Vacation rentals in San Gimignano

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Top vacation rentals in San Gimignano

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

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

San Gimignano SI, Italy
2.13 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.
Pool
Kitchen
san gimignano apartment in historical center, courtyard and fast free wifi

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

San Gimignano Siena
0.16 mi from city center
$152 nightly
The price is $158 total per night
$158 total
Jan 9 - Jan 10, 2026
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.
Kitchen
Washer
La Casa di Ines

La Casa di Ines

Via delle Romite 2 San Gimignano SI
0.17 mi from city center
$76 nightly
The price is $90 total per night
$90 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This aparthotel includes free WiFi in public areas and a virtual front desk.
Pet friendly
Free WiFi
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Beautiful apartment in San Gimignano - RoccaiaCasa'70

San Gimignano Tuscany
3.47 mi from city center
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An outdoor pool is featured at this apartment, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

4 out of 5
Via Di Giogoli 12 Florence FI
Free Cancellation
Reserve now, pay when you stay
20.24 mi from city center
$60 nightly
The price is $82 total per night
$82 total
Jan 17 - Jan 18, 2026
Total with taxes and fees
This residence features a restaurant, a gym, and a poolside bar. Families will appreciate the playground and barbecue grills. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.
Pool
Pet friendly
Relais Villa Olmo

Relais Villa Olmo

Via Imprunetana Per Tavarnuzze 19 Impruneta FI
18.41 mi from city center
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An attached winery and a restaurant are featured at this smoke-free residence. Families will appreciate the onsite laundry facilities and in-room childcare. Enjoy the seasonal outdoor pool and free perks like full breakfast and free self parking.
Pool
Breakfast included
Tuscasì Aparthotel

Tuscasì Aparthotel

Via V. Perugini Sovicille SI
Free Cancellation
Reserve now, pay when you stay
18.8 mi from city center
$84 nightly
The price is $96 total per night
$96 total
Jan 6 - Jan 7, 2026
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.
Breakfast included
Free WiFi
ApartHotel Anghel

ApartHotel Anghel

via Paolo Frajese 71 Siena SI
17.45 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.
Kitchen
Pet friendly
hu Firenze Certosa camping in town

hu Firenze Certosa camping in town

Via San Cristofano 2 Impruneta FI
19.76 mi from city center
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This campground features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop is provided and the front desk is staffed around-the-clock.
Pool
Pet friendly
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
17.67 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.
Pet friendly
Free WiFi
Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Castellina in Chianti Tuscany
12.52 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Via S.Pietro, 3 Siena SI
17.77 mi from city center
$169 nightly
The price is $191 total per night
$191 total
Jan 23 - Jan 24, 2026
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.
Free WiFi
Air conditioning
Chianti Village Morrocco

Chianti Village Morrocco

3 out of 5
Strada Morrocco 36/A Barberino Tavarnelle FI
Free Cancellation
Reserve now, pay when you stay
10.4 mi from city center
$72 nightly
The price is $82 total per night
$82 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This residence features an outdoor pool and a bar/lounge. WiFi in public areas is free. You'll appreciate the area shuttle, business center, and terrace.
Pool
Kitchen
Great bright apartment in Florence, perfect for a family or a group!

Great bright apartment in Florence, perfect for a family or a group!

Firenze Toscana
22.99 mi from city center
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This apartment features laundry facilities.
Kitchen
Washer
Regis Condo

Regis Condo

Via Stalloreggi 25 Siena SI
Free Cancellation
Reserve now, pay when you stay
17.77 mi from city center
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This apartment features valet parking and free WiFi in public areas. Traveling on business? Take advantage of the express check-in, express check-out, and airport shuttle. A garden and luggage storage are also provided.
Kitchen
Washer
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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 your Vacation Rentals in San Gimignano

How cheap can a vacation rental in San Gimignano be?

You can find vacation rentals in San Gimignano for as low as $82 per night.

How do you look for the best vacation rental deals in San Gimignano with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout San Gimignano so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in San Gimignano can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in San Gimignano?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our San Gimignano vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in San Gimignano?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, San Gimignano vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in San Gimignano?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom San Gimignano vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.