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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Poggibonsi-San Gimignano Station villas

Pool

1. The timeless elegance with private pool

The timeless elegance with private pool
Poggibonsi
9.6 out of 10, Exceptional, (4 reviews)
"A beautiful Villa in the heart of Tuscany. The pool was a refreshing relief after busy days."
United States
John A.
The timeless elegance with private pool
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

2. Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano

Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
Poggibonsi
7.4 out of 10, Good, (8 reviews)
"Logement bien situé pour visiter Sienne et San guimignano. Assez calme sur les hauteurs. Piscine avec jolie vue. Par contre, je le déconseille en juillet: logement mal isolé et trop chaud."
United States
Véronique C.
Beautiful apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
An open-plan kitchen and dining area with a view of the outdoor patio.

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

SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Poggibonsi
10.0 out of 10, Exceptional, (8 reviews)
"A wonderful countryside tuscan property. We enjoyed the separate central barn with kitchen, dining and terrace. Plenty of space for all. Thank you."
United States
Peter H.
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
A building with a stone pathway leading to a door, surrounded by trees and a well-maintained lawn.

4. Exlusive luxury villa with private pool in the heart of Tuscany

Exlusive luxury villa with private pool in the heart of Tuscany
Barberino Val d'Elsa
10.0 out of 10, Exceptional, (4 reviews)
"Stayed here for 4 nights in July, 2026, with my brothers-in-law, their spouses and two teens. We had a perfect time! Very hot but the pool and the a/c throughout the villa made it all very comfortable. The surroundings are gorgeous, and location was great for ease of access to stores, restaurants, sites and mile after mile of beautiful countryside! We visited a few wineries, ate and cooked to our hearts content, and enjoyed every moment. Gianni and Valentina were wonderful, responsive and very...
United States
Eliza D.
Exlusive luxury villa with private pool in the heart of Tuscany
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

5. Lovely apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano

Lovely apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
Poggibonsi
10.0 out of 10, Exceptional, (6 reviews)
"Très bon sejour"
France
Nikica J.
Lovely apartment in villa with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
A building with a tower, a gravel path, and a hedge.

6. Villa Zambra by MMega

Villa Zambra by MMega
Poggibonsi
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful villa in an ancient tower! Immaculate and beautifully furnished Easy commute to Tuscany points of interest"
United States
Laurie W.
Villa Zambra by MMega
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

7. Cosy apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano

Cosy apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
Poggibonsi
8.8 out of 10, Excellent, (40 reviews)
"Apartment very good value for money. Spacious, warm welcome and large pleasant swimming pool. Very good geographical location because close to a Florence / Siena axis. While being quiet."
United States
AURELIE N.
Cosy apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

8. Lovely apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano

Lovely apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
Poggibonsi
8.4 out of 10, Very good, (10 reviews)
"nice hosts, but a little bit in the years"
Germany
Martin H.
Lovely apartment in villa with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
A balcony with a terracotta pot of flowers, a brick ledge, and a view of a town with buildings and hills in the background.

9. Melachecca: Chianti Villa in Tuscany, private park, 2 apartments, stunning views

Melachecca: Chianti Villa in Tuscany, private park, 2 apartments, stunning views
Toscana
Melachecca: Chianti Villa in Tuscany, private park, 2 apartments, stunning views
A stone wall with a metal table and chairs, a bottle of wine, and a view of trees and a distant landscape.

10. Stunning villa for 6 guests with WIFI, A/C, TV, pets allowed and panoramic view

Stunning villa for 6 guests with WIFI, A/C, TV, pets allowed and panoramic view
Poggibonsi
10.0 out of 10, Exceptional, (2 reviews)
"We were searching for a true hillside farmhouse experience in Tuscany, and this wonderful home delivered exactly that. The house was perfectly set up and clean, with more than enough room for two couples traveling together, comfortable, spacious, and thoughtfully arranged.The property sits tucked into the green landscape, giving it a peaceful, secluded feel. While some of the valley views were a bit obstructed by the lush surroundings, the porch offered lovely, relaxing vistas that made morning...
United States
Ross C.
Stunning villa for 6 guests with WIFI, A/C, TV, pets allowed and panoramic view
A person performing a yoga pose on a wooden deck with a hot tub in the foreground and a scenic view of hills and trees in the background.

11. Lorenzo Village - Eighteen Bedroom Villa, Sleeps 40

Lorenzo Village - Eighteen Bedroom Villa, Sleeps 40
Poggibonsi
Lorenzo Village - Eighteen Bedroom Villa, Sleeps 40
A balcony with a table set for tea, a vase with red flowers, and a view of a hilly landscape with buildings.

12. Lovely apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano

Lovely apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano
Gavignano
Lovely apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano
A courtyard with a variety of trees, a paved area, and outdoor seating.

13. Lovely apartment in villa for 5 guests with pool, WIFI, TV, patio and pets allowed

Lovely apartment in villa for 5 guests with pool, WIFI, TV, patio and pets allowed
Poggibonsi
Lovely apartment in villa for 5 guests with pool, WIFI, TV, patio and pets allowed
Exterior

14. Villa Cesare

Villa Cesare
Poggibonsi
Villa Cesare
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

15. Beautiful apartment in villa for 4 guests with pool, WIFI and TV, close to San Gimignano

Beautiful apartment in villa for 4 guests with pool, WIFI and TV, close to San Gimignano
Gavignano
Beautiful apartment in villa for 4 guests with pool, WIFI and TV, close to San Gimignano
A courtyard with a variety of trees, a paved area, and outdoor seating.

16. Nice apartment in villa for 4 guests with pool, WIFI, TV, terrace and pets allowed

Nice apartment in villa for 4 guests with pool, WIFI, TV, terrace and pets allowed
Poggibonsi
Nice apartment in villa for 4 guests with pool, WIFI, TV, terrace and pets allowed
A balcony with a table set for two, a vase with flowers, and a book.

17. Nice apartment in villa for 2 guests with pool, A/C, WIFI, TV and patio, close to San Gimignano

Nice apartment in villa for 2 guests with pool, A/C, WIFI, TV and patio, close to San Gimignano
Gavignano
Nice apartment in villa for 2 guests with pool, A/C, WIFI, TV and patio, close to San Gimignano
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

18. Cosy apartment in villa for 2 people with WIFI, pool and TV, close to San Gimignano

Cosy apartment in villa for 2 people with WIFI, pool and TV, close to San Gimignano
Gavignano
Cosy apartment in villa for 2 people with WIFI, pool and TV, close to San Gimignano
A stone villa with a courtyard, surrounded by trees and hills.

19. Villa Brunella by My Villa Collection

Villa Brunella by My Villa Collection
Poggibonsi
Villa Brunella by My Villa Collection
Terrace/patio

20. Villa Fienile Design

Villa Fienile Design
Barberino Val d'Elsa
Villa Fienile Design
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-San Gimignano Station Hotel Reviews

Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"Excellent hôtel qualité-prix, très propre, très beau déjeuner, bien situé"
Nadine 1-night trip
Posted 13 hours ago
Hotel Toscana Ambassador

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