Poggibonsi Vacation Rentals

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Our top choices for Poggibonsi vacation rentals

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$121 nightly
The price is $139
Jan 19 - Jan 20, 2026
Total with taxes and fees
Palazzo al Torrione 2

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco

Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (57)
"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
$126 nightly
The price is $145
Jan 8 - Jan 9, 2026
Total with taxes and fees
B&B Palazzo Tortoli

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
$78 nightly
The price is $91
Jan 7 - Jan 8, 2026
Total with taxes and fees
La Casa di Ines

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
$80 nightly
The price is $94
Dec 23 - Dec 24
Total with taxes and fees
Donna Nobile

Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
$178 nightly
The price is $202
Dec 24 - Dec 25
Total with taxes and fees
Charming San Gimignano Apartment With City Views

IL VECCHIO CONVENTO

IL VECCHIO CONVENTO
San Gimignano City Centre
5.0 out of 10, (2)
$170 nightly
The price is $193
Dec 23 - Dec 24
Total with taxes and fees
IL VECCHIO CONVENTO

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (406)
"Great inn. "
United States
Carol
$109 nightly
The price is $134
Dec 23 - Dec 24
Total with taxes and fees
San Giuliano Inn - Adults Only

Sette Angeli Rooms

Sette Angeli Rooms
Historic Centre of Florence
8.8 out of 10, Excellent, (636)
"I loved this place and the stuff was very kind <3 "
United Kingdom
romina
$60 nightly
The price is $81
Dec 23 - Dec 24
Total with taxes and fees
Sette Angeli Rooms

Locanda dei Guelfi

Locanda dei Guelfi
Historic Centre of Florence
8.8 out of 10, Excellent, (173)
"Be ready for steps as there is no elevator - four floors to check-in. Other than that it is good."
United States
Darrell
Locanda dei Guelfi

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
$188 nightly
The price is $212
Dec 27 - Dec 28
Total with taxes and fees
PALAZZO DEL PAPA

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (191)
"Safe, clean, close to all attractions"
Canada
Carlo
$96 nightly
The price is $110
Dec 23 - Dec 24
Total with taxes and fees
B&B Il Corso

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
$87 nightly
The price is $101
Dec 23 - Dec 24
Total with taxes and fees
Siena Vip

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
$175 nightly
The price is $198
Jan 14 - Jan 15, 2026
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (193)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (63)
"Great location. Room spacious and clean. Personnel friendly and great service walkable to best historic places. Could find something better "
United States
Rodolfo
B&B Palazzo del Magnifico
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 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 Poggibonsi 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 Poggibonsi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Poggibonsi vacation 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 low season months. For more hustle and bustle, you may prefer to visit Poggibonsi 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 $197 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 Poggibonsi rentals

At Expedia, we put the best Poggibonsi 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 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 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 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 vacation rentals in Poggibonsi?

Yes, we have vacation rentals close to popular sights in Poggibonsi, or you can select a more secluded option if you want a relaxing place to stay. Poggibonsi is known for its wineries and seafood restaurants.

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

QK Costa58 Home Tower: This vacation home rental near Poggibonsi is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Poggibonsi?

Expedia has 7 vacation 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 Poggio Imperiale Fortress and San Lucchese Convent.

What’s a vacation rental in Poggibonsi like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Poggibonsi. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.