Default HTG hotel image

Pignano Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Pignano vacation rentals

A dining area with tables set for meals, a chandelier, and a view of the outdoors.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is CA $166
CA $185 total
includes taxes & fees
Dec 3 - Dec 4
Palazzo Pacini
A stone building with a pool and outdoor seating, surrounded by greenery and a view of distant mountains.

2. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is CA $123
CA $143 total
includes taxes & fees
Nov 15 - Nov 16
Casa Vacanze Le Case
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

3. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is CA $180
CA $203 total
includes taxes & fees
Nov 15 - Nov 16
Tenuta Quadrifoglio
A narrow alleyway with brick walls, wooden barrels, and potted plants.

4. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.
San Gimignano City Centre
9.8 out of 10, Exceptional, (44 reviews)
"P. Buonaccorsi is a unique property that is centrally located in San Gimignano. It is well maintained and restored and a very beautiful residence. Senora and Bianca were perfect hosts. The town was perfectly located in Tuscany and within easy day-trips to Florence, Siena, and Massa Marittima."
United States
Glenn
The price is CA $157
CA $220 total
includes taxes & fees
Nov 15 - Nov 16
Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.
A view from a window overlooking a rural landscape with fields and a distant mountain range.

5. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is CA $144
CA $166 total
includes taxes & fees
Dec 15 - Dec 16
B&B Palazzo Tortoli
Living area

6. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is CA $174
CA $261 total
includes taxes & fees
Nov 15 - Nov 16
AlbergoDiffusoVolterra
A narrow street with stone buildings, wooden doors, and a brick pathway.

7. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is CA $148
CA $171 total
includes taxes & fees
Nov 17 - Nov 18
Materia Rooms San Gimignano
An open wooden door leading to an outdoor patio with a table and chairs.

8. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is CA $132
CA $193 total
includes taxes & fees
Nov 17 - Nov 18
Palazzo al Torrione 2
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

9. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is CA $65
CA $75 total
includes taxes & fees
Nov 22 - Nov 23
Sportland
A view from a window overlooking a forested area with a clear sky.

10. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is CA $107
CA $126 total
includes taxes & fees
Dec 8 - Dec 9
Donna Nobile
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

11. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is CA $450
CA $500 total
includes taxes & fees
Nov 21 - Nov 22
Villa Montecastello
A vineyard with a stone building, a metal gate, and purple plants in the foreground.

12. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is CA $184
CA $371 total
includes taxes & fees
Nov 15 - Nov 16
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
A table with breakfast items and a view of rolling hills.

13. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
The price is CA $83
CA $94 total
includes taxes & fees
Dec 14 - Dec 15
Chianti Village Morrocco
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

14. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is CA $122
CA $171 total
includes taxes & fees
Dec 9 - Dec 10
Antica Pieve B&B
A staircase with metal railings leading to a building entrance.

15. Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning

Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning
Volterra
10.0 out of 10, Exceptional, (1 review)
"Pros: Die Gastgeber waren immer sehr freundlich und zuvorkommend, man konnte sich gut mit ihnen unterhalten und sie waren immer erreichbar bei Fragen und Problemen. Wir waren zu zehnt da, drei Erwachsene und sieben Kinder/ Kleinkinder und es war genug Platz für alle da. Volterra ist 25 Autominuten entfernt, die nächsten Strände und Pisa ungefähr eine Stunde. Zum zur Ruhe kommen und Abschalten ist dieser Ort ideal. Für die Benutzung des Pools sind Badekappen gewünscht. Diese am besten schon...
Germany
Anonymous traveller
The price is CA $344
CA $352 total
includes taxes & fees
Nov 15 - Nov 16
Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning
A narrow alleyway with brick walls, wooden barrels, and potted plants.

16. Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.

Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.
San Gimignano City Centre
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful bit of Italian history! Bianca was a gracious very helpful asset to the charming accommodation."
United States
Julie B.
The price is CA $211
CA $308 total
includes taxes & fees
Nov 15 - Nov 16
Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

17. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is CA $130
CA $151 total
includes taxes & fees
Nov 22 - Nov 23
Affittacamere Le Ginestre
A stone building with a covered outdoor seating area and a brick pathway.

18. Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"We stayed for a week at La Ripa. It is a very beautiful and quiet place. It is a few minutes from San Gimignano and it is a central place to visit nice villages in Toscany. Rodrigo was there to welcome us and securing for us an optimal stay. He was amicable and available. This is a place we are highly recommending."
Canada
Anne-Marie M.
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
A spacious room with a large bed, wooden bookshelves, a fireplace, and a wooden cabinet.

19. Casa Bardi Luxury Apartments with parking in San Gimignano Italy

Casa Bardi Luxury Apartments with parking in San Gimignano Italy
San Gimignano City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic apartment with all the amenities you could ask for. Located on a quiet side street but feature one of the best restaurants in San Gimignano. The host is very knowledgeable of the area and made some really great recommendations"
Canada
Roberto
The price is CA $419
CA $545 total
includes taxes & fees
Nov 15 - Nov 16
Casa Bardi Luxury Apartments with parking in San Gimignano Italy
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

20. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
San Gimignano
9.2 out of 10, Wonderful, (13 reviews)
"Great place in the Tuscany area. The views are spectacular, the property is just like the pictures. Would definitely stay here again"
United States
Valerie S.
The price is CA $821
CA $931 total
includes taxes & fees
Nov 17 - Nov 18
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pignano Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Best hotel in Tuscany. Everything is perfect."
Luis 3-night trip
Posted 5 hours ago
Castelfalfi

Find out more about Pignano

Everything you need to know about Pignano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pignano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pignano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pignano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pignano. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pignano vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pignano vacation rentals we have selected for you start as low as CA $94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pignano rentals

At Expedia, we put the best Pignano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pignano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pignano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pignano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Pignano?

Yes, we have vacation rentals close to top local attractions in Pignano, or you can choose a more remote option if you want a relaxing place to stay. Our travelers say Pignano has a good selection of restaurants. Make sure you have time to check out the spas and local tours during your trip.

What are some of the best vacation home rentals that Pignano has to offer?

Villa with large garden in the Chianti hills: This vacation home rental near Pignano is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What can I see and do in Pignano?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Sentierelsa Trail. Casa e Torre Campatelli and Vernaccia di San Gimignano Wine Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Pignano?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Pignano. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.