Vacation rentals in Province of Siena

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Top cities to explore in Province of Siena

Siena

Vacation Rentals

Top vacation rentals in Province of Siena

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

Free Cancellation

Reserve now, pay when you stay

24.04 mi from city center

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This residence features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. You'll appreciate the area shuttle, self parking, and coffee shop/cafe.

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13 Siena SI

Free Cancellation

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0.11 mi from city center

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A restaurant and a bar/lounge are featured at this residence. WiFi in public areas is free. Valet parking, a business center, and a terrace are also offered.

Riserva di Fizzano Residence

Localita Fizzano Castellina in Chianti SI

10.77 mi from city center

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An attached winery and a restaurant are featured at this Tuscan-style residence. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and free perks like buffet breakfast and free self parking.

Casanova - Panoramic Rooms and Suites

Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI

22.58 mi from city center

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This residence features an outdoor tennis court, a gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like continental breakfast and WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the a rooftop terrace.

Beautiful stone house with garden and private pool.

Sovicille - Siena Toscana

4.44 mi from city center

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This vacation home features a garden, laundry facilities, and barbecue grills.

Abbadia Sicille Relais

SP 14 Loc. Abbadia Sicille Trequanda SI

Free Cancellation

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21.59 mi from city center

$76 nightly

$88 total

Feb 24 - Feb 25

Total with taxes and fees

This residence features an outdoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

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

San Gimignano Siena

17.9 mi from city center

$189 nightly

$195 total

Feb 25 - Feb 26

Total with taxes and fees

This apartment features a garden, a living plant wall, and laundry facilities. Concierge services and barbecue grills are also provided.

Farmhouse in the heart of the real chiantishire

Castellina in Chianti Tuscany

11.38 mi from city center

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This vacation home features a garden, laundry facilities, and barbecue grills.

ApartHotel Anghel

via Paolo Frajese 71 Siena SI

1.01 mi from city center

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This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Luggage storage, laundry facilities, and concierge services are also on offer.

Residenza Fabroni

Via di Gracciano nel Corso, 12 Montepulciano SI

Free Cancellation

Reserve now, pay when you stay

27.47 mi from city center

$84 nightly

$97 total

Feb 25 - Feb 26

Total with taxes and fees

An attached winery and a hot tub are featured at this historic residence. Enjoy the a rooftop terrace and perks like free WiFi. A terrace, a communal living room, and express check-in are also on offer.

The House of Alice, charm and relaxation

Montalcino (SI) Toscana

24.08 mi from city center

$234 nightly

$239 total

Feb 23 - Feb 24

Total with taxes and fees

This vacation home features a terrace, a garden, and laundry facilities.

Residenza d'Epoca Palazzo Borghesi

Via S.Pietro, 3 Siena SI

0.18 mi from city center

$153 nightly

$174 total

Mar 4 - Mar 5

Total with taxes and fees

A rooftop terrace, valet parking, and laundry facilities are featured at this residence. WiFi in public areas is free. Traveling on business? Take advantage of the business center, express check-out, and airport shuttle.

Tuscasì Aparthotel

Via V. Perugini Sovicille SI

Free Cancellation

Reserve now, pay when you stay

4.71 mi from city center

$70 nightly

$80 total

Feb 27 - Feb 28

Total with taxes and fees

Free WiFi in public areas, a terrace, and a garden are available at this aparthotel. Enjoy the free buffet breakfast each morning. A snack bar/deli, a grocery/convenience store, and a library are also on offer.

Camping Siena Colleverde

via Scacciapensieri 47 Siena SI

1.28 mi from city center

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This campground features a restaurant, a seasonal outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, a snack bar/deli, and luggage storage are also on offer.

La Casa di Ines

Via delle Romite 2 San Gimignano SI

17.88 mi from city center

$78 nightly

$92 total

Mar 2 - Mar 3

Total with taxes and fees

This aparthotel includes free WiFi in public areas and a virtual front desk.

Il Tosco

Via del Poliziano 13 Montepulciano SI

27.56 mi from city center

$340 nightly

$379 total

Mar 18 - Mar 19

Total with taxes and fees

This residence doesn't skimp on freebies - guests receive free WiFi and free valet parking. Families will appreciate the onsite laundry facilities and in-room childcare. Traveling on business? Take advantage of the express check-out, laundry service, and train station pick-up service.

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

San Gimignano SI, Italy

19.13 mi from city center

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An outdoor pool is featured at this villa, along with a garden and laundry facilities. Families will appreciate barbecue grills and childcare.

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

Siena Tuscany

21 mi from city center

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A terrace, limo/town car service, and a garden are available at this villa. Families will appreciate the playground and onsite laundry facilities. Barbecue grills are provided for your convenience.

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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.

The Best Way to Find Vacation Rentals in Province of Siena

How cheap is a vacation rental in Province of Siena?

You can find Province of Siena vacation rentals from just $80 per night. 

How do you look for the best vacation rental deals in Province of Siena with Travelocity?

Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Province of Siena vacation rentals with Travelocity. 

Are cancellations free on vacation rentals with Travelocity?

You may be able to cancel your Province of Siena vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.

What types of vacation rentals are available in Province of Siena?

Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Province of Siena vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.

What are the benefits of booking a short-term rental in Province of Siena?

Whether you’re a winter wanderer or planning a summer sojourn, Province of Siena vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 

Where can I find vacation rentals in Province of Siena?

Take your pick from the excitement of the big Province of Siena cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 

How do I find a family-friendly vacation rental in Province of Siena?

Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 

Why is Travelocity the best site to find your Province of Siena rentals?

Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.

How do I cancel my vacation rental with Travelocity?

It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.