Colle di Val d'Elsa Vacation Home Rentals from CA $152: Search Top Private Vacation Homes for Rent

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 vacation homes

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

1. Casa Vacanze Le Case

San Gimignano

Andrew

CA $152 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with multiple windows and a chimney.

2. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

CA $207 total

includes taxes & fees

Nov 8 - Nov 9

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.

CA $530 total

includes taxes & fees

Oct 9 - Oct 10

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

CA $236 total

includes taxes & fees

Oct 11 - Oct 12

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

CA $324 total

includes taxes & fees

Oct 11 - Oct 12

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

6. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

CA $13,421 total

includes taxes & fees

Oct 10 - Oct 11

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.

CA $446 total

includes taxes & fees

Oct 9 - Oct 10

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

CA $760 total

includes taxes & fees

Oct 12 - Oct 13

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

CA $369 total

includes taxes & fees

Oct 11 - Oct 12

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

10. The Arch Among the Hills of Castellina

Topina

CA $445 total

includes taxes & fees

Nov 2 - Nov 3

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

CA $403 total

includes taxes & fees

Oct 12 - Oct 13

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

CA $226 total

includes taxes & fees

Nov 2 - Nov 3

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

CA $257 total

includes taxes & fees

Oct 16 - Oct 17

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.

CA $854 total

includes taxes & fees

Oct 11 - Oct 12

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

CA $689 total

includes taxes & fees

Oct 11 - Oct 12

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.

CA $475 total

includes taxes & fees

Oct 13 - Oct 14

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

17. Casa Marisa in Castellina in Chianti

Castellina in Chianti

CA $431 total

includes taxes & fees

Oct 11 - Oct 12

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

CA $278 total

includes taxes & fees

Oct 11 - Oct 12

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

CA $345 total

includes taxes & fees

Oct 10 - Oct 11

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.

CA $291 total

includes taxes & fees

Oct 11 - Oct 12

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Top Colle di Val d'Elsa Hotel Reviews

Hotel Borgo San Luigi

10/10 Excellent

"Beautiful hotel. Excellent food. The Staff was wonderful. We had an issue with our rental car passenger window and they did everything to help us with it."

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."

Hotel Palazzo San Lorenzo & SPA

8/10 Good

"I can’t fault the hotel in general, but honestly, it felt a bit soulless. We stayed at the sister hotel Relais Della Rovere earlier in the week and loved it. It felt warm, authentic and welcoming. The bar was by reception and constantly had people in it and all areas of the hotel were charming, whereas the Palazzo San Lorenzo, while impressive looking, lacked character inside despite being an old palace and in an area of architectural beauty/interest. As you are up the top of the old town, although there are some nice restaurants, they all keep strange opening hours/ days and on a Monday there is nowhere in walking distance to get lunch and limited options for dinner on a Sunday. That would have been fine if the hotel had food options, but they only do breakfast (which is very nice ) and then dinner for two hours in the evening. We were expecting Caffe San Lorenzo to do food, but we never saw it open and apparently they don’t do food despite it stating they do on the website. Maybe it’s off season for them, but the website doesn’t give opening times or say what days the restaurant/ caffe Lorenzo are closed. You get two small bottles of water in the fridge in the room daily, but there is nowhere to get any other bottled drinks throughout the day or around the pool unless you drive down to the main town to a supermarket. Whilst a decent hotel, we wanted somewhere to relax and not have to venture far to eat and drink after a busy week previously, this didn’t tick that box for us"

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Number of reviews	108
Accommodation	1510 Vacation Homes
Lowest Price	CA $152
Highest Price	CA $13,421

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Treat yourself

Be picky

Check prices for these dates

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

1. Casa Vacanze Le Case

2. Agriturismo La Ferrozzola

3. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

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

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

6. Ebbio – Villa and Organic Farm in Monteriggioni

7. House with pool for 4 pax

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

9. Your nest in the Tuscany countryside

10. The Arch Among the Hills of Castellina

11. Apartment in Chianti With Pool ID 513

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

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

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

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

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

17. Casa Marisa in Castellina in Chianti

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

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

20. Chianti Craft House Badia a Passignano

Find vacation rentals that suit your style

Top Colle di Val d'Elsa Hotel Reviews

Hotel Borgo San Luigi

Fattoria di Vegi

Grand Hotel Continental Siena – Starhotels Collezione

Four Points by Sheraton Siena

Castello di Spaltenna- Small Luxury Hotels of the World

Poderi Arcangelo

Hotel Minerva

Hotel Palazzo San Lorenzo & SPA

Hotel Italia

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Explore a world of travel with Expedia

Colle di Val d'Elsa Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

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

1. Casa Vacanze Le Case

2. Agriturismo La Ferrozzola

3. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

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

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

6. Ebbio – Villa and Organic Farm in Monteriggioni

7. House with pool for 4 pax

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

9. Your nest in the Tuscany countryside

10. The Arch Among the Hills of Castellina

11. Apartment in Chianti With Pool ID 513

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

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

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

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

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

17. Casa Marisa in Castellina in Chianti

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

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

20. Chianti Craft House Badia a Passignano

Find vacation rentals that suit your style

Top Colle di Val d'Elsa Hotel Reviews

Hotel Borgo San Luigi

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Explore a world of travel with Expedia