Search Vacation Homes in Poggibonsi

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

Our top choices for Poggibonsi vacation homes

Interior

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 AED 509
AED 744 total
includes taxes & fees
20 May - 21 May
Chianti Craft House Badia a Passignano
Terrace/patio

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 traveler
The price is AED 1,149
AED 1,819 total
includes taxes & fees
26 May - 27 May
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Exterior detail

Charming Apartment in Tuscan Villa - Vineyard Estate

Charming Apartment in Tuscan Villa - Vineyard Estate
Poggibonsi
The price is AED 577
AED 1,266 total
includes taxes & fees
21 May - 22 May
Charming Apartment in Tuscan Villa - Vineyard Estate
Interior

THE CASINA OF SANT 'AGOSTINO

THE CASINA OF SANT 'AGOSTINO
Colle di Val d'Elsa
The price is AED 514
AED 652 total
includes taxes & fees
19 Jun - 20 Jun
THE CASINA OF SANT 'AGOSTINO
Interior

Casa San Martino between Florence and Siena with Pool

Casa San Martino between Florence and Siena with Pool
Barberino Tavarnelle
The price is AED 2,698
AED 2,929 total
includes taxes & fees
26 May - 27 May
Casa San Martino between Florence and Siena with Pool
Exterior

Podere Cagnesi: Relaxation in nature

Podere Cagnesi: Relaxation in nature
Podere Cagnesi
The price is AED 461
AED 870 total
includes taxes & fees
26 May - 27 May
Podere Cagnesi: Relaxation in nature
Pool

Casale Torricella: Relax Among Woods with Sea View

Casale Torricella: Relax Among Woods with Sea View
Montieri
The price is AED 902
AED 1,030 total
includes taxes & fees
24 May - 25 May
Casale Torricella: Relax Among Woods with Sea View
Iron/ironing board, WiFi, bed sheets

Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village

Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village
Località Gerfalco Montieri
The price is AED 771
AED 899 total
includes taxes & fees
21 May - 22 May
Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village
Pool

Vacation home with pool in Tuscany - enjoy relaxation, style and nature!

Vacation home with pool in Tuscany - enjoy relaxation, style and nature!
Toscana
The price is AED 1,070
AED 1,614 total
includes taxes & fees
20 May - 21 May
Vacation home with pool in Tuscany - enjoy relaxation, style and nature!
Outdoor dining

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
The price is AED 214
AED 517 total
includes taxes & fees
21 May - 22 May
Detached house with garden a few minutes from the abbey of San Galgano
Exterior detail

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.8 out of 10, Exceptional, (8 reviews)
"The accommodation was clean, comfortable and really unique. The hosts were very accessible and accommodating. We went to dinner in town, walking distance to the tower. We had a great stay and enjoyed the uniqueness of the property."
Canada
nancy m.
The price is AED 536
AED 814 total
includes taxes & fees
20 May - 21 May
Exclusive Stone Tower.
Outdoor dining

Holiday Home 'Casa Crevole di Martina' in the heart of Tuscany

Holiday Home 'Casa Crevole di Martina' in the heart of Tuscany
Murlo
10.0 out of 10, Exceptional, (1 review)
"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."
Germany
Sybille F.
The price is AED 517
AED 621 total
includes taxes & fees
21 May - 22 May
Holiday Home 'Casa Crevole di Martina' in the heart of Tuscany
Terrace/patio

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
Castelnuovo di Val di Cecina
10.0 out of 10, Exceptional, (1 review)
"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"
Germany
Lea B.
The price is AED 3,995
AED 4,517 total
includes taxes & fees
4 Jun - 5 Jun
Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
Outdoor pool

House with pool for 4 pax

House with pool for 4 pax
Casole d'Elsa
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 642
AED 1,229 total
includes taxes & fees
5 Jun - 6 Jun
House with pool for 4 pax
Interior

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
The price is AED 942
AED 1,507 total
includes taxes & fees
26 May - 27 May
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
Interior

CANONICA 43 Luxury villa in the heart of Tuscany

CANONICA 43 Luxury villa in the heart of Tuscany
colle di val d'elsa
10.0 out of 10, Exceptional, (14 reviews)
"We had a very plezant stay!"
Netherlands
Ann R.
The price is AED 1,798
AED 2,698 total
includes taxes & fees
31 May - 1 Jun
CANONICA 43 Luxury villa in the heart of Tuscany
Property grounds

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (1 review)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is AED 642
AED 801 total
includes taxes & fees
22 May - 23 May
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Outdoor pool

Sosta Eroica - Pool & Breathtaking Views over Siena

Sosta Eroica - Pool & Breathtaking Views over Siena
Asciano
The price is AED 1,349
AED 1,935 total
includes taxes & fees
7 Jun - 8 Jun
Sosta Eroica - Pool & Breathtaking Views over Siena
Exterior detail

THE TOLOMEI - apartment in the heart of the main street

THE TOLOMEI - apartment in the heart of the main street
Siena City Centre
8.4 out of 10, Very Good, (5 reviews)
"I stayed for a month and found the apartment ti be very comfortable and si convenient for all that Siena has to offer."
United States
Louise B.
The price is AED 641
AED 936 total
includes taxes & fees
27 May - 28 May
THE TOLOMEI - apartment in the heart of the main street
Outdoor dining

Peaceful corner with garden between Chianti and Crete, very close to Old Town

Peaceful corner with garden between Chianti and Crete, very close to Old Town
Casetta
The price is AED 308
AED 420 total
includes taxes & fees
20 May - 21 May
Peaceful corner with garden between Chianti and Crete, very close to Old Town
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Poggibonsi Hotel Reviews

Hotel Toscana Ambassador

Hotel Toscana Ambassador

6/10 Okay
"The hotel staff was very unenthusiastic, parking was convenient, it was okay, breakfast was amazing, overall just average. "
Shalayna 1-night trip
Posted 5 hours ago
Hotel Toscana Ambassador