Val d'Elsa Holiday Homes from €95: Search Top House Rentals

A historic square with stone buildings, a prominent tower, and outdoor seating areas.

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Our top choices for Val d'Elsa holiday homes

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

1. Casa Vacanze Le Case

San Gimignano

Andrew

includes taxes & fees

2 Nov - 3 Nov

A balcony with potted plants and a view of rolling hills and mountains.

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

Radicondoli

includes taxes & fees

6 Nov - 7 Nov

A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

3. Your nest in the Tuscany countryside

Certaldo - Firenze

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

includes taxes & fees

19 Oct - 20 Oct

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

5. 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.

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

6. House with pool for 4 pax

Pievescola

Oliver E.

includes taxes & fees

30 Oct - 31 Oct

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

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

San Gimignano City Centre

includes taxes & fees

19 Oct - 20 Oct

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

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

Certaldo

Anonymous traveller

includes taxes & fees

1 Nov - 2 Nov

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Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"Staff is friendly & welcoming! Room was clean! Great breakfast selection! Close to city centre/main shopping strip. Lots of restaurants close by!"

Hotel Sovestro

10/10 Excellent

"If you need a rest between travelling through the big cities of Italy, Hotel Sovestro is the place you need to try. A quiet and well maintained hotel set among its own vineyards and olive orchards, Hotel Sovestro is a must visit. The hotel is nestled in the hills below San Gimmignano, a 30 minute walk to this medieval town with incredible views of the Tuscan country. The hotel also has a Michelin rated restaurant with incredible food. Ensure you try their own wine - its incredible."

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent

"We loved our stay! The winery is beautiful, and you can see the vineyards and cypress trees from your room. Beautiful views! The stay includes the best breakfast buffet in all of Italy with fresh food and coffee. The dinner restaurant is great for a cozy meal. The shuttle into town is very convenient if you don't want to walk uphill. The walk back to tenuto sovestro from town is gorgeous and enjoyable (all downhill.) We enjoyed the brief wine tasting and stories of what makes this winery special. Would definitely stay here again!"

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

Find out more about Val d'Elsa

Val d'Elsa Holiday Homes information

Number of reviews	25
Accommodation	409 Holiday Homes
Lowest Price	€95
Highest Price	€8,405

Room 1

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Treat yourself

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Check prices for these dates

Our top choices for Val d'Elsa holiday homes

1. Casa Vacanze Le Case

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

3. Your nest in the Tuscany countryside

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

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

6. House with pool for 4 pax

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

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

9. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

10. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

11. Apartment in Chianti With Pool ID 513

12. Villa Latini Agriturismo La Capanna

13. Ebbio – Villa and Organic Farm in Monteriggioni

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

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

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

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

18. Peaceful House in the Heart of Tuscany, Near Florence and Siena

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

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

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

Hotel Sovestro

Villa Sabolini

Tenuta Decimo

Mormoraia

Hotel Da Vinci

Tenuta Sovestro - Agriturismo e Winery

Hotel Leon Bianco

La Cisterna

Find out more about Val d'Elsa

Val d'Elsa Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Val d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa holiday homes

1. Casa Vacanze Le Case

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

3. Your nest in the Tuscany countryside

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

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

6. House with pool for 4 pax

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

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

9. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

10. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

11. Apartment in Chianti With Pool ID 513

12. Villa Latini Agriturismo La Capanna

13. Ebbio – Villa and Organic Farm in Monteriggioni

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

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

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

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

18. Peaceful House in the Heart of Tuscany, Near Florence and Siena

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

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

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

Find out more about Val d'Elsa

Val d'Elsa Holiday Homes information

Explore a world of travel with Expedia