Colle di Val d'Elsa Vacation Homes from ￥22,066

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

1. THE CASINA OF SANT 'AGOSTINO

Colle di Val d'Elsa

￥27,757 total

includes taxes & fees

Aug 12 - Aug 13

2. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Colle Val d'Elsa

Rupert H.

3. CANONICA 43 Luxury villa in the heart of Tuscany

colle di val d'elsa

Ann R.

￥119,993 total

includes taxes & fees

Aug 31 - Sep 1

4. 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

￥29,315 total

includes taxes & fees

Aug 11 - Aug 12

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

San Gimignano

Dale M.

￥40,944 total

includes taxes & fees

Aug 11 - Aug 12

6. An old house in the medieval village of Prata

Prata

￥26,679 total

includes taxes & fees

Aug 30 - Aug 31

7. Casa Vacanze Le Case

San Gimignano

Jackie

￥22,092 total

includes taxes & fees

Aug 28 - Aug 29

8. Villa with large garden in the Chianti hills

Siena

Julie H.

￥25,165 total

includes taxes & fees

Sep 1 - Sep 2

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Top Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling and rustic furniture. The AC was sufficient, considering the daytime high on our visit was 100°. Service from the staff was very helpful, and they even called a taxi for us. The shower was hot with strong water pressure. The architecture of the hotel had some historic charm as well, with leaded glass doors, black and white marble floors, and vaulted ceilings in the public spaces. But that terrace... 😍"

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. They also provided a grocery shopping service so that we had drinks and snacks at the villa when we arrived.The meal service was truly fantastic! We opted for the Welcome dinner and the Florentine BBQ, both of which were great. We visited a lot of places while in Italy but the family dinners at sunset were among our favorites.The Villa was beautiful and spacious. The grandkids really enjoyed the open spaces and the pool. The views from the back deck of the surrounding Tuscan countryside were also very special. We even got to see hot air balloons on a few occasions. The relative close proximity to Firenze was also clutch for day trips on high-speed trains. There is a good reason why this Villa won the VRBO Vacation Rental of the Year. You simply cannot go wrong here. I am very thankful for the memories that will last a lifetime and role this villa and the hosts played in making that happen!"

Hotel Chiusarelli

8/10 Good

"Location was great - 5 mins to the bus station and town centre. Staff were friendly and helpful. Room was comfortable. Only issue we faced was with the hairdryer - attached to the wall in the bathroom - it kept cutting out. Luckily one of the team were able to bring a portable one - but was a bit of a pain. Would defo recommend if you are in Siena."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Villa I Barronci Resort & Spa

10/10 Excellent

"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well as numerous delicious restaurants (I recommend Nonno’s for a rustic, authentic dinner, La Carboneira for pizzas and I Pini for gelato. I would stay here again and highly recommend!"

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Number of reviews	123
Accommodation	1375 Vacation Homes
Lowest Price	￥22,066
Highest Price	￥758,619

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

1. THE CASINA OF SANT 'AGOSTINO

2. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

3. CANONICA 43 Luxury villa in the heart of Tuscany

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

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

6. An old house in the medieval village of Prata

7. Casa Vacanze Le Case

8. Villa with large garden in the Chianti hills

9. House with pool for 4 pax

10. Peaceful Eco House in the Tuscan hills

11. Vana Hills House - Three Bedroom House, Sleeps 8

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

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

14. Exclusive Stone Tower.

15. Ebbio – Villa and Organic Farm in Monteriggioni

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

17. Detached house with garden a few minutes from the abbey of San Galgano

18. Cozy Tuscan-style apartment Suitable for families. Pets allowed

19. Casa Marisa in Castellina in Chianti

20. The Arch Among the Hills of Castellina

Find vacation rentals that suit your style

Top Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza

Hotel Athena

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

Hotel Chiusarelli

Borgo Scopeto Wine & Country Relais

Relais Della Rovere

Castello di Spaltenna- Small Luxury Hotels of the World

La Certosa di Pontignano

Villa I Barronci Resort & Spa

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Colle di Val d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

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

1. THE CASINA OF SANT 'AGOSTINO

2. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

3. CANONICA 43 Luxury villa in the heart of Tuscany

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

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

6. An old house in the medieval village of Prata

7. Casa Vacanze Le Case

8. Villa with large garden in the Chianti hills

9. House with pool for 4 pax

10. Peaceful Eco House in the Tuscan hills

11. Vana Hills House - Three Bedroom House, Sleeps 8

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

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

14. Exclusive Stone Tower.

15. Ebbio – Villa and Organic Farm in Monteriggioni

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

17. Detached house with garden a few minutes from the abbey of San Galgano

18. Cozy Tuscan-style apartment Suitable for families. Pets allowed

19. Casa Marisa in Castellina in Chianti

20. The Arch Among the Hills of Castellina

Find vacation rentals that suit your style

Top Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza

Find out more about Colle di Val d'Elsa

Colle di Val d'Elsa Vacation Homes information

Explore a world of travel with Expedia