Pignano Vacation Rentals from $56: 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

Craig

$141 nightly

Oct 13 - Oct 14

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

Sep 28 - Sep 29

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

Jackie

$124 nightly

Oct 4 - Oct 5

Total with taxes and fees

A stone staircase leading up to a historic building with a tower, surrounded by lavender fields.

4. Simona delightful studio apartment with pool view

Castel San Gimignano

Marcel H.

A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

5. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

$131 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

6. AlbergoDiffusoVolterra

Volterra

Mia

$147 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

7. Palazzo al Torrione 2

San Gimignano City Centre

Angela

$133 nightly

Oct 2 - Oct 3

Total with taxes and fees

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

8. Palazzo Pacini

Colle di Val d'Elsa

John

$153 nightly

Oct 1 - Oct 2

Total with taxes and fees

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

9. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

$134 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

10. Donna Nobile

San Gimignano City Centre

$83 nightly

Sep 24 - Sep 25

Total with taxes and fees

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

11. Tenuta Sant'Ilario

Gambassi Terme

Sergio

$106 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

12. Colle di Val d'Elsa - Siena - Apt Pink - 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.

$157 nightly

Sep 24 - Sep 25

Total with taxes and fees

A narrow alleyway with brick walls, wooden barrels, and potted plants.

13. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano City Centre

Marilyn H.

$169 nightly

Sep 24 - Sep 25

Total with taxes and fees

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

14. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

$102 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

15. Borgo Antico Residence

Certaldo Alto

jane

$91 nightly

Oct 13 - Oct 14

Total with taxes and fees

A vineyard with a stone building, a metal gate, and purple plants in the foreground.

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

San Gimignano City Centre

William

$264 nightly

Sep 27 - Sep 28

Total with taxes and fees

An outdoor courtyard with brick walls, arched doorways, and potted plants. There are metal tables and chairs arranged for outdoor dining.

17. San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service

San Gimignano City Centre

Daniel T.

$242 nightly

Sep 24 - Sep 25

Total with taxes and fees

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

18. Chianti Village Morrocco

Tavarnelle Val di Pesa

Winonah

$73 nightly

Oct 14 - Oct 15

Total with taxes and fees

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

19. Borgo Il Poggiaccio

Sovicille

Louie

$162 nightly

Sep 29 - Sep 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.

20. Villa San Filippo

Barberino Val d'Elsa

Nadia

$100 nightly

Oct 5 - Oct 6

Total with taxes and fees

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Top Pignano Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"All aspects were superb and I highly recommend Vegi to friends, family and others. Beautiful locale and facility aesthetics, very well appointed, and excellent service."

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."

Castelfalfi

10/10 Excellent

"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

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 $56 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 Alta Val d'Elsa River Park. Vernaccia di San Gimignano Wine Museum and Torre Grossa 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. Simona delightful studio apartment with pool view

5. Tenuta Quadrifoglio

6. AlbergoDiffusoVolterra

7. Palazzo al Torrione 2

8. Palazzo Pacini

9. B&B Palazzo Tortoli

10. Donna Nobile

11. Tenuta Sant'Ilario

12. Colle di Val d'Elsa - Siena - Apt Pink - B

13. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

14. Affittacamere Le Ginestre

15. Borgo Antico Residence

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

17. San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service

18. Chianti Village Morrocco

19. Borgo Il Poggiaccio

20. Villa San Filippo

Find vacation rentals that suit your style

Top Pignano Hotel Reviews

Fattoria di Vegi

Hotel Borgo San Luigi

Poderi Arcangelo

Park Hotel Chianti

Castelfalfi

Hotel Casolare Le Terre Rosse

Hotel Italia

COMO Castello Del Nero

Borgo Vescine

Find out more about Pignano

Frequently asked questions

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