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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Val d'Elsa vacation homes

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

1. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is AED 338
AED 392 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

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

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"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!"
United States
Susan A.
The price is AED 494
AED 1,374 total
includes taxes & fees
21 Nov - 22 Nov
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
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.

Comfortable double room with a bathroom in the historic center of San Gimignano.
San Gimignano City Centre
The price is AED 514
AED 609 total
includes taxes & fees
25 Oct - 26 Oct
Comfortable double room with a bathroom in the historic center of San Gimignano.
A traditional stone building with a tiled roof, surrounded by terraced fields and mountains in the background.

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

A Nest with a View - A Romantic Getaway Within the City Walls
Radicondoli
The price is AED 639
AED 639 total
includes taxes & fees
1 Nov - 2 Nov
A Nest with a View - A Romantic Getaway Within the City Walls
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

5. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Peaceful, tranquil & quiet retreat with gorgeous but unheated pool - so very refreshing! Lovely, airy & cool rooms. Twin beds were hard but double bed was comfortable. Check side of recycling bin by gate to know what items can be recycled - written instructions were confusing. Hostess Lea delightful & welcoming with hostess Camilla very helpful & warmly wishing us the best!"
Canada
Judith C.
The price is AED 586
AED 1,134 total
includes taxes & fees
25 Oct - 26 Oct
House with pool for 4 pax
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

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

Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
San Gimignano City Centre
Deluxe Room - A comfortable and elegant room in the heart of San Gimignano.
A modern kitchen with white cabinets, a microwave, and a dining area with a round table and chairs.

7. New Listing

New Listing
Dogana
The price is AED 370
AED 453 total
includes taxes & fees
25 Oct - 26 Oct
New Listing
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

Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveler
The price is AED 804
AED 816 total
includes taxes & fees
1 Nov - 2 Nov
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
An outdoor patio with a table, chairs, a grill, and a large umbrella.

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

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
The price is AED 933
AED 1,155 total
includes taxes & fees
1 Nov - 2 Nov
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is AED 1,141
AED 1,149 total
includes taxes & fees
25 Oct - 26 Oct
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
A rustic villa with a garden, a pond, and a mountainous backdrop.

11. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is AED 34,562
AED 34,582 total
includes taxes & fees
27 Oct - 28 Oct
Ebbio – Villa and Organic Farm in Monteriggioni
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

12. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is AED 993
AED 1,100 total
includes taxes & fees
26 Oct - 27 Oct
Apartment in Chianti With Pool ID 513
A dining area with a table set for two, a view of a vineyard, and a wooden table with a small decorative item.

13. Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
A pool with lounge chairs and umbrellas, surrounded by greenery and buildings.

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

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
San Gimignano
The price is AED 1,185
AED 1,206 total
includes taxes & fees
26 Oct - 27 Oct
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
A stone building with a covered outdoor seating area and a brick pathway.

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

Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (1 review)
"We stayed for a week at La Ripa. It is a very beautiful and quiet place. It is a few minutes from San Gimignano and it is a central place to visit nice villages in Toscany. Rodrigo was there to welcome us and securing for us an optimal stay. He was amicable and available. This is a place we are highly recommending."
Canada
Anne-Marie M.
The price is AED 2,355
AED 2,367 total
includes taxes & fees
25 Oct - 26 Oct
Apartment 'La Ripa - Master' with Shared Pool and Wi-Fi
A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

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

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
San Gimignano
9.2 out of 10, Wonderful, (13 reviews)
"Great place in the Tuscany area. The views are spectacular, the property is just like the pictures. Would definitely stay here again"
United States
Valerie S.
The price is AED 2,000
AED 2,288 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

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

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Das Haus ist gut ausgestattet und liegt schön ruhig. Abends kann man das Zirpen der Grillen genießen, den Kauz hören und es kam auch ein Dachs vorbei! Wunderbar für Naturliebhaber. Es ist abseits gelegen. Die Gastgeber sind ausgesprochen nett und haben viele Tipps ! Sehr nette Gastfreundschaft. Ein Ort zum entspannen in der Toscana."
Germany
Anonymous traveler
The price is AED 1,490
AED 1,833 total
includes taxes & fees
2 Nov - 3 Nov
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A balcony with a table and chairs overlooking a vineyard.

18. Holiday Home 'Uva' with Guest-Only Pool, Wi-Fi and Air Conditioning

Holiday Home 'Uva' with Guest-Only Pool, Wi-Fi and Air Conditioning
San Gimignano
The price is AED 1,852
AED 2,201 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Uva' with Guest-Only Pool, Wi-Fi and Air Conditioning
A hallway with wooden doors, a patterned rug, and a small statue.

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

Peaceful House in the Heart of Tuscany, Near Florence and Siena
Vinci
6.0 out of 10, (1 review)
"Pros: Die Schlafzimmer und das Wohnzimmer sind mit schönen Möbeln ausgestattet. Cons: Dass die Küchenmöblierung sehr alt war ist noch okay, aber das wahllos zusammengewürfelte Geschirr und die Töpfe und Pfannen waren schon länger nicht mehr in Benutzung und teilweise schmutzig!"
Germany
Anonymous traveler
The price is AED 347
AED 548 total
includes taxes & fees
25 Oct - 26 Oct
Peaceful House in the Heart of Tuscany, Near Florence and Siena
A stone building with a hot tub, surrounded by greenery.

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

Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi
San Gimignano
10.0 out of 10, Exceptional, (2 reviews)
"It was spacious and clean. Nice kitchen though we did not cook. Coffee maker took some getting used to. Showers on the small side but worked well. Lovely property. Enjoyed our time here. "
United States
Dale M.
The price is AED 2,303
AED 2,324 total
includes taxes & fees
28 Oct - 29 Oct
Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & 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

La Cisterna

La Cisterna

10/10 Excellent
"A wonderful stay! Our visit was a return trip,as we traveled with our kids high school in 2014, knowing some day we would return. Beautiful city, so happy we were able to revisit, was a perfect location"
Karen A 2-night trip
Posted 13 hours ago
La Cisterna

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