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

Our top choices for Colle di Val d'Elsa vacation 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 CA $121
CA $141 total
includes taxes & fees
Nov 3 - Nov 4
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 CA $198
CA $234 total
includes taxes & fees
Oct 21 - Oct 22
Comfortable double room with a bathroom in the historic center of San Gimignano.
A stone building with multiple windows and a chimney.

3. 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 $181
CA $205 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.

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 CA $214
CA $320 total
includes taxes & fees
Oct 21 - Oct 22
Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
A rustic villa with a garden, a pond, and a mountainous backdrop.

5. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is CA $13,286
CA $13,294 total
includes taxes & fees
Oct 27 - Oct 28
Ebbio – Villa and Organic Farm in Monteriggioni
A stone building with a covered outdoor seating area and a brick pathway.

6. 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 CA $910
CA $914 total
includes taxes & fees
Oct 25 - Oct 26
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
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)
"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 CA $225
CA $440 total
includes taxes & fees
Oct 22 - Oct 23
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
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 CA $620
CA $751 total
includes taxes & fees
Oct 27 - Oct 28
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A balcony with a table and chairs overlooking a vineyard.

9. "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 $712
CA $846 total
includes taxes & fees
Oct 26 - Oct 27
"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.

10. 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, (27 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is CA $128
CA $251 total
includes taxes & fees
Oct 21 - Oct 22
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A stone building with a gravel path, outdoor seating, and greenery.

11. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is CA $380
CA $441 total
includes taxes & fees
Nov 2 - Nov 3
The Arch Among the Hills of Castellina
A brick building with a garden, a metal fence, and a clear sky.

12. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is CA $342
CA $427 total
includes taxes & fees
Oct 27 - Oct 28
Casa Marisa in Castellina in Chianti
A stone bench with a rustic fire pit in a garden setting.

13. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is CA $382
CA $423 total
includes taxes & fees
Oct 22 - Oct 23
Apartment in Chianti With Pool ID 513
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is CA $157
CA $275 total
includes taxes & fees
Oct 27 - Oct 28
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A two-story building with a stone facade and a tiled roof.

15. 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 $224
CA $224 total
includes taxes & fees
Nov 8 - Nov 9
A Nest with a View - A Romantic Retreat Within the City Walls
A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

16. 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 CA $229
CA $343 total
includes taxes & fees
Oct 21 - Oct 22
A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

17. 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 CA $458
CA $466 total
includes taxes & fees
Oct 25 - Oct 26
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

18. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
San Gimignano
9.2 out of 10, Wonderful, (13 reviews)
"Great place in the Tuscany area. The views are spectacular, the property is just like the pictures. Would definitely stay here again"
United States
Valerie S.
The price is CA $769
CA $879 total
includes taxes & fees
Oct 22 - Oct 23
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

19. 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 CA $190
CA $539 total
includes taxes & fees
Nov 15 - Nov 16
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A view through a wooden door of a courtyard with stone walls and potted plants.

20. 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 $198
CA $291 total
includes taxes & fees
Oct 28 - Oct 29
Chianti Craft House Badia a Passignano
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

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."
Marcela 3-night trip
Posted 4 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Number of reviews
68
Accommodation
1510 Vacation Homes
Lowest Price
CA $141
Highest Price
CA $13,294