Poggibonsi Holiday Rentals : Search Short-Term Rentals

Q: What are some of the best holiday rentals that Poggibonsi has to offer?

Villa La Stella - Casa per Ferie : This holiday home rental outside of Poggibonsi is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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Our top choices for Poggibonsi holiday rentals

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

1. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

1 Oct - 2 Oct

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

2. Chianti Village Morrocco

Tavarnelle Val di Pesa

Chris

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with a dining table set for four, a stove, and a window with a view of greenery.

3. ‘Little Corner of Tranquility’ with Private Garden and Wi-Fi

Poggibonsi

Anonymous traveller

includes taxes & fees

27 Sept - 28 Sept

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

4. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveller

includes taxes & fees

27 Sept - 28 Sept

A reception desk with the word "SPORTLAND" prominently displayed.

5. Sportland

Colle di Val d'Elsa

Giorgio

includes taxes & fees

4 Oct - 5 Oct

A wooden double door with a number 33 sign above it, set in a stone wall.

6. Old village house

Poggibonsi

includes taxes & fees

21 Oct - 22 Oct

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

7. 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.

includes taxes & fees

6 Oct - 7 Oct

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

8. Palazzo al Torrione 2

San Gimignano City Centre

Angela

includes taxes & fees

23 Sept - 24 Sept

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

includes taxes & fees

19 Oct - 20 Oct

A building with a staircase leading to a door, surrounded by potted plants and a tree.

10. ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

San Gimignano

includes taxes & fees

23 Sept - 24 Sept

11. Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa

ALLAN

includes taxes & fees

11 Oct - 12 Oct

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

12. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

25 Sept - 26 Sept

A modern bathroom with a glass enclosure, a wooden floor, and a shower area.

13. Colle di Val D'elsa - Siena - Apt Green - E

Colle di Val d'Elsa

Stefano S.

includes taxes & fees

11 Oct - 12 Oct

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

14. Donna Nobile

San Gimignano City Centre

Treena

includes taxes & fees

4 Oct - 5 Oct

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

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

San Gimignano City Centre

Marilyn H.

includes taxes & fees

24 Sept - 25 Sept

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

includes taxes & fees

29 Sept - 30 Sept

A hotel entrance with wooden shutters, an air conditioning unit, and potted plants.

17. Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning

Colle di Val d'Elsa

A table set outdoors with a checkered tablecloth, wine glasses, a bottle, and a vase with wheat stalks.

18. Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi

Colle di Val d'Elsa

includes taxes & fees

23 Sept - 24 Sept

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

19. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

includes taxes & fees

20 Oct - 21 Oct

A stone building with outdoor seating and a view of the countryside.

20. Antico Borgo Poggiarello

Monteriggioni

James Bakley

includes taxes & fees

12 Oct - 13 Oct

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Top Poggibonsi Hotel Reviews

Casale di Villore

10/10 Excellent

"Our stay in the Cardisco apartment at Casale di Villore was absolutely wonderful. The location is simply stunning, with breathtaking views and the most divine infinity pool, easily one of the highlights of our stay in Tuscany. The apartment was spotlessly clean, and Alice was a fantastic host, welcoming, friendly and always happy to help. We particularly loved having our own designated sun lounger space, which made relaxing by the pool even more enjoyable. The location is also perfect for exploring the Chianti region, with beautiful vineyards and charming towns nearby. We highly recommend visiting La Croce just up the road for some lovely wines. A truly special place to stay, and somewhere we would happily return to."

Hotel Villa San Giorgio

10/10 Excellent

"We had an excellent 1 night stay. The hotel is located in beautiful setting among the Tuscany hills with an easy 40 minutes drive south of Florence. IThe property sits an olive orchard directly below to a picture perfect Chianti vineyard. The views of the Tuscan hills at sunset and sunrise were spectacular. The registration process was quick and easy. The receptionist was friendly and helpful. He walked us to our room to make sure we were happy with our accomodations. Our room was spacious, the beds were comfortable and the view of the Tuscan hills through the olive trees was pretty. After a bit of exploring in the August heat, we settled into the hotel bar for a cold beer and light snacks. The nice young lady who served us, Sophia, was so friendly and eager to chat with us about our travel experiences. We had dinner at sunset on the hotel terrace. The food, wine, and service were all excellent, and the price was reasonable. Breakfast on the terrace was also excellent with plenty of fresh, interesting, and tasty choices. It was a memorable 5 star hotel in every way."

SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI

10/10 Excellent

"We enjoyed our stay! Having separate apartments gave each family a little privacy. The large dining space/kitchen and outdoor areas were great for gathering. The AC and pool was needed for this hot, humid temperature. A car is needed to access the villa and surrounding areas. Communication was frequent & easy."

Villa San Lucchese

10/10 Excellent

"Our one-week stay at this villa from the moment we arrived until the day we left, every aspect of our experience was exceptional. The highlight of our stay was the restaurants both breakfast and dinner. Without question, Every meal was outstanding, with incredible flavors, beautifully prepared dishes, and an atmosphere that made every dinner memorable. What truly set this property apart, however, was the people. The service was consistently warm, professional, and attentive. The front desk staff made us feel welcome and to ensure every detail of our stay was perfect. The restaurant team provided impeccable service at every meal, and the owner was gracious, genuinely caring, and clearly passionate about creating an unforgettable guest experience. If you're looking for a place that has world-class dining, and truly exceptional hospitality, this villa is second to none. We left with wonderful memories and can't wait to return. Highly recommended!"

Find out more about Poggibonsi

Everything you need to know about Poggibonsi holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Poggibonsi holiday rental for you. At Expedia, you can take your pick from private holiday 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 Poggibonsi holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Poggibonsi holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Poggibonsi. 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 Poggibonsi holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Poggibonsi holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Poggibonsi rentals

At Expedia, we put the best Poggibonsi holiday 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 Poggibonsi 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 Poggibonsi holiday.

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

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Frequently asked questions

Can I find holiday rentals in Poggibonsi?

Yes, there are holiday rentals close to the most popular sights in Poggibonsi, or you can select a more secluded option if you're looking for a relaxing stay. Poggibonsi is known for its wineries and seafood restaurants.

What are some of the best holiday rentals that Poggibonsi has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Poggibonsi is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Poggibonsi?

Expedia has 6 holiday rentals for your stay in Poggibonsi.

What’s there to see and do in Poggibonsi?

Cultural attractions include Archeodromo di Poggibonsi, whereas Alta Val d'Elsa River Park is a spot to enjoy nature. Other places in town to visit include The Rock of Staggia and Collegiata di Santa Maria Assunta Museum.

What’s a holiday rental in Poggibonsi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Poggibonsi. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.

Poggibonsi Holiday Rentals

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Check prices for these dates

Our top choices for Poggibonsi holiday rentals

1. Palazzo Pacini

2. Chianti Village Morrocco

3. ‘Little Corner of Tranquility’ with Private Garden and Wi-Fi

4. Camping Boschetto Di Piemma

5. Sportland

6. Old village house

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

8. Palazzo al Torrione 2

9. B&B Palazzo Tortoli

10. ONE-ROOM FLAT 3 KM FROM SAN GIMIGNANO

11. Colle di Val d'Elsa - Siena - Apt Blue - C

12. Villa Montecastello

13. Colle di Val D'elsa - Siena - Apt Green - E

14. Donna Nobile

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

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

17. Apartment 'Casa Parco Dell'Elsa' with Wi-Fi and Air Conditioning

18. Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi

19. Affittacamere Le Ginestre

20. Antico Borgo Poggiarello

Find holiday rentals that suit your style

Top Poggibonsi Hotel Reviews

Casale di Villore

Find out more about Poggibonsi

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