Title: Province of Siena Vacation Rentals from CA $105: Short-Term Rentals for 2025 | Expedia.ca

 

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# Province of Siena Vacation Rentals

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## Top Cities in Province of Siena

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/409000/409074-Siena.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Siena

[](https://expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals)

![Montepulciano featuring landscape views, heritage architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157917-Montepulciano.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Montepulciano

[](https://expedia.ca/Montepulciano-Vacation-Rentals.d601351.Travel-Guide-VacationRentals)

![Pienza showing a monument, a square or plaza and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157955-Pienza.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Pienza

[](https://expedia.ca/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals)

## Top Vacation Rentals in in Province of Siena

![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/4a89a1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel San Gregorio

Pienza

9.4/10

Exceptional

(131)

"Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer."

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

DEBORAH

CA $199

CA $229 total

includes taxes & fees

Nov 27 - Nov 28

[](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.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)

![Premium bedding, down comforters, desk, blackout drapes](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/c46ea340.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

CA $90

CA $105 total

includes taxes & fees

Nov 10 - Nov 11

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

![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/4fc98786.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)

![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)

![Suite](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/5e4cb3c1.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)

![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 $227 total

includes taxes & fees

Nov 10 - Nov 11

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7dd03bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/b1604ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, Terrace, Valley View](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/2f810565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7a16fc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

9.0/10

Wonderful

(78)

"Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value."

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

Charles

CA $252

CA $284 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.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)

![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/816a4ba5.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)

### Farmhouse in the heart of the real chiantishire

Castellina in Chianti

10/10

Exceptional

(143)

"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)

![Deluxe Apartment, 2 Bedrooms, Balcony](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/18007833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/85f0e899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/8e818071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 2 Bedrooms, Balcony](https://images.trvl-media.com/lodging/120000000/119060000/119052900/119052871/302bfcfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bellarmino Boutique Apartments

Montepulciano

CA $111

CA $128 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Montepulciano-Hotels-Bellarmino-Boutique-Apartments.h119052871.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)

![Dining](https://images.trvl-media.com/lodging/91000000/90310000/90300100/90300061/691c226c.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)

### 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)

![Pool](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/3fbaa990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/0dd7cc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/4581bc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena

9.4/10

Exceptional

(67)

"Just did a 2 week trip In Italy and this was by far our favorite place to stay. Ready to go back already. Don’t think twice….JUST BOOK IT!"

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

Blake R.

[](https://www.expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/093ed3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/17ae36fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/36720704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residenza Fabroni

Montepulciano

8.8/10

Excellent

(93)

"We had a great stay! Beautiful on the roof top terrace!"

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

Jennifer

CA $119

CA $137 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Montepulciano-Hotels-Residenza-Fabroni.h8204306.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)

![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)

![Exterior detail](https://images.trvl-media.com/lodging/7000000/6580000/6574700/6574698/924790f6.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)

![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)

![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 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)

![Garden](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/28e4746b.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)

![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)

![Fireplace](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/6e297b5f.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)

![Daily continental breakfast (EUR 20 per person)](https://images.trvl-media.com/lodging/18000000/17470000/17466600/17466559/301cd527.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 $221

CA $250 total

includes taxes & fees

Nov 23 - Nov 24

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

![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/4e759628.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)

![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)

![Property entrance](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/3e489ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Queen Beds, City View](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/fe06c21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, memory foam beds, free minibar items](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/397666d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/7000000/6310000/6309600/6309554/e6496db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Tosco

Montepulciano

10/10

Exceptional

(112)

"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "

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

Michael

CA $346

CA $388 total

includes taxes & fees

Nov 8 - Nov 9

[](https://www.expedia.ca/Montepulciano-Hotels-Il-Tosco.h6309554.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8def11f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8e2d77d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/7d70a4e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/5d163297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The House of Alice, charm and relaxation

Montalcino (SI)

9.8/10

Exceptional

(66)

"We loved our stay in this beautiful apartment. The town was so quiet and peaceful. Definitely a spot we’d like to visit again"

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

Nathan E.

CA $259

CA $350 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information)

![Outdoor pool, an infinity pool](https://images.trvl-media.com/lodging/22000000/21690000/21689400/21689308/2e9970a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21690000/21689400/21689308/86a91329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, music library](https://images.trvl-media.com/lodging/22000000/21690000/21689400/21689308/08f17233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21690000/21689400/21689308/65aa0575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful apartment in San Gimignano - RoccaiaCasa'70

San Gimignano

9.8/10

Exceptional

(48)

"Quiet place to stay"

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

mark e.

[](https://www.expedia.ca/San-Gimignano-Hotels-Beautiful-Apartment-In-San-Gimignano-Roccaiacasa70.h21689308.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/52700ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/c754aba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/25158c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/d4b2239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

San Gimignano

10/10

Exceptional

(106)

"Great villa in a lovely location. We (8 adults and 2 children) really enjoyed our trip. It had everything we needed and a beautiful view from the pool! Thank you to Allesandro for helping us book things in the local area too. "

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

Catherine T.

[](https://www.expedia.ca/San-Gimignano-Hotels-San-Gimignano-Villa-With-Pool.h33595546.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33582100/33582090/f9c68b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33590000/33582100/33582090/dda94bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33582100/33582090/b31ab818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33590000/33582100/33582090/f7858bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### san gimignano apartment in historical center, courtyard and fast free wifi

San Gimignano City Centre

9.6/10

Exceptional

(36)

"Amazing place with great location "

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

ANGELA C.

CA $117

CA $203 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/San-Gimignano-Hotels-San-Gimignano-Apartment-In-Historical-Center.h33582090.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=2025-11-21&endDate=2025-11-22&regionId=6047850&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Province of Siena Hotel Reviews

![Nuovo Etruria Resort](//images.trvl-media.com/lodging/114000000/113750000/113748300/113748275/5960f205_y.jpg)

### Nuovo Etruria Resort

10/10 Excellent

"Friendly and efficient desk clerk. Beautifully designed rooms. "

[](https://expedia.ca/Montepulciano-Hotels-Nuovo-Etrurua-Resort.h113748275.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

"Beautiful place and a very nice staff. "

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

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

### Palazzo Ravizza

10/10 Excellent

"We booked at the last minute and didn’t see the email with detailed instructions on how to get to the hotel in the walled village. We called the hotel and Cecilia stayed on the phone with us and guided us through the very tricky network of streets within the walled village. A big thanks to Cecilia! "

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

![NH Siena](//images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg)

### NH Siena

10/10 Excellent

"Ac in room. Fresh breakfast. Bus routes directly outside the hotel. Good amenities around."

[](https://expedia.ca/Siena-Hotels-NH-Siena.h15716.Hotel-Information)

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

### Hotel Italia

10/10 Excellent

"Very good breakfast and great staff! Only complaint was that there was no parking available during our stay. We were directed to alternate parking, but received a parking ticket the second morning due to street sweeping and incorrect info on which side to park on. "

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

![Hotel Relais II Chiostro di Pienza](//images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg)

### Hotel Relais II Chiostro di Pienza

10/10 Excellent

"The room was beautiful and very clean. Breakfast staff was very kind."

[](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information)

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

### Borgo Grondaie

10/10 Excellent

"Safe and quiet area. About a 20 minute walk to the heart of Siena. The room felt very Tuscan with more space than expected, the property was very nice as was the pool. We didn't have breakfast included with our "apartment" but it looked great. Major grocery store just a couple minutes drive away."

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

![La Certosa di Pontignano](//images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/11eaf7f7_y.jpg)

### La Certosa di Pontignano

10/10 Excellent

"yes"

[](https://expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

## Find out more about Province of Siena

**Everything you need to know about** **Province of Siena** **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 Province of Siena 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 Province of Siena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Province of Siena vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Province of Siena. 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 Province of Siena 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 Province of Siena vacation rentals we have selected for you start as low as CA $105 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Province of Siena rentals**

At Expedia, we put the best Province of Siena 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 Province of Siena 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 Province of Siena 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 Province of Siena. 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

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