A cobblestone street with historic buildings, a wooden chair, and potted plants.

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Check availability on Casole d'Elsa Family-Friendly Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Casole d'Elsa family-friendly hotels

A hotel with a pool, outdoor seating, and a mountainous backdrop.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

1. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
  • Family-friendly adventures in the Tuscan countryside await at this historic estate with pools, tennis, and luxurious spa escapes.
฿31,321
฿34,529 total
includes taxes & fees
10 Nov - 11 Nov
Castello di Casole, A Belmond Hotel, Tuscany
A clear blue pool with a view of distant mountains and trees.
A modern hotel lobby with abstract art on the walls, comfortable seating, and a view of the city.
A table set for dining with a view of the countryside.
A dining area with tables set for breakfast, overlooking a scenic landscape.

2. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
฿2,779
฿3,359 total
includes taxes & fees
22 Oct - 23 Oct
Relax Hotel Acquaviva
A stone building with a tiled roof, a brick pathway, and a small grassy area.
A swimming pool with tiled flooring, lounge chairs, and umbrellas.
A cozy living room with a wooden dining table, a sofa, and a fireplace.
A stone building with a tiled courtyard, outdoor seating, and potted plants.

3. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
฿6,518
฿7,246 total
includes taxes & fees
22 Oct - 23 Oct
Le Mascie Country House
A swimming pool with a pink inflatable flamingo, lounge chairs, and umbrellas.
A stone building with a tiled roof, surrounded by lush greenery and a wooden pergola.
A rustic interior with a stone wall, a staircase, a sofa, and a television.
A garden with lavender fields, a stone building, and a pergola.

4. Apartment in Chianti With Pool ID 452

Apartment in Chianti With Pool ID 452
Casole d'Elsa
฿13,416
฿14,833 total
includes taxes & fees
22 Oct - 23 Oct
Apartment in Chianti With Pool ID 452
A swimming pool with a pink inflatable flamingo, lounge chairs, and umbrellas.
A stone building with a wooden door and a table with a vase of flowers.
A garden with lavender fields, a stone building, and a pergola.
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

5. Apartment in Chianti With Pool ID 455

Apartment in Chianti With Pool ID 455
Casole d'Elsa
฿13,416
฿14,833 total
includes taxes & fees
22 Oct - 23 Oct
Apartment in Chianti With Pool ID 455
A swimming pool with a pink flamingo float, surrounded by lounge chairs and umbrellas.
A stone building with a covered patio and a garden.
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.
A cozy living room with a stone wall, a fireplace, a sofa, and a patterned rug.

6. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
฿13,416
฿14,833 total
includes taxes & fees
22 Oct - 23 Oct
Apartment in Chianti With Pool ID 3939
A swimming pool with a pink flamingo float.
Room
A cozy living room with a wooden dining table, a sofa, and a fireplace.
A bedroom with a bed, a chair, and a window with floral curtains.

7. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
฿13,416
฿14,833 total
includes taxes & fees
25 Oct - 26 Oct
Apartment in Chianti With Pool ID 450
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A garden with a wooden bar, stone pathway, and various plants.
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

8. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
฿2,702
฿3,123 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sabolini
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
An outdoor patio with stone flooring, a table with chairs, and potted plants.
Pool

9. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
฿4,205
฿4,890 total
includes taxes & fees
10 Nov - 11 Nov
Hotel Borgo San Luigi
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A balcony with a table and chairs, a view of a tall tree, and a mountainous landscape.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

10. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
  • Tuscany farm stay turns family holidays into rustic adventures with kids club, dual pools, and imaginative activities.
฿17,153
฿19,057 total
includes taxes & fees
25 Oct - 26 Oct
Borgo Pignano Volterra Tuscany
View all properties

Choose what matters most at family-friendly hotels in Casole d'Elsa

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Casole d'Elsa Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

8/10 Good
"Breakfast"
Joseph 1-night trip
Posted 8 hours ago
Il Chiostro del Carmine
Hotel Italia

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."
Kurt 1-night trip
Posted 21 hours ago
Hotel Italia
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."
Marcela 3-night trip
Posted 1 day ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Personnels très gentils, dégustation de vins super bon et intéressant, souper excellent, très bonne qualité nourriture, vin, huile d’olive. Je recommande cet endroit fortement"
Nadine 1-night trip
Posted 2 days ago
Poderi Arcangelo
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Victor 4-night trip
Posted 6 days ago
Hotel Chiusarelli
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 8 days ago
Hotel Casolare Le Terre Rosse
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 10 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 2 weeks ago
Four Points by Sheraton Siena
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Kelly 2-night trip
Posted 3 months ago
Castello di Casole, A Belmond Hotel, Tuscany

Frequently asked questions

What's Casole d'Elsa like for family-friendly holidays?
If you've been thinking about a trip with your children, the remote destination of Casole d'Elsa is a good choice. The archaeological sites and adventure tours are just a couple of things that make this an attractive spot for a family holiday. Take to the air and fly into Peretola Airport (FLR), which is located 32.7 mi (52.6 km) from the city centre.
What's the best family accommodation in Casole d'Elsa?
Castello di Casole, A Belmond Hotel, Tuscany is a hotel with an outdoor pool and 3 restaurants, and it's a top choice on Expedia for families. Other good choices to stay with the children include Relax Hotel Acquaviva and Terre Di Casole.
How many family hotels should I expect to find in Casole d'Elsa?
Expedia has 8 family-friendly hotels and other accommodation options in Casole d'Elsa.
When's the best time to book a family-friendly holiday in Casole d'Elsa?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Casole d'Elsa is 935 mm.
What's there to see and do with your family in Casole d'Elsa?
While you and your family are staying in Casole d'Elsa, you may want to visit some family-friendly attractions such as Terre di Vini, Archeological and Collegiate Church Museum and Museo del Cristallo di Colle di Val d'Elsa. Make sure that you have lots of time for activities such as Medieval Criminal and Torture Museum and Vernaccia di San Gimignano Wine Museum.

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