A city with historic towers and a vineyard.

Holiday Homes in Castel San Gimignano

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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 Castel San Gimignano holiday homes

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

1. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is AU$144
includes taxes & fees
11 Nov - 12 Nov
Casa Vacanze Le Case
A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

2. Comfortable double room with a bathroom in the historic center of San Gimignano.

Comfortable double room with a bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is AU$240
includes taxes & fees
23 Oct - 24 Oct
Comfortable double room with a bathroom in the historic center of San Gimignano.
A room with a bed, a chair, and a staircase leading to an upper level.

3. Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
Volterra
6.0 out of 10, (1 review)
"This unit is clean but way too cluttered with stuff. There is no clear surfaces anywhere! The neighbors definitely don’t want people staying there and 3 different neighbors said things we couldn’t understand but were clearly not welcoming us. Might be better for Italians only!"
United States
Christine W.
The price is AU$149
includes taxes & fees
25 Oct - 26 Oct
Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

4. Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.

Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
San Gimignano City Centre
The price is AU$328
includes taxes & fees
23 Oct - 24 Oct
Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

5. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Peaceful, tranquil & quiet retreat with gorgeous but unheated pool - so very refreshing! Lovely, airy & cool rooms. Twin beds were hard but double bed was comfortable. Check side of recycling bin by gate to know what items can be recycled - written instructions were confusing. Hostess Lea delightful & welcoming with hostess Camilla very helpful & warmly wishing us the best!"
Canada
Judith C.
The price is AU$433
includes taxes & fees
23 Oct - 24 Oct
House with pool for 4 pax
A two-story building with a stone facade and a tiled roof.

6. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
The price is AU$248
includes taxes & fees
4 Nov - 5 Nov
A Nest with a View - A Romantic Retreat Within the City Walls
A stone building with multiple windows and a chimney.

7. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is AU$208
includes taxes & fees
18 Nov - 19 Nov
Agriturismo La Ferrozzola
A hotel room with a bed, a desk with a chair, a wardrobe, a mirror, a television, and two framed pictures on the wall.

8. A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.

A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.
San Gimignano City Centre
The price is AU$340
includes taxes & fees
23 Oct - 24 Oct
A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.
A pool area with lounge chairs and umbrellas, surrounded by greenery and hills.

9. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
San Gimignano
The price is AU$520
includes taxes & fees
22 Nov - 23 Nov
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
A balcony with a table and chairs overlooking a vineyard.

10. "Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning

"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"Un séjour très agréable dans cette maison et un merci chaleureux à Roberto pour son accueil parfait."
United States
Bruno G.
The price is AU$855
includes taxes & fees
25 Oct - 26 Oct
"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
A stone bench with a rustic fire pit in a garden setting.

11. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is AU$428
includes taxes & fees
29 Oct - 30 Oct
Apartment in Chianti With Pool ID 513
A stone building with a covered outdoor seating area and a brick pathway.

12. Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"We stayed for a week at La Ripa. It is a very beautiful and quiet place. It is a few minutes from San Gimignano and it is a central place to visit nice villages in Toscany. Rodrigo was there to welcome us and securing for us an optimal stay. He was amicable and available. This is a place we are highly recommending."
Canada
Anne-Marie M.
The price is AU$922
includes taxes & fees
25 Oct - 26 Oct
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

13. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is AU$352
includes taxes & fees
4 Nov - 5 Nov
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
A rustic villa with a garden, a pond, and a mountainous backdrop.

14. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is AU$13,439
includes taxes & fees
27 Oct - 28 Oct
Ebbio – Villa and Organic Farm in Monteriggioni
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

15. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is AU$534
includes taxes & fees
21 Nov - 22 Nov
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A bedroom with a bed, a vanity with a mirror, and LED strip lighting.

16. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
The price is AU$283
includes taxes & fees
26 Oct - 27 Oct
Siena Love Nest: Romantic Suite with Spa & Jacuzzi
A view through a wooden door of a courtyard with stone walls and potted plants.

17. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is AU$296
includes taxes & fees
28 Oct - 29 Oct
Chianti Craft House Badia a Passignano
A garden with a lawn, three white lounge chairs, and a pergola.

18. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
The price is AU$221
includes taxes & fees
25 Oct - 26 Oct
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

19. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Das Haus ist gut ausgestattet und liegt schön ruhig. Abends kann man das Zirpen der Grillen genießen, den Kauz hören und es kam auch ein Dachs vorbei! Wunderbar für Naturliebhaber. Es ist abseits gelegen. Die Gastgeber sind ausgesprochen nett und haben viele Tipps ! Sehr nette Gastfreundschaft. Ein Ort zum entspannen in der Toscana."
Germany
Anonymous traveller
The price is AU$761
includes taxes & fees
25 Oct - 26 Oct
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A stone building with a hot tub, surrounded by greenery.

20. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"It was spacious and clean. Nice kitchen though we did not cook. Coffee maker took some getting used to. Showers on the small side but worked well. Lovely property. Enjoyed our time here. "
United States
Dale M.
The price is AU$905
includes taxes & fees
28 Oct - 29 Oct
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & 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 Castel San Gimignano Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

8/10 Good
"Breakfast"
Joseph 1-night trip
Posted 19 hours ago
Il Chiostro del Carmine

Find out more about Castel San Gimignano

Castel San Gimignano Holiday Homes information

Number of reviews
115
Accommodation
1061 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$13,439

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