Poggibonsi Holiday Rentals

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Our top choices for Poggibonsi holiday rentals

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is NZ$326
includes taxes & fees
14 May - 15 May
Villa Montecastello

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 NZ$309
includes taxes & fees
13 May - 14 May
Antico Borgo Poggiarello

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is NZ$158
includes taxes & fees
17 May - 18 May
Chianti Village Morrocco

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is NZ$218
includes taxes & fees
13 May - 14 May
Palazzo Pacini

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (61 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is NZ$266
includes taxes & fees
12 May - 13 May
B&B Palazzo Tortoli

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (11 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is NZ$358
includes taxes & fees
18 May - 19 May
Chianti Craft House Badia a Passignano

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
MONTERIGGIONI
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
United States
Anonymous traveller
The price is NZ$834
includes taxes & fees
11 May - 12 May
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Casa Masoni – Your Elegant and Welcoming Home in Tuscany
Colle val d'Elsa
9.8 out of 10, Exceptional, (9 reviews)
"Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay."
Spain
Jorge S.
The price is NZ$703
includes taxes & fees
5 June - 6 June
Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NZ$100
includes taxes & fees
17 May - 18 May
Sportland

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (157 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is NZ$182
includes taxes & fees
8 June - 9 June
Donna Nobile

Lovely and typical farmhouse in the heart of Chianti

Lovely and typical farmhouse in the heart of Chianti
Monteriggioni, Siena, Toskana
10.0 out of 10, Exceptional, (2 reviews)
"I was concerned when I first booked this spot because it was a little removed from Siena or Florence. It was the BEST decision I made on our journey through Italy. The family was amazing! The weee extremely pleasant and helpful. They gave us great ideas on where to eat, cities to visit and excursions to do. Ettore set us up with reservations at a local restaurant that was amazing! It was a true Tuscan local experience. He also recommended seeing specifics parts of Siena and other local cities...
United States
Chris H.
The price is NZ$455
includes taxes & fees
11 May - 12 May
Lovely and typical farmhouse in the heart of Chianti

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is NZ$263
includes taxes & fees
12 May - 13 May
Palazzo al Torrione 2

Medieval tower experience with private rooftop, San Gimignano

Medieval tower experience with private rooftop, San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (5 reviews)
"This was a perfect stop for the once in a lifetime tour of italy "
United States
mark M.
The price is NZ$1,223
includes taxes & fees
23 May - 24 May
Medieval tower experience with private rooftop, San Gimignano

Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning
Poggibonsi
10.0 out of 10, Exceptional, (1 review)
"This was a modern, like-new apartment on the ground floor of a house. It seems there was a family - probably the owner of our unit - above us, but we never saw them or heard them. The house stood on a hill surrounded by vineyards. The view was awesome in every direction!"
United States
Steven R.
Apartment 'Matti - Margot' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning

Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning
San Gimignano City Centre
9.6 out of 10, Exceptional, (9 reviews)
"Calm, natural environment, history and toscany great ferlingd"
United States
Nuria Meritxell P.
The price is NZ$741
includes taxes & fees
23 May - 24 May
Apartment 'Casa Vesta' with Wi-Fi and Air Conditioning

Two Bedroom Apartment

Two Bedroom Apartment
San Gimignano City Centre
Two Bedroom Apartment

Elegant Tuscan Retreat • Pool & Tennis, Padel & Beach Volleyball

Elegant Tuscan Retreat • Pool & Tennis, Padel & Beach Volleyball
Colle di Val d'Elsa
The price is NZ$414
includes taxes & fees
24 May - 25 May
Elegant Tuscan Retreat • Pool & Tennis, Padel & Beach Volleyball

Casa San Martino between Florence and Siena with Pool

Casa San Martino between Florence and Siena with Pool
Barberino Tavarnelle
The price is NZ$1,351
includes taxes & fees
18 May - 19 May
Casa San Martino between Florence and Siena with Pool

Charming Apartment in Tuscan Villa - Vineyard Estate

Charming Apartment in Tuscan Villa - Vineyard Estate
Poggibonsi
The price is NZ$585
includes taxes & fees
11 May - 12 May
Charming Apartment in Tuscan Villa - Vineyard Estate

Apartment 'Faetino - Pavone' with Shared Pool, Private Garden and Wi-Fi

Apartment 'Faetino - Pavone' with Shared Pool, Private Garden and Wi-Fi
Colle di Val d'Elsa
The price is NZ$450
includes taxes & fees
24 May - 25 May
Apartment 'Faetino - Pavone' with Shared Pool, Private Garden and Wi-Fi
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 Poggibonsi Hotel Reviews

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 NZ$585 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. 

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 9 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 San Lucchese Convent and Poggio Imperiale Fortress.

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.