Colle di Val d'Elsa Vacation Homes from AED 371

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

1. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

AED 526 total

includes taxes & fees

15 Nov - 16 Nov

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

2. Casa Vacanze Le Case

San Gimignano

Andrew

AED 371 total

includes taxes & fees

2 Nov - 3 Nov

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

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

San Gimignano City Centre

AED 838 total

includes taxes & fees

30 Oct - 31 Oct

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

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

San Gimignano City Centre

AED 605 total

includes taxes & fees

26 Nov - 27 Nov

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

5. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

AED 34,351 total

includes taxes & fees

30 Oct - 31 Oct

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

6. 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

AED 649 total

includes taxes & fees

5 Nov - 6 Nov

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

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

San Gimignano

Anne-Marie M.

A balcony with a table and chairs overlooking a vineyard.

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

San Gimignano

Bruno G.

AED 2,383 total

includes taxes & fees

28 Nov - 29 Nov

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

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

Casole d'Elsa

Anonymous traveler

AED 2,015 total

includes taxes & fees

28 Nov - 29 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

AED 1,093 total

includes taxes & fees

30 Oct - 31 Oct

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

11. The Arch Among the Hills of Castellina

Topina

AED 1,045 total

includes taxes & fees

2 Nov - 3 Nov

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

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

Radicondoli

AED 639 total

includes taxes & fees

1 Nov - 2 Nov

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

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

Toscana

AED 719 total

includes taxes & fees

2 Nov - 3 Nov

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

14. Casa Marisa in Castellina in Chianti

Castellina in Chianti

AED 1,106 total

includes taxes & fees

1 Nov - 2 Nov

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

15. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

AED 740 total

includes taxes & fees

1 Nov - 2 Nov

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

16. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

San Gimignano

AED 1,198 total

includes taxes & fees

1 Nov - 2 Nov

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

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

San Gimignano

Dale M.

AED 1,698 total

includes taxes & fees

1 Nov - 2 Nov

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

18. 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.

AED 1,377 total

includes taxes & fees

15 Nov - 16 Nov

A horse grazing under a tree in a grassy area with a small building in the background.

19. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

Toscana

"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."

Shanti R.

AED 764 total

includes taxes & fees

2 Nov - 3 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.

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

San Gimignano City Centre

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Top Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Classic room with beautiful view. Accommodating staff."

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 Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

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."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

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

1. Agriturismo La Ferrozzola

2. Casa Vacanze Le Case

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

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

5. Ebbio – Villa and Organic Farm in Monteriggioni

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

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

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

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

10. Apartment in Chianti With Pool ID 513

11. The Arch Among the Hills of Castellina

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

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

14. Casa Marisa in Castellina in Chianti

15. Chianti Craft House Badia a Passignano

16. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

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

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

19. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

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

Find vacation rentals that suit your style

Top Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza

Hotel Minerva

Hotel Borgo San Luigi

Hotel Chiusarelli

NH Siena

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Casolare Le Terre Rosse

Il Chiostro del Carmine

Hotel Italia

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. Agriturismo La Ferrozzola

2. Casa Vacanze Le Case

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

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

5. Ebbio – Villa and Organic Farm in Monteriggioni

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

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

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

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

10. Apartment in Chianti With Pool ID 513

11. The Arch Among the Hills of Castellina

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

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

14. Casa Marisa in Castellina in Chianti

15. Chianti Craft House Badia a Passignano

16. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

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

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

19. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

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

Find vacation rentals that suit your style

Top Colle di Val d'Elsa Hotel Reviews

Palazzo Ravizza