Province of Siena Vacation Rentals
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Province of Siena Vacation Rentals
Casanova - Panoramic Rooms and Suites
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia
The price is $177 per night
$177
per night
May 29 - May 30
Guests staying at Casanova - Panoramic Rooms and Suites enjoy access to a full-service spa, a gym, and a rooftop terrace. The front desk has multilingual staff that can help with securing valuables 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 spa residence include free WiFi in public areas, an outdoor tennis court, and a seasonal outdoor pool.
Il Battistero Siena - Residenza d'Epoca
Piazza San Giovanni, 13, Siena, SI
Free Cancellation
Reserve now, pay when you stay
The price is $195 per night
$195
per night
May 19 - May 20
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 30 per night, and there's also an airport shuttle for a fee. Front-desk staff can assist with concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include a library, free newspapers, and a terrace.
Hotel San Gregorio
Via Della Madonnina 4, Pienza, Siena
Free Cancellation
Reserve now, pay when you stay
The price is $196 per night
$196
per night
May 20 - May 21
Guests of Hotel San Gregorio enjoy 2 spa tubs, free WiFi in public areas, and a business center. 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 tours or tickets, dry cleaning/laundry, and securing valuables. 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 a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
ApartHotel Anghel
via Paolo Frajese 71, Siena, SI
The price is $95 per night
$95
per night
May 23 - May 24
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 concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Camping Boschetto Di Piemma
Localita' Santa Lucia 38C, San Gimignano
Free Cancellation
Reserve now, pay when you stay
The price is $44 per night
$44
per night
May 20 - May 21
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 luggage storage and tours/tickets. Additional amenities include a garden, a picnic area, and barbecue grills.
Pet friendly
Parking included
panoramica casa con piscina privata
The price is $120 per night
$120
per night
Jun 2 - Jun 3
Guests staying at this villa can enjoy a gym, barbecue grills, and a garden.
Fireplace
Pet friendly
Borgo Il Poggiaccio
Strada Provinciale Maremmana 541, Loc. Il Poggiaccio, Sovicille, SI
Free Cancellation
Reserve now, pay when you stay
The price is $112 per night
$112
per night
May 19 - May 20
Borgo Il Poggiaccio offers an outdoor pool, free WiFi in public areas, and an outdoor tennis court. There's free parking and an airport shuttle for a fee. Front-desk staff can assist with securing valuables and tours/tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, a seasonal outdoor pool, and a terrace.
Borgo San Lorenzo a Linari
Loc. Linari, San Rocco a Pilli, Sovicille, SI
Free Cancellation
Reserve now, pay when you stay
The price is $144 per night
$144
per night
May 27 - May 28
Renovated in 2018, Borgo San Lorenzo a Linari offers free WiFi in public areas, an outdoor tennis court, and conference space. If you drive, put free parking to good use. The front desk has multilingual staff that can help with luggage storage, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, a seasonal outdoor pool, and a library.
Il Tosco
Via del Poliziano 13, Montepulciano, SI
The price is $314 per night
$314
per night
May 31 - Jun 1
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 dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this luxury residence include a computer station, a library, and express check-out.
Family apartment with magical view on the old city, balcony, wifi & parking
At this condo, guests have access to a spa tub.
Residenza Fabroni
Via di Gracciano nel Corso, 12, Montepulciano, SI
Free Cancellation
Reserve now, pay when you stay
The price is $111 per night
$111
per night
May 19 - May 20
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 concierge services and dry cleaning/laundry. Other amenities at this historic residence include a spa tub, a microwave in a common area, and a refrigerator in a common area.
Residenza d'Epoca Palazzo Borghesi
Via S.Pietro, 3, Siena, Toscana
The price is $234 per night
$234
per night
Jun 16 - Jun 17
Renovated in 2020, Residenza d'Epoca Palazzo Borghesi offers a winery, a rooftop terrace, and free WiFi in public areas. Valet parking is EUR 30.00 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 securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a business center, a library, and express check-out.
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Guests of this villa enjoy features like an outdoor pool, a gym, and a garden. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. This family-friendly villa also has barbecue grills.
Regis Condo
Via Stalloreggi 25, Siena, Provincia di Siena
The price is $176 per night
$176
per night
May 30 - May 31
Guests staying at Regis Condo enjoy free WiFi in public areas, express check-in, and a garden. 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.
Palazzo Pacini
Via Gracco del Secco,14, Colle di Val d'Elsa, Siena
Free Cancellation
Reserve now, pay when you stay
The price is $168 per night
$168
per night
May 19 - May 20
A local mainstay since 1500, Palazzo Pacini features a winery, a conference center, and a business center. There's free parking, and an airport shuttle (available 24 hours) for EUR 120.00 per vehicle roundtrip. The front desk has multilingual staff that can help with concierge services, luggage storage, and dry cleaning/laundry. 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 golf residence include coffee/tea in a common area, a computer station, and express check-in.
Delcorto Suites
Via di Gracciano nel Corso 28, Montepulciano, Provincia di Siena
Free Cancellation
Reserve now, pay when you stay
The price is $222 per night
$222
per night
Jun 11 - Jun 12
Guests of Delcorto Suites enjoy features like free WiFi in public areas. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing.
La Terrazza Sul Campo Rooming House
Via di Città 65, Siena
The price is $169 per night
$169
per night
Jun 11 - Jun 12
Guests of La Terrazza Sul Campo Rooming House enjoy free WiFi in public areas, express check-in, and express check-out. Front-desk staff can assist with luggage storage and securing valuables.
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View all propertiesLowest 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
P Mascagni 55, Siena, SI
The price is $131 per night from Jun 4 to Jun 5
$131
per night
Jun 4 - Jun 5
9.2/10 Wonderful! (1,000 reviews)
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85, Siena, SI
The price is $564 per night from May 28 to May 29
$564
per night
May 28 - May 29
9.2/10 Wonderful! (471 reviews)
Hotel Italia
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
The price is $111 per night from May 29 to May 30
$111
per night
May 29 - May 30
9/10 Wonderful! (953 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 $44 and $564 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 Trips on your Orbitz account page to find the right information contact. If you need more help, visit our Customer Service 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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