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Pignano Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Pignano vacation rentals

A garden with a stone pathway, wooden benches, and various potted plants.

1. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (86 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is NT$4,879
NT$5,547 total
includes taxes & fees
Oct 15 - Oct 16
Antico Borgo il Cardino
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

2. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is NT$4,287
NT$4,788 total
includes taxes & fees
Oct 30 - Oct 31
Palazzo Pacini
An open wooden door leading to an outdoor patio with a table and chairs.

3. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is NT$3,392
NT$4,816 total
includes taxes & fees
Oct 13 - Oct 14
Palazzo al Torrione 2
A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is NT$4,405
NT$5,026 total
includes taxes & fees
Oct 18 - Oct 19
B&B Palazzo Tortoli
A narrow street with stone buildings, a tower, and an archway.

5. 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 NT$3,933
NT$4,506 total
includes taxes & fees
Oct 11 - Oct 12
Materia Rooms San Gimignano
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

6. 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 NT$4,144
NT$4,666 total
includes taxes & fees
Oct 19 - Oct 20
Tenuta Quadrifoglio
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

7. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is NT$4,061
NT$4,648 total
includes taxes & fees
Oct 4 - Oct 5
Casa Vacanze Le Case
A building with a wooden door, windows with shutters, and flower boxes.

8. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is NT$2,727
NT$3,180 total
includes taxes & fees
Oct 4 - Oct 5
Donna Nobile
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

9. 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 NT$3,852
NT$5,466 total
includes taxes & fees
Oct 13 - Oct 14
AlbergoDiffusoVolterra
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

10. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is NT$6,074
NT$6,753 total
includes taxes & fees
Oct 4 - Oct 5
Riserva di Fizzano Residence
A reception desk with the word "SPORTLAND" prominently displayed.

11. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NT$1,438
NT$1,655 total
includes taxes & fees
Oct 11 - Oct 12
Sportland
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

12. 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 NT$3,561
NT$4,026 total
includes taxes & fees
Oct 21 - Oct 22
Tenuta Sant'Ilario
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

13. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is NT$2,058
NT$3,275 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Antico Residence
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

14. 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 NT$5,391
NT$6,039 total
includes taxes & fees
Oct 3 - Oct 4
Villa Montecastello
A table with breakfast items and a view of rolling hills.

15. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is NT$2,317
NT$2,621 total
includes taxes & fees
Oct 26 - Oct 27
Chianti Village Morrocco
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

16. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is NT$1,717
NT$1,997 total
includes taxes & fees
Oct 1 - Oct 2
Camping Boschetto Di Piemma
Living area

17. La Rocca Romantica

La Rocca Romantica
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Very nice apartment with unbeatable location. in few steps up will take you to a nearby fortress and great view of the countryside and few steps down take you to the main plaza. hosts were also very friendly and helpful and available to help when needed."
United States
Sinava
The price is NT$4,661
NT$5,308 total
includes taxes & fees
Oct 2 - Oct 3
La Rocca Romantica
A stone building with outdoor seating and a view of the countryside.

18. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is NT$5,475
NT$6,131 total
includes taxes & fees
Oct 11 - Oct 12
Antico Borgo Poggiarello
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

19. 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 NT$3,404
NT$3,925 total
includes taxes & fees
Oct 18 - Oct 19
Affittacamere Le Ginestre
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

20. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
The price is NT$3,015
NT$3,534 total
includes taxes & fees
Oct 25 - Oct 26
Villa San Filippo
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 5 hours ago
Fattoria di Vegi

Find out more about Pignano

Search for holiday rentals in Pignano on Expedia! You can easily find your home rentals, villas, holiday apartments in Pignano using one of the methods below:

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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 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.