Colle di Val d'Elsa Vacation Homes

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

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

1. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

HK$1,137 total

includes taxes & fees

8 Nov - 9 Nov

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

2. Casa Vacanze Le Case

San Gimignano

Andrew

HK$794 total

includes taxes & fees

13 Nov - 14 Nov

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

3. Comfortable double room with a bathroom in the historic center of San Gimignano.

San Gimignano City Centre

HK$1,238 total

includes taxes & fees

4 Nov - 5 Nov

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

4. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

HK$73,581 total

includes taxes & fees

4 Nov - 5 Nov

A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

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

San Gimignano City Centre

HK$1,713 total

includes taxes & fees

4 Nov - 5 Nov

A stone building with a covered outdoor seating area and a brick pathway.

6. Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi

San Gimignano

Anne-Marie M.

HK$6,315 total

includes taxes & fees

23 Nov - 24 Nov

A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

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

Casole d'Elsa

Anonymous traveller

HK$4,265 total

includes taxes & fees

23 Nov - 24 Nov

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

8. 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$1,333 total

includes taxes & fees

4 Nov - 5 Nov

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

9. The Arch Among the Hills of Castellina

Topina

HK$2,240 total

includes taxes & fees

4 Nov - 5 Nov

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

10. Apartment in Chianti With Pool ID 513

Casole d'Elsa

HK$2,348 total

includes taxes & fees

13 Nov - 14 Nov

A bedroom with a bed, a vanity with a mirror, and LED strip lighting.

11. Siena Love Nest: Romantic Suite with Spa & Jacuzzi

Toscana

HK$1,467 total

includes taxes & fees

5 Nov - 6 Nov

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

12. Casa Marisa in Castellina in Chianti

Castellina in Chianti

HK$2,371 total

includes taxes & fees

8 Nov - 9 Nov

A narrow alleyway with a stone archway leading to a building with a brick facade.

13. A Nest with a View - A Romantic Getaway Within the City Walls

Radicondoli

HK$1,359 total

includes taxes & fees

10 Nov - 11 Nov

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

14. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

HK$1,410 total

includes taxes & fees

4 Nov - 5 Nov

A hotel room with a bed, a desk with a chair, a wardrobe, a mirror, a television, and two framed pictures on the wall.

15. A beautiful, elegant, and sophisticated superior room in the heart of San Gimignano.

San Gimignano City Centre

HK$1,809 total

includes taxes & fees

4 Nov - 5 Nov

An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

16. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"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!"

Susan A.

HK$2,801 total

includes taxes & fees

27 Nov - 28 Nov

A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

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

San Gimignano

Valerie S.

HK$5,199 total

includes taxes & fees

5 Nov - 6 Nov

A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

18. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Certaldo

Anonymous traveller

HK$1,737 total

includes taxes & fees

4 Nov - 5 Nov

A stone building with a hot tub, surrounded by greenery.

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

San Gimignano

Dale M.

HK$8,691 total

includes taxes & fees

5 Nov - 6 Nov

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

20. Apartment in Chianti With Pool ID 3939

Casole d'Elsa

HK$3,452 total

includes taxes & fees

5 Nov - 6 Nov

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Top Colle di Val d'Elsa Hotel Reviews

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

Castelfalfi

10/10 Excellent

"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

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