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

Val d'Elsa Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Val d'Elsa holiday 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 HK$916
HK$1,025 total
includes taxes & fees
7 Dec - 8 Dec
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 HK$822
HK$948 total
includes taxes & fees
9 Nov - 10 Nov
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 HK$815
HK$940 total
includes taxes & fees
1 Dec - 2 Dec
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 HK$667
HK$996 total
includes taxes & fees
23 Nov - 24 Nov
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 HK$681
HK$793 total
includes taxes & fees
8 Nov - 9 Nov
Casa Vacanze Le Case
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

6. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is HK$376
HK$431 total
includes taxes & fees
10 Nov - 11 Nov
Sportland
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

7. 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 HK$822
HK$948 total
includes taxes & fees
8 Nov - 9 Nov
Affittacamere Le Ginestre
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 HK$600
HK$704 total
includes taxes & fees
8 Dec - 9 Dec
Donna Nobile
A stone courtyard with a bench, potted plants, and a building in the background.

9. 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 HK$651
HK$742 total
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana
An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

10. 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 HK$2,777
HK$3,081 total
includes taxes & fees
14 Nov - 15 Nov
Villa Montecastello
Outdoor pool

11. 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 HK$1,036
HK$1,166 total
includes taxes & fees
9 Nov - 10 Nov
Residence Arianna
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

12. 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 HK$675
HK$952 total
includes taxes & fees
1 Dec - 2 Dec
Antica Pieve B&B
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 HK$829
HK$929 total
includes taxes & fees
1 Dec - 2 Dec
DomuS Miniato
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

14. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (39 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
Tenuta Sant'Ilario
A modern bathroom with a large round mirror, a vessel sink, a toilet, and a glass-enclosed shower.

15. Palazzo Brunelleschi

Palazzo Brunelleschi
Castelfiorentino
Palazzo Brunelleschi
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

16. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is HK$497
HK$792 total
includes taxes & fees
9 Nov - 10 Nov
Borgo Antico Residence
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

17. 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 HK$618
HK$706 total
includes taxes & fees
8 Nov - 9 Nov
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.

18. 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 HK$599
HK$685 total
includes taxes & fees
30 Nov - 1 Dec
Affittacamere a 20 minuti da Firenze
A traditional stone building with a tiled roof, surrounded by terraced fields and distant mountains.

19. Nido con vista

Nido con vista
Radicondoli
The price is HK$1,179
HK$1,297 total
includes taxes & fees
9 Nov - 10 Nov
Nido con vista
A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

20. Charming San Gimignano Apartment With City Views

Charming San Gimignano Apartment With City Views
San Gimignano City Centre
The price is HK$1,956
HK$2,918 total
includes taxes & fees
8 Nov - 9 Nov
Charming San Gimignano Apartment With City Views
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

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

10/10 Excellent
"Beautiful property, spacious and well-appointed room, spa was beautiful and relaxing."
Kerry 3-night trip
Posted 2 days ago
Hotel Palazzo San Lorenzo & SPA

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