Search Vacation Homes in Val d'Elsa

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Our top choices for Val d'Elsa vacation homes

Outdoor pool
Casa Vacanze Le Case

Vacation Home in San Gimignano

Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$107 nightly
The price is $124
Jan 21 - Jan 22, 2026
Total with taxes and fees
Casa Vacanze Le Case
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Vacation Home in Poggibonsi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
$128 nightly
The price is $133
Dec 22 - Dec 23
Total with taxes and fees
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Outdoor pool
House with pool for 4 pax

Vacation Home in Casole d'Elsa

House with pool for 4 pax
9.4 out of 10, Exceptional, (3)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
$317 nightly
The price is $320
Jan 2 - Jan 3, 2026
Total with taxes and fees
House with pool for 4 pax
Fridge, oven, stovetop, dishwasher
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Vacation Home in Certaldo

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveler
$186 nightly
The price is $189
Dec 30 - Dec 31
Total with taxes and fees
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
1 bedroom, WiFi, bed sheets
La Grotta di Leonardo a Vinci

Vacation Home in vinci

La Grotta di Leonardo a Vinci
$126 nightly
The price is $129
Dec 23 - Dec 24
Total with taxes and fees
La Grotta di Leonardo a Vinci
Pool
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Vacation Home in Montespertoli

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
$199 nightly
The price is $201
Jan 8 - Jan 9, 2026
Total with taxes and fees
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Terrace/patio
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

Vacation Home in MONTERIGGIONI

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
10.0 out of 10, Exceptional, (1)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
United States
Anonymous traveler
$500 nightly
The price is $500
Dec 22 - Dec 23
Total with taxes and fees
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Outdoor dining
Apartment 'Vernaccia Country House - Agriturismo' with Pool, Garden & Wi-Fi

Vacation Home in BARBERINO TAVARNELLE

Apartment 'Vernaccia Country House - Agriturismo' with Pool, Garden & Wi-Fi
10.0 out of 10, Exceptional, (1)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
$337 nightly
The price is $341
Jan 2 - Jan 3, 2026
Total with taxes and fees
Apartment 'Vernaccia Country House - Agriturismo' with Pool, Garden & Wi-Fi
Outdoor dining
Historic and comfortable house

Vacation Home in Empoli

Historic and comfortable house
10.0 out of 10, Exceptional, (2)
"We found the accommodations to be perfect in support of our plans to explore all of Tuscany"
United States
Daniel C.
$247 nightly
The price is $248
Jan 5 - Jan 6, 2026
Total with taxes and fees
Historic and comfortable house
Outdoor dining
Holiday Home 'Girasole Apartment' with Shared Pool, Private Terrace and Air Conditioning

Vacation Home in Cerreto Guidi

Holiday Home 'Girasole Apartment' with Shared Pool, Private Terrace and Air Conditioning
$290 nightly
The price is $290
Jan 8 - Jan 9, 2026
Total with taxes and fees
Holiday Home 'Girasole Apartment' with Shared Pool, Private Terrace and Air Conditioning
Terrace/patio
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Vacation Home in Monteriggioni

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
$403 nightly
The price is $403
Dec 22 - Dec 23
Total with taxes and fees
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Exterior detail
Chateau / Country House

Vacation Home in Sovicille

Chateau / Country House
$103 nightly
The price is $109
Dec 28 - Dec 29
Total with taxes and fees
Chateau / Country House
Dining
Villa Latini Agriturismo La Capanna

Vacation Home in Montespertoli

Villa Latini Agriturismo La Capanna
Villa Latini Agriturismo La Capanna
Exterior
Farmhouse in the heart of Tuscany, in the magnificent scenery of the countryside

Vacation Home in Toscana

Farmhouse in the heart of Tuscany, in the magnificent scenery of the countryside
$164 nightly
The price is $166
Dec 31 - Jan 1, 2026
Total with taxes and fees
Farmhouse in the heart of Tuscany, in the magnificent scenery of the countryside
Interior
Your nest in the Tuscany countryside

Vacation Home in Certaldo - Firenze

Your nest in the Tuscany countryside
$254 nightly
The price is $258
Dec 22 - Dec 23
Total with taxes and fees
Your nest in the Tuscany countryside
Pool
Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

Vacation Home in Montespertoli

Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi
9.4 out of 10, Exceptional, (3)
"Beautiful stay in a wonderful Italian villa. "
United States
Jessica C.
$369 nightly
The price is $371
Jan 3 - Jan 4, 2026
Total with taxes and fees
Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi
Pool
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Vacation Home in Montespertoli

Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi
10.0 out of 10, Exceptional, (2)
"We had the best time. The view is spectacular. The rooms are spacious very secure property. The property was clean and well appointed. We had a special request during our stay of a chef to cook us a real Italian meal. Our host Elena took the challenge on herself with the help of her family. The meal she cooked was the highlight of our entire vacation. She was a great host to deal with and we’d love to go back there again."
United States
Charlie B.
$843 nightly
The price is $845
Dec 22 - Dec 23
Total with taxes and fees
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi
Exterior detail
Podere Settefrati, private pool and hot tub

Vacation Home in Montaione

Podere Settefrati, private pool and hot tub
$1,174 nightly
The price is $1,177
Dec 24 - Dec 25
Total with taxes and fees
Podere Settefrati, private pool and hot tub
Pool
Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi

Vacation Home in Montespertoli

Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi
6.0 out of 10, (1)
"Une magnifique propriété viticole, dans un environnement superbe en plein milieu des vignes de Chianti et des oliviers, à environ 50 mn en voiture de Florence, Pise, Sienne, qui aurait pu être synonyme de séjour parfait si nous n'avions été constamment ennuyés par différents problèmes de confort, de bruit et de maintenance. La Limonaia se trouve juste au dessous de la terrasse d'un appartement, sans aucune isolation et le moindre bruit de pas ou de mobilier déplacé est amplifié. Nous n'avons...
France
SERGE P.
$574 nightly
The price is $576
Jan 7 - Jan 8, 2026
Total with taxes and fees
Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi
Pool
Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi

Vacation Home in Montespertoli

Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi
4.0 out of 10, (1)
"Die Wohnung war im Internet nicht deutlich dargestellt. Die 140 m² sind vom Nutzen her nicht zutreffend. Das Wohnzimmer direkt unter dem heißen Dachstuhl haben wir gar nicht nutzen können, die Küche nur schnell schnell. Sie war viel zu klein, viele Utensilien fehlten, um für eine Familie zu kochen und zu essen. Die Küche war in einer Zwischenetage, die Schlafzimmer in der ersten Etage, so dass sich die ganze Fläche auf 2,5 Etagen mit vielen Treppen und Fluren verteilte. Es war fast ziemlich...
Germany
Havva C.
$730 nightly
The price is $733
Dec 22 - Dec 23
Total with taxes and fees
Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Val d'Elsa Hotel Reviews

Villa Sabolini

Villa Sabolini

10/10 Excellent
"Lovely Villa. Amazing staff. Real countryside experience."
Gustavo 2-night trip
Posted 7 days ago
Villa Sabolini

Find out more about Val d'Elsa

Val d'Elsa Vacation Homes information

Number of reviews
14
Accommodation
379 Vacation Homes
Lowest Price
$109
Highest Price
$1,177

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