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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Pignano holiday rentals

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

1. 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 ฿2,943
฿3,427 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

2. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ฿4,531
฿5,060 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Pacini
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

3. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ฿3,555
฿4,024 total
includes taxes & fees
3 Nov - 4 Nov
Tenuta Sant'Ilario
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

4. 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 ฿4,308
฿4,851 total
includes taxes & fees
11 Nov - 12 Nov
Tenuta Quadrifoglio
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

5. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ฿1,627
฿1,865 total
includes taxes & fees
1 Nov - 2 Nov
Sportland
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

6. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ฿2,150
฿3,423 total
includes taxes & fees
4 Nov - 5 Nov
Borgo Antico Residence
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

7. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (57 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ฿4,044
฿4,675 total
includes taxes & fees
31 Oct - 1 Nov
Villa San Filippo
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)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ฿2,884
฿4,305 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo al Torrione 2
A building with a wooden door, windows with shutters, and flower boxes.

9. 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 ฿2,575
฿3,021 total
includes taxes & fees
29 Nov - 30 Nov
Donna Nobile
A view from a window overlooking a rural landscape with fields and a distant mountain range.

10. 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 ฿4,403
฿5,032 total
includes taxes & fees
5 Nov - 6 Nov
B&B Palazzo Tortoli
A table with breakfast items and a view of rolling hills.

11. 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 ฿2,571
฿2,904 total
includes taxes & fees
6 Nov - 7 Nov
Chianti Village Morrocco
A historic stone building with a prominent tower, arched windows, and a tiled roof.

12. 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 ฿3,538
฿4,080 total
includes taxes & fees
4 Nov - 5 Nov
Materia Rooms San Gimignano
An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

13. 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 ฿5,628
฿6,304 total
includes taxes & fees
31 Oct - 1 Nov
Villa Montecastello
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

14. 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 ฿4,165
฿6,236 total
includes taxes & fees
11 Nov - 12 Nov
AlbergoDiffusoVolterra
A stone courtyard with a bench, potted plants, and a building in the background.

15. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is ฿2,802
฿3,195 total
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
A garden with a round table and wicker chairs under a tree.

16. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (20 reviews)
"What a truly special place to stay in Tuscany. Zamira was a wonderful and kind hostess, and we couldn’t have asked for more. Breathtaking views from the hotel, delicious breakfast, and some great restaurants in walking distance. Would 100% go back and would highly recommend it to fellow travellers"
United Kingdom
Thomas
The price is ฿2,305
฿2,687 total
includes taxes & fees
1 Nov - 2 Nov
Antica Dimora Leones
A courtyard with stone buildings, a grassy area, and a brick wall.

17. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is ฿4,990
฿9,001 total
includes taxes & fees
31 Oct - 1 Nov
Toscana Vacanze
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.
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Top Pignano Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"
Patrick 2-night trip
Posted 1 day ago
Castelfalfi

Find out more about Pignano

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Frequently asked questions

Can I find holiday rentals in Pignano?

Yes, there are holiday rentals close to the most popular sights in Pignano, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 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 wider area.

What are holiday rentals like in Pignano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pignano. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family getaway.