Pignano Vacation Rentals from $55: Search Short-Term Rentals

Q: 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.

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Our top choices for Pignano vacation rentals

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

1. Antico Borgo il Cardino

San Gimignano

Heidi

$133 nightly

Oct 30 - Oct 31

Total with taxes and fees

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

2. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveler

$47 nightly

Oct 30 - Oct 31

Total with taxes and fees

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

3. Casa Vacanze Le Case

San Gimignano

Andrew

$87 nightly

Nov 3 - Nov 4

Total with taxes and fees

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

4. Palazzo Pacini

Colle di Val d'Elsa

John

$144 nightly

Nov 8 - Nov 9

Total with taxes and fees

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

5. Tenuta Sant'Ilario

Gambassi Terme

Sergio

$97 nightly

Nov 2 - Nov 3

Total with taxes and fees

A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

6. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

$128 nightly

Oct 28 - Oct 29

Total with taxes and fees

A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

7. Sportland

Colle di Val d'Elsa

Giorgio

$44 nightly

Oct 28 - Oct 29

Total with taxes and fees

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

8. Borgo Antico Residence

Certaldo Alto

jane

$89 nightly

Oct 29 - Oct 30

Total with taxes and fees

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

9. Villa San Filippo

Barberino Val d'Elsa

Nadia

$98 nightly

Oct 28 - Oct 29

Total with taxes and fees

A building with a wooden door, windows with shutters, and flower boxes.

10. Donna Nobile

San Gimignano City Centre

Treena

$79 nightly

Nov 2 - Nov 3

Total with taxes and fees

An open wooden door leading to an outdoor patio with a table and chairs.

11. Palazzo al Torrione 2

San Gimignano City Centre

Angel

$117 nightly

Nov 8 - Nov 9

Total with taxes and fees

A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

12. AlbergoDiffusoVolterra

Volterra

Mia

$161 nightly

Nov 22 - Nov 23

Total with taxes and fees

A historic stone building with a prominent tower, arched windows, and a tiled roof.

13. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

$105 nightly

Nov 3 - Nov 4

Total with taxes and fees

A view from a window overlooking a rural landscape with fields and a distant mountain range.

14. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

$123 nightly

Nov 4 - Nov 5

Total with taxes and fees

A narrow cobblestone street with historic buildings, a chain-link fence, and a wooden door with a number plaque.

15. Colle di Val d'Elsa - Siena - Apt Rose - B

Colle di Val d'Elsa

"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."

Tamara C.

$153 nightly

Oct 28 - Oct 29

Total with taxes and fees

A table with breakfast items and a view of rolling hills.

16. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

$84 nightly

Nov 26 - Nov 27

Total with taxes and fees

An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

17. Villa Montecastello

Monteriggioni

Alvaro

$178 nightly

Oct 30 - Oct 31

Total with taxes and fees

A garden with a round table and wicker chairs under a tree.

18. Antica Dimora Leones

Palaia

Thomas

$59 nightly

Oct 28 - Oct 29

Total with taxes and fees

A patio with wicker furniture and potted plants, overlooking a scenic landscape.

19. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

$98 nightly

Nov 5 - Nov 6

Total with taxes and fees

Two people seated on a wooden chair with a plaid cushion, a table with a charcuterie board between them, and a potted plant to the right.

20. ViaGiotto A welcoming and well-kept apartment in Tuscany,

Certaldo

Teresa S.

$96 nightly

Oct 29 - Oct 30

Total with taxes and fees

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Top Pignano Hotel Reviews

La Cisterna

10/10 Excellent

"The service was wonderful!"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Pignano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $55 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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Check prices for these dates

Our top choices for Pignano vacation rentals

1. Antico Borgo il Cardino

2. Camping Boschetto Di Piemma

3. Casa Vacanze Le Case

4. Palazzo Pacini

5. Tenuta Sant'Ilario

6. Tenuta Quadrifoglio

7. Sportland

8. Borgo Antico Residence

9. Villa San Filippo

10. Donna Nobile

11. Palazzo al Torrione 2

12. AlbergoDiffusoVolterra

13. Materia Rooms San Gimignano

14. B&B Palazzo Tortoli

15. Colle di Val d'Elsa - Siena - Apt Rose - B

16. Chianti Village Morrocco

17. Villa Montecastello

18. Antica Dimora Leones

19. Affittacamere Le Ginestre

20. ViaGiotto A welcoming and well-kept apartment in Tuscany,

Find vacation rentals that suit your style

Top Pignano Hotel Reviews

La Cisterna

Fattoria di Vegi

Hotel Borgo San Luigi

Villa Ermellina Siena, a Tribute Portfolio Hotel

Hotel Casolare Le Terre Rosse

Hotel Italia

ApartHotel Anghel

Mormoraia

Hotel Executive

Find out more about Pignano

Frequently asked questions

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