Colle di Val d'Elsa Vacation Homes

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

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

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

1. Casa Vacanze Le Case

San Gimignano

Andrew

HK$839 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with multiple windows and a chimney.

2. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

HK$1,232 total

includes taxes & fees

5 Nov - 6 Nov

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!

casole d'elsa siena

Linda T.

HK$2,901 total

includes taxes & fees

9 Oct - 10 Oct

A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

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

San Gimignano City Centre

HK$1,303 total

includes taxes & fees

12 Oct - 13 Oct

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.

San Gimignano City Centre

HK$1,805 total

includes taxes & fees

12 Oct - 13 Oct

A rustic villa with a garden, a pond, and a mountainous backdrop.

6. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

HK$74,006 total

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

7. House with pool for 4 pax

Pievescola

Oliver E.

HK$2,426 total

includes taxes & fees

8 Oct - 9 Oct

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

Casole d'Elsa

"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...

Anonymous traveller

HK$4,182 total

includes taxes & fees

12 Oct - 13 Oct

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

Certaldo - Firenze

HK$2,016 total

includes taxes & fees

12 Oct - 13 Oct

A stone building with a gravel path, outdoor seating, and greenery.

10. The Arch Among the Hills of Castellina

Topina

HK$2,457 total

includes taxes & fees

3 Nov - 4 Nov

A glass on a wooden table with a pool and a building in the background.

11. Apartment in Chianti With Pool ID 513

Casole d'Elsa

HK$2,220 total

includes taxes & fees

7 Oct - 8 Oct

A balcony with potted plants and a view of rolling hills and mountains.

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

Radicondoli

HK$1,248 total

includes taxes & fees

3 Nov - 4 Nov

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

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

Ruffoli

"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...

James

HK$1,398 total

includes taxes & fees

8 Oct - 9 Oct

A balcony with a table and chairs overlooking a vineyard.

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

San Gimignano

Bruno G.

HK$4,725 total

includes taxes & fees

11 Oct - 12 Oct

An aerial view of a property with a swimming pool, a large house, and surrounding gardens.

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

San Gimignano

HK$3,811 total

includes taxes & fees

11 Oct - 12 Oct

A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

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

San Gimignano

"The apartment, although a little rustic, suited most of our needs and the location was beautiful. Our host was very a helpful when we discovered there was no freezer to make ice cubes or freeze our ice pack overnight and she provided ice for us daily as well as freezing the ice pack each night. A wonderful host! A lovely relaxing place to wind down after a busy day touring Tuscany. I recommend this apartment."

Jacquie B.

A brick building with a garden, a metal fence, and a clear sky.

17. Casa Marisa in Castellina in Chianti

Castellina in Chianti

HK$2,377 total

includes taxes & fees

12 Oct - 13 Oct

A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Toscana

HK$1,550 total

includes taxes & fees

7 Oct - 8 Oct

A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

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

San Gimignano City Centre

HK$1,902 total

includes taxes & fees

6 Nov - 7 Nov

A view through a wooden door of a courtyard with stone walls and potted plants.

20. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

HK$1,594 total

includes taxes & fees

20 Oct - 21 Oct

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Top Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"We spent four nights in Siena as a base for other tuscan adventures. Loved the authenticity of the piazza. The staff are exceptional and very attentive. The contential breakfast is well appointed and available coffee choices excellent. Don't miss sunset in the back garden bellicimo."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

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