garden and a library.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Gaiole in Chianti vacation rentals

1. L' Eroico

Gaiole in Chianti

Angela

$143 nightly

Aug 25 - Aug 26

Total with taxes and fees

2. Borgo Argenina

Gaiole in Chianti

Sabatino

$274 nightly

Aug 9 - Aug 10

Total with taxes and fees

3. Farmhouse in Chianti

gaiole in chianti

"This location provided our blended family an authentic experience in a small village on top of a mountain in Chianti. The house is surrounded by olive groves and wine grapes. The pool was great and the village, literally less than a city block up the road. Folks are incredibly friendly and helpful. Two of the rooms had their own bathrooms and the other two share a bathroom. There is a common kitchen for cooking and eating. We cooked most nights and ate on the outside terrace. Allesandra is a...

Lara W.

$584 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Gaiole in Chianti

Mariah M.

$312 nightly

Sep 1 - Sep 2

Total with taxes and fees

5. Chianti Summer Vacation Home with Pool, Garden, and Wi-Fi

Gaiole in Chianti

$985 nightly

Aug 10 - Aug 11

Total with taxes and fees

6. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "

Ravin N.

$1,923 nightly

Aug 14 - Aug 15

Total with taxes and fees

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

Gaiole in chianti

$408 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

$1,320 nightly

Aug 19 - Aug 20

Total with taxes and fees

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

Gaiole in chianti

$454 nightly

Aug 22 - Aug 23

Total with taxes and fees

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

10. Villa di Sotto

Castelnuovo Berardenga

Philippe

$173 nightly

Aug 10 - Aug 11

Total with taxes and fees

11. Mariani Bed & Breakfast

Castellina in Chianti

Chie

$89 nightly

Aug 9 - Aug 10

Total with taxes and fees

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

12. Borgo di Erboli

Cavriglia

$120 nightly

Aug 27 - Aug 28

Total with taxes and fees

13. Villa Curina Resort

Castelnuovo Berardenga

Mary

$160 nightly

Aug 9 - Aug 10

Total with taxes and fees

14. Hu Norcenni Girasole Village

Figline e Incisa Valdarno

Kalinka

$90 nightly

Aug 7 - Aug 8

Total with taxes and fees

15. 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

$185 nightly

Aug 10 - Aug 11

Total with taxes and fees

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

16. Residenzia del Sogno

Castellina in Chianti

Katherine

$120 nightly

Aug 30 - Aug 31

Total with taxes and fees

17. Chianti Village Morrocco

Barberino Tavarnelle

Chris

$90 nightly

Aug 9 - Aug 10

Total with taxes and fees

Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

18. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

$122 nightly

Aug 26 - Aug 27

Total with taxes and fees

19. Domus il Palio B&B

Ravacciano

Alissia

$62 nightly

Aug 24 - Aug 25

Total with taxes and fees

Studio, Patio, Ground Floor | Terrace/patio

20. Fullino Nero

Siena

Christian

$110 nightly

Aug 12 - Aug 13

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Villas

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Gaiole in Chianti Hotel Reviews

Italiana Hotels Florence

10/10 Excellent

"Room was spacious & clean. Breakfast was good. Staff needs to be more professional. Overall, great stay. The free parking was a plus coz that’s hard to find on big cities."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Villa I Barronci Resort & Spa

10/10 Excellent

"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well as numerous delicious restaurants (I recommend Nonno’s for a rustic, authentic dinner, La Carboneira for pizzas and I Pini for gelato. I would stay here again and highly recommend!"

Find out more about Gaiole in Chianti

Everything you need to know about Gaiole in Chianti vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gaiole in Chianti vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gaiole in Chianti vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gaiole in Chianti vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gaiole in Chianti. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gaiole in Chianti in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $59 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gaiole in Chianti rentals

At Expedia, we put the best Gaiole in Chianti vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gaiole in Chianti rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gaiole in Chianti vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gaiole in Chianti. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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

How many vacation rentals are there in Gaiole in Chianti?

With 26 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

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Gaiole in Chianti vacation rentals

1. L' Eroico

2. Borgo Argenina

3. Farmhouse in Chianti

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

5. Chianti Summer Vacation Home with Pool, Garden, and Wi-Fi

6. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

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

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

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

10. Villa di Sotto

11. Mariani Bed & Breakfast

12. Borgo di Erboli

13. Villa Curina Resort

14. Hu Norcenni Girasole Village

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

16. Residenzia del Sogno

17. Chianti Village Morrocco

18. La Terrazza Sul Campo Rooming House

19. Domus il Palio B&B

20. Fullino Nero

Find vacation rentals that suit your style

Top Gaiole in Chianti Hotel Reviews

Italiana Hotels Florence

Find out more about Gaiole in Chianti

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app