Val d'Elsa Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Val d'Elsa vacation rentals

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is P7,310
P8,182 total
includes taxes & fees
Dec 9 - Dec 10
Palazzo Pacini
A historic stone building with a prominent tower, arched windows, and a tiled roof.

2. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is P6,611
P7,623 total
includes taxes & fees
Nov 10 - Nov 11
Materia Rooms San Gimignano
A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is P6,553
P7,560 total
includes taxes & fees
Dec 9 - Dec 10
B&B Palazzo Tortoli
An open wooden door leading to an outdoor patio with a table and chairs.

4. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is P5,912
P8,611 total
includes taxes & fees
Nov 14 - Nov 15
Palazzo al Torrione 2
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

5. 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 P5,476
P6,375 total
includes taxes & fees
Nov 10 - Nov 11
Casa Vacanze Le Case
A stone courtyard with a bench, potted plants, and a building in the background.

6. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is P5,236
P5,970 total
includes taxes & fees
Nov 15 - Nov 16
Casa di Campagna in Toscana
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

7. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is P3,026
P3,470 total
includes taxes & fees
Dec 10 - Dec 11
Sportland
A building with a wooden door, windows with shutters, and flower boxes.

8. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is P4,790
P5,621 total
includes taxes & fees
Dec 8 - Dec 9
Donna Nobile
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

9. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is P6,610
P7,623 total
includes taxes & fees
Nov 10 - Nov 11
Affittacamere Le Ginestre
Outdoor pool

10. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (10 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is P8,335
P9,379 total
includes taxes & fees
Nov 10 - Nov 11
Residence Arianna
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

11. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is P5,429
P7,658 total
includes taxes & fees
Dec 1 - Dec 2
Antica Pieve B&B
An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

12. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is P20,094
P22,315 total
includes taxes & fees
Nov 23 - Nov 24
Villa Montecastello
A table with a cheese board, bread, a bottle of wine, and a potted plant.

13. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (3 reviews)
"Klein aber fein. Sehr gepflegt und geschmackvoll eingerichtet mit Liebe zum Detail. Herrliche Aussicht vom kleinen Balkon. Nur die Parkplatzsuche war am späten Freitag Abend schwierig, weil gefühlt die halbe Jugend der Toscana nach San Miniato in den Ausgang geht."
United States
Thomas
The price is P6,857
P7,683 total
includes taxes & fees
Dec 10 - Dec 11
DomuS Miniato
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

14. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (48 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is P5,277
P6,015 total
includes taxes & fees
Dec 6 - Dec 7
Borgo San Giusto
A bedroom with a bed, a window with curtains, a radiator, a bedside table with a plant, and a bathroom visible through an open door.

15. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.4 out of 10, Very good, (26 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is P4,819
P5,512 total
includes taxes & fees
Nov 30 - Dec 1
Affittacamere a 20 minuti da Firenze
A traditional stone building with a tiled roof, surrounded by terraced fields and distant mountains.

16. Nido con vista

Nido con vista
Radicondoli
The price is P9,485
P10,433 total
includes taxes & fees
Nov 11 - Nov 12
Nido con vista
A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

17. Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
The price is P16,559
P24,377 total
includes taxes & fees
Nov 22 - Nov 23
Charming San Gimignano Apartment With City Views
A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

18. IL VECCHIO CONVENTO

IL VECCHIO CONVENTO
San Gimignano City Centre
4.0 out of 10, (3 reviews)
"Unterkunft konnte wegen Wasserschaden nicht bezogen werden. Vermieter hat nicht geholfen eine Alternative zu finden…"
Germany
Bodo
The price is P9,197
P10,468 total
includes taxes & fees
Nov 21 - Nov 22
IL VECCHIO CONVENTO
Pool

19. Villa LE Cascine

Villa LE Cascine
Montaione
The price is P68,404
P180,769 total
includes taxes & fees
Nov 23 - Nov 24
Villa LE Cascine
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

20. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
The price is P24,978
P27,616 total
includes taxes & fees
Nov 10 - Nov 11
Apartment in Chianti With Pool ID 450
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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