Province of Siena Vacation Rentals

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Top cities in Province of Siena

Montalcino showing a sunset and heritage architecture
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Montalcino

Montalcino

Province of Siena Vacation Rentals

Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4, Pienza, SI
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $225 total per night
$225 total
Dec 5 - Dec 6
Total with taxes and fees
Hotel San Gregorio features free WiFi in public areas, a business center, and a seasonal outdoor pool. If you drive, self parking is EUR 20 per day, or you can take advantage of the airport shuttle (available 24 hours) for EUR 290 per vehicle roundtrip. Front-desk staff can assist with securing valuables, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this hot springs residence include coffee/tea in a common area, a meeting room, and express check-in.
Pool
Pet friendly
ApartHotel Anghel

ApartHotel Anghel

via Paolo Frajese 71, Siena, SI
Guests staying at this apartment enjoy free WiFi in public areas, laundry facilities, and a vending machine. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with tours/tickets and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Kitchen
Pet friendly
Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

3 out of 5
Localita' Santa Lucia 38C, San Gimignano, SI
Guests of Camping Boschetto Di Piemma enjoy features like a children's pool, free WiFi in public areas, and a terrace. A stay here includes free parking. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a garden, an ATM, and barbecue grills.
Pet friendly
Parking included
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $161 total per night
$161 total
Nov 6 - Nov 7
Total with taxes and fees
Guests of Il Battistero Siena - Residenza d'Epoca enjoy access to free WiFi in public areas, meeting rooms, and a business center. Valet parking is available for EUR 35 per night, and there's also an airport shuttle for a fee. Front-desk staff can assist with luggage storage, concierge services, and dry cleaning/laundry. Additional amenities include a terrace, laundry facilities, and a reception hall.
Pet friendly
Free WiFi
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia, SI
Free Cancellation
Reserve now, pay when you stay
At Casanova - Panoramic Rooms and Suites, guests have access to a gym, a rooftop terrace, and free WiFi in public areas. The front desk has multilingual staff that can help with luggage storage and securing valuables. Additional amenities include an outdoor tennis court, a seasonal outdoor pool, and a communal living room.
Pool
Breakfast included
Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Bellarmino Boutique Apartments

Bellarmino Boutique Apartments

Via di San Donato 10, Montepulciano, SI
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $79 total per night
$79 total
Nov 6 - Nov 7
Total with taxes and fees
Stay at this apartment in Montepulciano. Enjoy free WiFi, rainfall showerheads, and air conditioning. Popular attractions Consorzio del Vino Nobile di Montepulciano and Palazzo Comunale are located nearby.
Kitchen
Pet friendly
Villa in Montalcino, exclusive for you, stunning view!!!

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

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

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

At this villa, guests have access to a terrace, laundry facilities, and barbecue grills. Transportation is made easy with limo/town car service. This family-friendly villa also has a garden.
Pool
Kitchen
Residenza Fabroni

Residenza Fabroni

Via di Gracciano nel Corso, 12, Montepulciano, SI
$84 nightly
The price is $97 total per night
$97 total
Nov 12 - Nov 13
Total with taxes and fees
A winery, a rooftop terrace, and free WiFi in public areas are featured at Residenza Fabroni. You can take advantage of discounted offsite parking, along with an airport shuttle (available on request) for EUR 50 per person one-way. Front-desk staff can assist with dry cleaning/laundry and tours/tickets. Other amenities at this historic residence include a hot tub, a microwave in a common area, and a refrigerator in a common area.
Hot Tub
Free WiFi
Camping Siena Colleverde

Camping Siena Colleverde

3 out of 5
via Scacciapensieri 47, Siena, SI
At Camping Siena Colleverde, guests have access to free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with tours/tickets and luggage storage. Additional amenities include an ATM and a garden.
Pool
Pet friendly
Borgo Argiano

Borgo Argiano

Loc. Argiano, Pianella, Castelnuovo Berardenga, SI
Guests of Borgo Argiano enjoy features like a winery, free WiFi in public areas, and a business center. If you decide to drive, there's free parking. Front-desk staff can assist with concierge services, securing valuables, and luggage storage. Additional amenities include a seasonal outdoor pool, a meeting room, and an arcade/game room.
Pool
Kitchen
Regis Condo

Regis Condo

Via Stalloreggi 25, Siena, SI
Free Cancellation
Reserve now, pay when you stay
A local mainstay since 1200, Regis Condo offers free WiFi in public areas, express check-in, and express check-out. Valet parking is available for EUR 30 per day, and there's also an airport shuttle for a fee. Helpful staff can provide tour or ticket assistance and luggage storage. This smoke-free apartment building also has a garden.
Kitchen
Washer
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Via S.Pietro, 3, Siena, SI
$161 nightly
The price is $182 total per night
$182 total
Nov 26 - Nov 27
Total with taxes and fees
Renovated in 2020, Residenza d'Epoca Palazzo Borghesi offers a winery, a rooftop terrace, and free WiFi in public areas. Valet parking is EUR 35.00 per day if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for EUR 180 per vehicle one way. The front desk has multilingual staff that can help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include a business center, a library, and express check-out.
Free WiFi
Air conditioning
Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills

At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. Other amenities at this family-friendly vacation home include a garden and a living plant wall.
Pool
Kitchen
Il Tosco

Il Tosco

Via del Poliziano 13, Montepulciano, SI
$247 nightly
The price is $277 total per night
$277 total
Nov 13 - Nov 14
Total with taxes and fees
Il Tosco features free WiFi in public areas, meeting rooms, and coffee in a common area. Free valet and self parking are available, and there's also a train station shuttle. The front desk has multilingual staff that can help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this luxury residence include a computer station, a library, and express check-out.
Parking included
Free WiFi
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

$243 nightly
The price is $248 total per night
$248 total
Nov 14 - Nov 15
Total with taxes and fees
At this vacation home, guests have access to a terrace, laundry facilities, and a garden.
Kitchen
Air conditioning
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Beautiful apartment in San Gimignano - RoccaiaCasa'70

At this apartment, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This family-friendly apartment building also has a garden.
Pool
Kitchen
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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.

Hotel Options in Province of Siena

    Hotel Athena

    Hotel Athena

    P Mascagni 55, Siena, SI
    $89 nightly
    The price is $102 total per night from Nov 27 to Nov 28
    $102 total
    Nov 27 - Nov 28
    Total with taxes and fees
    9.2/10 Wonderful! (1,014 reviews)
    Hotel Pescille - Tuscany Charme

    Hotel Pescille - Tuscany Charme

    Strada Statale 47, Localita Pescille, San Gimignano, SI
    9.2/10 Wonderful! (336 reviews)
    Palazzo Ravizza

    Palazzo Ravizza

    Pian dei Mantellini 34, Siena, SI
    $92 nightly
    The price is $105 total per night from Dec 3 to Dec 4
    $105 total
    Dec 3 - Dec 4
    Total with taxes and fees
    9.2/10 Wonderful! (736 reviews)

Orbitz makes it easy to find vacation rentals in Province of Siena 

🏠 What is the best price for a Province of Siena vacation rental?


Province of Siena rentals range between $79 and $277 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Province of Siena can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Province of Siena getaway. Orbitz filters your search results so you can find the best Province of Siena vacation rental for you. We have tons of options.


🏠 Are cancellations free on Province of Siena vacation rentals with Orbitz?


You may be able to cancel or amend your Province of Siena vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Province of Siena?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Province of Siena by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Province of Siena?


When you book a Province of Siena vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Province of Siena?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Province of Siena—with plenty of hidden gems. We also have plenty of inventory in Province of Siena main cities and near popular attraction spots.


🏠 Why should I book my Province of Siena vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Province of Siena vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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