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Gaiole in Chianti Vacation Rentals

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Oct 25 - Oct 26
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Nov 7 - Nov 9

Vacation Rentals in Gaiole in Chianti

Front of property
L' Eroico
L' Eroico
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio
Borgo Argenina
Borgo Argenina
9.8 out of 10, Exceptional, (22)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
Borgo Argenina
Outdoor pool, sun loungers
Rocca di Castagnoli
Rocca di Castagnoli
9.2 out of 10, Wonderful, (28)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
$169 nightly
The price is $195
Oct 29 - Oct 30
Total with taxes and fees
Rocca di Castagnoli
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
$7,494 nightly
The price is $7,494
Oct 27 - Oct 28
Total with taxes and fees
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Dining
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
$225 nightly
The price is $230
Nov 3 - Nov 4
Total with taxes and fees
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
Pool
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
$581 nightly
The price is $586
Oct 27 - Oct 28
Total with taxes and fees
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
TV, fireplace
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
$738 nightly
The price is $743
Nov 6 - Nov 7
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Dining
Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony
Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony
$310 nightly
The price is $315
Oct 27 - Oct 28
Total with taxes and fees
Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony
Chalet | 1 bedroom, in-room safe, cribs/infant beds, bed sheets
Hu Firenze Camping In Town
Hu Firenze Camping In Town
8.8 out of 10, Excellent, (1573)
"Really nice places "
United States
ALBERTO
$51 nightly
The price is $65
Nov 16 - Nov 17
Total with taxes and fees
Hu Firenze Camping In Town
Lobby lounge
Villa Cassia di Baccano
Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
$135 nightly
The price is $149
Nov 2 - Nov 3
Total with taxes and fees
Villa Cassia di Baccano
2 bedrooms, cribs/infant beds, bed sheets
hu Firenze Certosa camping in town
hu Firenze Certosa camping in town
8.0 out of 10, Very Good, (51)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town
Exterior detail
La Casa di Ines
La Casa di Ines
9.6 out of 10, Exceptional, (5)
"Amazing property and family ! "
Canada
Mary
$77 nightly
The price is $91
Oct 30 - Oct 31
Total with taxes and fees
La Casa di Ines
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso
B&B Il Corso
9.8 out of 10, Exceptional, (186)
"Everything we like overall. Wish we stayed there more. "
United States
Mira
$96 nightly
The price is $110
Nov 25 - Nov 26
Total with taxes and fees
B&B Il Corso
Royal Apartment | View from room
Tuscasì Aparthotel
Tuscasì Aparthotel
9.0 out of 10, Wonderful, (23)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$75 nightly
The price is $86
Nov 2 - Nov 3
Total with taxes and fees
Tuscasì Aparthotel
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco
Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (106)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$71 nightly
The price is $81
Nov 23 - Nov 24
Total with taxes and fees
Chianti Village Morrocco
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi
Casa Vacanze Squarcialupi
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
$117 nightly
The price is $131
Nov 9 - Nov 10
Total with taxes and fees
Casa Vacanze Squarcialupi
Property entrance
Castello di Modanella
Castello di Modanella
7.8 out of 10, Good, (16)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
United States
Andrew
$131 nightly
The price is $149
Oct 26 - Oct 27
Total with taxes and fees
Castello di Modanella
Birthday party area
Siena Vip
Siena Vip
9.2 out of 10, Wonderful, (409)
"Super clean super close to everything."
United States
Ramon
$106 nightly
The price is $122
Nov 2 - Nov 3
Total with taxes and fees
Siena Vip
Restaurant
B&B Dei Rossi
B&B Dei Rossi
8.0 out of 10, Very Good, (17)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
$68 nightly
The price is $80
Nov 3 - Nov 4
Total with taxes and fees
B&B Dei Rossi
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B
DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
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 Athena

Hotel Athena

10/10 Excellent
"Excellent hotel with great service."
Stewart 4-night trip
Posted 6 days ago
Hotel Athena

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 $62 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.

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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 49 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 Chianti Sculpture Park. 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.