Title: Roccastrada Villas from CA $244 | Expedia.ca

  

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# Search Roccastrada Villa Rentals from CA $244

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## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=601758&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=601758&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=601758&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=601758&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Roccastrada Villas

![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/ae26ba3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/12f2ed0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/f8538ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/a9ba220a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

CA $1,806

CA $1,912 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Olivos-With-Mountain-View.h76763252.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/22a359b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/c1ae5cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/451977ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/e92b7ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Roccastrada GR

CA $1,806

CA $1,912 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Flores-With-Mountain-View.h76763237.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/1ea242dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/ac26b7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/4d692cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/0e952e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

CA $1,806

CA $1,912 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Lucente-With-Mountain-View.h76763242.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/44ea1d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/f173ac48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/2aab4956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/85ee7881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR

CA $1,806

CA $1,912 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Roccastrada-Hotels-Pet-Friendly-Finca-Etrusco-With-Mountain-View.h76763235.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/251b3fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/613e9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/7d69769f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino

CA $9,683

CA $10,497 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/c2fdac3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/bbe8b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, internet](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2513fe04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48711100/48711007/2598e840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

CA $9,738

CA $9,738 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Buonconvento-Hotels-VILLA-CHIGI-Seven-Bedroom-Villa.h48711007.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/d88438f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/6b4bd921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/w745h499x12y7-5d6f59fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/31ed4590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### panoramica casa con piscina privata

siena

7.0/10

Good

(10)

"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....

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

Olivier B.

CA $132

CA $244 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Chiusdino-Hotels-Panoramica-Casa-Con-Piscina-Privata.h27125149.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/b294561e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/675c208b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Living room](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/12277fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/4ea581b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antico Brunello

Montalcino

CA $10,741

CA $11,831 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Montalcino-Hotels-Antico-Brunello.h34180027.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110040000/110031300/110031246/3da279e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110040000/110031300/110031246/b090731c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110040000/110031300/110031246/w2999h2000x0y0-7d8d43a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110040000/110031300/110031246/24c6cedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 'Paradiso' with Private Terrace, Private Garden and Wi-Fi

Castiglione della Pescaia

10/10

Exceptional

(1)

"Thomas und Ursula Deutschland Tony & Betty haben mit mediterraner Leidenschaft eine gästefreundliche Ferienwohnung gestaltet, in der man sich sofort sehr wohl fühlt. Die Wohnung ist nach dem Bedarf der Feriengäste eingerichtet, alles hat reibungslos funktioniert.Mit dem sehr vielen Grün auf dem großen Grundstück fühlt man sich tatsächliche schnell wie im Paradies. Außergewöhnlich herzlich ist die Gastfreundschaftderbeiden, wie haben zwei Menschen kennengelernt, deren Begegnung uns in...

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

Thomas D.

CA $437

CA $519 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Castiglione-Della-Pescaia-Hotels-Villa-Paradiso-With-Private-Terrace.h110031246.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976842/52bb0069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cookware/dishes/utensils, dining tables](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976842/0d7e49ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976842/57f5166e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/42000000/41980000/41976900/41976842/f9a511e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VILLA ALBA CHIARA - Six Bedroom Villa, Sleeps 12

Roccamare

CA $5,229

CA $6,368 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Castiglione-Della-Pescaia-Hotels-VILLA-ALBA-CHIARA-Six-Bedroom-Villa.h41976842.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90320000/90318000/90317916/661ba9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90320000/90318000/90317916/8a8db83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/91000000/90320000/90318000/90317916/06cb6c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90320000/90318000/90317916/9dd5f7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Conti di Sotto , Villa con solarium e idromassaggio - mare-spa-piscina.gym

Toscana

10/10

Exceptional

(2)

"It was a very nice vacation at Casa Conti Di Sotto. The VIP area is really private, you only have one neighbour in the other part of the house. The house and garden are well equipped. The main house is located a few meters away from the VIP area. There are all the other things like swimming pool and sauna. The upper part at the sauna has a nice view of the landscape. Vasile was also very nice and helpful."

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

Matthias W.

CA $456

CA $519 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Gavorrano-Hotels-Casa-Conti-Di-Sotto.h90317916.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90320000/90318500/90318486/7302c355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/91000000/90320000/90318500/90318486/33c9c5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90320000/90318500/90318486/8f526dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90320000/90318500/90318486/f2ad64d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Gelsomino - Casa Conti di Sotto Vip area hydro, swimming pools spa gym sea

Toscana

9.8/10

Exceptional

(21)

"Posto magnifico, le ville molto curate e pulite, con tutto il necessario e anche di più. La posizione davvero ottima, si arriva in un attimo in paese e in pochi minuti di auto si può raggiungere la costa. Consigliatissimo, sicuramente ritorneremo anche con la bella stagione."

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

Giulia O.

CA $485

CA $553 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Gavorrano-Hotels-Villa-In-Casa-Conti-Di-Sotto-S-Vip-Area-Hydromassage.h90318486.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.

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## Top Roccastrada Hotel Reviews

![Hotel Chiusarelli](//images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg)

### Hotel Chiusarelli

10/10 Excellent

"Nice location breakfast is repetitive and not hot... Otherwise all else was great"

[](https://expedia.ca/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

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

### Palazzo Ravizza

10/10 Excellent

"Beautiful quaint hotel. Beautiful view from the garden. Walkable to all of the sites and restaurants, at the top of the hill- but everything is on a hill. Nice breakfast. Very relaxing place to stay. Staff was very accommodating."

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

![Castello di Casole, A Belmond Hotel, Tuscany](//images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/4de54dac_y.jpg)

### Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent

"Top-notch hotel. Everything, from the grounds, to the breakfast, to the pool, to the spa + gym, is perfect."

[](https://expedia.ca/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information)

![Villa Scacciapensieri Boutique Hotel](//images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg)

### Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"Fantastic surroundings, very peaceful & relaxing environment "

[](https://expedia.ca/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information)

![Hotel Minerva](//images.trvl-media.com/lodging/1000000/800000/800000/799995/a2bbae90_y.jpg)

### Hotel Minerva

10/10 Excellent

"Winderful property."

[](https://expedia.ca/Siena-Hotels-Hotel-Minerva.h799995.Hotel-Information)

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

### Hotel Athena

10/10 Excellent

"Excellent hotel with great service."

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

![Piccolo Hotel Etruria](//images.trvl-media.com/lodging/19000000/18180000/18174100/18174068/e41ea97c_y.jpg)

### Piccolo Hotel Etruria

10/10 Excellent

"Otima localização."

[](https://expedia.ca/Siena-Hotels-Piccolo-Hotel-Etruria.h18174068.Hotel-Information)

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

### Borgo Grondaie

10/10 Excellent

"This is a hidden Gem ! A reasonable rate with excellent staff and service. Easy walk to town center. Apartment was clean and comfortable.Great experience !"

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

"This is a 5+ star facility. Our room was outrageous with frescos and paintings on the walls and ceiling. The staff went out of their way to help us with our requests and provide a history of the property. Our room had 1.5 bathrooms and the breakfast had an excellent choice of items. "

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

## Find out more about Roccastrada

## Roccastrada Villas information

| Number of reviews | 14 |
| --- | --- |
| Accommodation | 602 Villas |
| Lowest Price | CA $244 |
| Highest Price | CA $11,831 |

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