Title: Gaiole in Chianti Vacation Rentals from CA $82: Short-Term Rentals for 2025 | Expedia.ca

 

[Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide)[Gaiole in Chianti Vacation Packages](https://expedia.ca/Gaiole-In-Chianti.d603149.Destination-Travel-Guides)

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Photo by Karen Dean

# Gaiole in Chianti Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=603149&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Gaiole in Chianti

![Chalet](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/dd9e6f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/03b78683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/c6c641a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hu Firenze Camping In Town

Florence

8.8/10

Excellent

(1588)

"It was a grt place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sunitha

CA $64

CA $82 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information)

![2 bedrooms, cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Chalet](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/e325c14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bungalow](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/10c2f471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/d9fabe63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### hu Firenze Certosa camping in town

Impruneta

8.0/10

Very good

(55)

"The only thing I would change is to make more stroller accessible "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aliana Paola

[](https://www.expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/823021fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/52973642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/156bd335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/078ea232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chianti Village Morrocco

Barberino Tavarnelle

8.6/10

Excellent

(108)

"Really enjoyed our short stay. The studio has all we needed, and we were given ine with a wraparound balcony with views of the stunning countryside!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Heike

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/32284d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/b4cc24c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/e496b256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/789c7666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping Village Il Poggetto

Rignano sull'Arno

8.0/10

Very good

(65)

"Lovely camp site, with friendly staff. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Phillip

[](https://www.expedia.ca/Rignano-SullArno-Hotels-Camping-Village-Il-Poggetto.h16157250.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/2319e7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/f8dc820f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, stovetop, highchair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/cba54bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/32add44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ApartHotel Anghel

Siena

8.4/10

Very good

(331)

"Would recommend staying here and will hopefully be back!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Lisa

[](https://www.expedia.ca/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/c9efa80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Garden View | Living area](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/50c585d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/e66754fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/b741acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Villa Olmo

Impruneta

9.4/10

Exceptional

(226)

"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cameron

CA $163

CA $185 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information)

![2 bars/lounges](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/83d23b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mobile Home | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/e765d51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/432267f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Triple Room | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/729a67a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping Boschetto Di Piemma

San Gimignano

8.8/10

Excellent

(85)

"Great experience, close to a beautiful city and castle on a hill. "

![New Zealand](https://a.travel-assets.com/egds/marks/flags/nz.svg)

Anonymous traveller

[](https://www.expedia.ca/San-Gimignano-Hotels-Camping-Boschetto-Di-Piemma.h27484300.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/3c3d9142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/3005f289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/c265eef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/9f090477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farmhouse in the heart of the real chiantishire

Castellina in Chianti

10/10

Exceptional

(144)

"Everything was perfect: thank you"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Richard D.

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Farmhouse-In-The-Heart-Of-The-Real-Chiantishire.h19149185.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/ea8090b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Concierge desk](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/163ec176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/5e4cb3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/2627cbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Battistero Siena - Residenza d'Epoca

Siena City Centre

9.6/10

Exceptional

(187)

"Staff was very nice and helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steven

CA $201

CA $228 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/b96fbe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/9980acef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/ea7982e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/691c226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Montalcino, exclusive for you, stunning view!!!

Montalcino

10/10

Exceptional

(86)

"We were a group of 4 couples and found there was plenty of room for all of us. The property as better in person than we had expected. We had a car so it was really easy to get around and see all the towns nearby. Very beautiful property with great vistas. So relaxing to hang out at the pool or the deck."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Elfrieda S.

[](https://www.expedia.ca/Montalcino-Hotels-Villa-In-Montalcino.h90300061.Hotel-Information)

![Royal Apartment | View from room](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/8b57b476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/1808f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/53d9424a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment | Terrace/patio](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/c89c2c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tuscasì Aparthotel

Sovicille

9.0/10

Wonderful

(24)

"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sergey

CA $105

CA $120 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/06ac7272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/15e9955b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/68022c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/19000000/18770000/18768900/18768895/5c9fc364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gite Montemirello, with garden and swimming pool

Casciano di Murlo - Siena

9.8/10

Exceptional

(60)

"Very nice stay and very nuce Host :)"

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Timo

[](https://www.expedia.ca/Murlo-Hotels-Gite-Montemirello.h18768895.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/ac3b72f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/38bf92ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/924790f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/50a7852c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping Siena Colleverde

Scacciapensieri

8.2/10

Very good

(159)

"Quiet. Rooms are adequate. Parking is easy. On-site dining is good. Short walk to bus transport "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Robert

[](https://www.expedia.ca/Siena-Hotels-Camping-Siena-Colleverde.h6574698.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/266fd5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/b10e2694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/4e759628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/f6bec757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa with large garden in the Chianti hills

Siena

9.6/10

Exceptional

(75)

"Adrianna was very helpful. And her home was comfortable for our family of four,. The garden was beautiful and we ate outdoors every meal. The pool was clean, yet well loved. Thanks for a great stay in a perfect location to see the surrounds of Tuscany."

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Fiona F.

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Villa-With-Large-Garden-In-The-Chianti-Hills.h30357304.Hotel-Information)

![Grand Apartment with Garden | Private kitchen](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/0a9df3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/4e143c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, Garden View](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/6860221b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 2 Bedrooms | Exterior detail](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/59ec7611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Regis Condo

Siena City Centre

9.4/10

Exceptional

(65)

"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ben

[](https://www.expedia.ca/Siena-Hotels-Regis-Condo.h34832291.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/679da5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/18de298e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/dd9f1e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/22000000/21120000/21114900/21114825/0cf3c295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Argiano

Castelnuovo Berardenga

10/10

Exceptional

(73)

"This place is perfect in every way. The grounds are gorgeous and the rooms smell and feel like you are at a luxury spa. Don’t look any further, this place is a must!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marnie

[](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Argiano.h21114825.Hotel-Information)

![Panoramic Suite, City View | View from room](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/f1ce4935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily continental breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/2f80a285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/6e297b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/8f897e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residenza d'Epoca Palazzo Borghesi

Siena City Centre

9.6/10

Exceptional

(115)

"Great location in Siena!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherry

CA $233

CA $263 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Siena-Hotels-Residenza-DEpoca-Palazzo-Borghesi.h17466559.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/7adfb34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/be3a90be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/3b7932fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/7e5228ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

San Casciano in Val di Pesa

10/10

Exceptional

(124)

"The accommodations were excellent with plenty of space for our group. The hosts were more than accommodating and helped with rental car arrangements and tour companies. They also were excellent cooks and we enjoyed many meals prepared by them. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David L.

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Charming-Villa-Torre-In-Chianti.h18768614.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/32000000/31950000/31947600/31947508/7b7d29db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31950000/31947600/31947508/213d683f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31950000/31947600/31947508/9149286d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31950000/31947600/31947508/270-59ba18d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 17th century farmhouse with private pool and Wi-Fi and air conditioning

Arezzo

9.2/10

Wonderful

(39)

"We stayed as a family of 10 and had a great time. The accommodation is definitely rustic and traditional. It won’t suit everyone but if you’re looking to get back to basics look no further! For us as an Australian family it could have cleaner and we ended up doing cleaning ourselves to make it more comfortable. The bed linen and towels are also ready for a refresh. The host was great and provided a good summary of the local area and sights. Arezzo is a lovely day out. "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Anonymous traveller

[](https://www.expedia.ca/Arezzo-Hotels-17th-Century-Farmhouse-With-Private-Pool-And-Wi-Fi-And-Air-Conditioning.h31947508.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/afd50901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/564262ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/e94bf161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/3d6f9205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Villa in the Florentine hills

Florence

9.8/10

Exceptional

(143)

"Beautiful property and great experience "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

edward p.

CA $569

CA $817 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Florence-Hotels-Luxury-Villa-In-The-Florentine-Hills.h18773430.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&regionId=603149&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Gaiole in Chianti Hotel Reviews

![Hotel Certosa Di Maggiano](//images.trvl-media.com/lodging/1000000/530000/528500/528470/4c3dd1ab_y.jpg)

### Hotel Certosa Di Maggiano

10/10 Excellent

"This is a very special place. A highlight of our trip. The service was top notch and the staff worked hard to make sure that our time there was a great experience. We had two dinners there and both were delicious. The room was very comfortable. They even gifted us with their branded olive oil when we checked out. We were sad to leave!"

[](https://expedia.ca/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

![Hu Firenze Camping In Town](//images.trvl-media.com/lodging/19000000/18340000/18331800/18331768/6194b9bd_y.jpg)

### Hu Firenze Camping In Town

10/10 Excellent

"The room was clean and in very good condition, I loved having a little fridge in the room. The staff was very friendly and helpful too!!"

[](https://expedia.ca/Florence-Hotels-Firenze-Camping-In-Town.h18331768.Hotel-Information)

![Hotel Italia](//images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg)

### Hotel Italia

10/10 Excellent

"Highly recommended. The hotel was a block from the escalator flight that comes up from the train station, so no taxi required to transfer. Hotel staff was terrific and the room nicely appointed. I was about a 20-minute walk to the Duomo, almost all of it through the historic medieval city so a beautiful journey."

[](https://expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

![Grand Hotel Continental Siena – Starhotels Collezione](//images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg)

### Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Great hotel / room, city center, friendly staff. "

[](https://expedia.ca/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information)

![Villa Olmi Firenze](//images.trvl-media.com/lodging/2000000/1450000/1441600/1441538/09965ee7_y.jpg)

### Villa Olmi Firenze

10/10 Excellent

"Amazing rooms and the breakfast buffet is unbelievable so many choices you won't be disappointed."

[](https://expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Olmi-Firenze.h1441538.Hotel-Information)

![Borgo Grondaie](//images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg)

### Borgo Grondaie

10/10 Excellent

"The absolute perfect option if you’re looking for an agriturismo but aren’t going to have access to a car. We had a large family group of six that took up two rooms and one of the apartments. The train station is about a ten to fifteen minute walk, with a bit of an incline, but it’s manageable with luggage. There is a Coop at the bottom of the hill about a four minute walk. We went grocery shopping multiple times and cooked most of our meals in the apartment kitchen. Siena city center is about a 40 minute walk, but the 24-hour set of escalators at the mall across the street from the station make it very simple. Despite being so close to everything, the property is set back enough that the noise doesn’t really make its way up. The pool and the apartment terraces boast wonderful views of Siena’s walls and major buildings. I made a mistake booking, and the staff were incredibly helpful in fixing my mistake and keeping the trip together. Cannot recommend this place enough, it’s an absolute hidden gem."

[](https://expedia.ca/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

![ Palazzo Ravizza](//images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg)

### Palazzo Ravizza

10/10 Excellent

"Very welcoming and attentive staff. Breakfast was amazing. I didn’t expect the gorgeous views!"

[](https://expedia.ca/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

![Hotel Borgo di Cortefreda Relais](//images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg)

### Hotel Borgo di Cortefreda Relais

10/10 Excellent

"The staff at the front desk was amazing. When we arrived he greeted us with such a warm smile and welcomed us to the hotel. He absolutely made the hotel experience much better. "

[](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information)

![Hotel Athena](//images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg)

### Hotel Athena

10/10 Excellent

"Very Good. Thank you "

[](https://expedia.ca/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

## 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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gaiole in Chianti vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gaiole in Chianti vacation rentals we have selected for you start as low as CA $82 per night. Entering your travel dates in the search wizard 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](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Borgo-Argiano.h21114825.Hotel-Information): 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 a coffee maker. You can relax into your vacation with a garden and a library.

### How many vacation rentals are there in Gaiole in Chianti?

> With 48 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.

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![QR code to download the app](data:image/png;base64,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)