A historic town with a prominent hilltop church and a bell tower.

Colle di Val d'Elsa Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Colle di Val d'Elsa vacation homes

A bathroom with a shower enclosure, a toilet, and tiled walls.

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 CA $131
CA $152 total
includes taxes & fees
Nov 2 - Nov 3
Casa Vacanze Le Case
A brick staircase leading to a black gate, surrounded by lush greenery.

2. Chalet in Chianti with swimming pool and tennis court

Chalet in Chianti with swimming pool and tennis court
Siena
9.0 out of 10, Wonderful, (2 reviews)
"Communication through VRBO app was easy. The host and I used WhatsApp after booking. Expect rough dirt road for about 2 kilometers to apt. Host needs to communicate which apt your in so your not going to all three apts to find yours with keys. Beautiful area!"
United States
rich63perez U.
The price is CA $144
CA $172 total
includes taxes & fees
Oct 10 - Oct 11
Chalet in Chianti with swimming pool and tennis court
A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

3. 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)
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
A stone building with multiple windows and a chimney.

4. 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 CA $183
CA $207 total
includes taxes & fees
Nov 8 - Nov 9
Agriturismo La Ferrozzola
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

5. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
San Gimignano City Centre
The price is CA $215
CA $324 total
includes taxes & fees
Oct 11 - Oct 12
Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

6. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
San Gimignano City Centre
The price is CA $231
CA $345 total
includes taxes & fees
Oct 10 - Oct 11
Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

7. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
The price is CA $227
CA $444 total
includes taxes & fees
Oct 10 - Oct 11
House with pool for 4 pax
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

8. 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
10.0 out of 10, Exceptional, (1 review)
"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...
Germany
Anonymous traveller
The price is CA $625
CA $758 total
includes taxes & fees
Oct 12 - Oct 13
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

9. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
The price is CA $215
CA $368 total
includes taxes & fees
Oct 11 - Oct 12
Your nest in the Tuscany countryside
A bottle of Caulio wine and two glasses on a metal table outdoors.

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 CA $718
CA $853 total
includes taxes & fees
Oct 11 - Oct 12
"Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

11. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (25 reviews)
The price is CA $129
CA $256 total
includes taxes & fees
Oct 13 - Oct 14
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A rustic villa with a garden, a pond, and a mountainous backdrop.

12. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is CA $13,398
CA $13,406 total
includes taxes & fees
Oct 11 - Oct 12
Ebbio – Villa and Organic Farm in Monteriggioni
A balcony with potted plants and a view of rolling hills and mountains.

13. 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 CA $226
CA $226 total
includes taxes & fees
Nov 1 - Nov 2
A Nest with a View - A Romantic Retreat Within the City Walls
An aerial view of a property with a swimming pool, a large house, and surrounding gardens.

14. 'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi

'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi
San Gimignano
The price is CA $683
CA $688 total
includes taxes & fees
Oct 11 - Oct 12
'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

15. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is CA $158
CA $278 total
includes taxes & fees
Oct 11 - Oct 12
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A stone building with a gravel path, outdoor seating, and greenery.

16. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is CA $383
CA $445 total
includes taxes & fees
Nov 2 - Nov 3
The Arch Among the Hills of Castellina
A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

17. Cozy double room with bathroom in the historic center of San Gimignano.

Cozy double room with bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is CA $199
CA $236 total
includes taxes & fees
Oct 11 - Oct 12
Cozy double room with bathroom in the historic center of San Gimignano.
A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

18. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $420
CA $428 total
includes taxes & fees
Oct 13 - Oct 14
Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi
A view through a wooden door of a courtyard with stone walls and potted plants.

19. 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 CA $199
CA $290 total
includes taxes & fees
Oct 11 - Oct 12
Chianti Craft House Badia a Passignano
A brick building with a garden, a metal fence, and a clear sky.

20. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is CA $345
CA $431 total
includes taxes & fees
Oct 11 - Oct 12
Casa Marisa in Castellina in Chianti
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 Colle di Val d'Elsa Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"
Hillaine 3-night trip
Posted 5 hours ago
Hotel Athena

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Number of reviews
95
Accommodation
1510 Vacation Homes
Lowest Price
CA $152
Highest Price
CA $13,406