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

Holiday Rentals in Val d'Elsa

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Our top choices for Val d'Elsa holiday rentals

1. 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 €85
includes taxes & fees
15 Nov - 16 Nov
Casa di Campagna in Toscana

2. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (57 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
Villa San Filippo

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is €116
includes taxes & fees
2 Dec - 3 Dec
Palazzo Pacini

4. 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 €109
includes taxes & fees
3 Nov - 4 Nov
Materia Rooms San Gimignano

5. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is €114
includes taxes & fees
8 Nov - 9 Nov
Palazzo al Torrione 2

6. 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 €91
includes taxes & fees
3 Nov - 4 Nov
Casa Vacanze Le Case

7. 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 €106
includes taxes & fees
1 Dec - 2 Dec
DomuS Miniato

8. 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 €353
includes taxes & fees
15 Nov - 16 Nov
Villa Montecastello

9. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is €126
includes taxes & fees
3 Nov - 4 Nov
Tenuta Sant'Ilario

10. 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 €91
includes taxes & fees
4 Nov - 5 Nov
Borgo Antico Residence

11. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
San Gimignano City Centre
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
The price is €250
includes taxes & fees
3 Nov - 4 Nov
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

12. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (44 reviews)
"P. Buonaccorsi is a unique property that is centrally located in San Gimignano. It is well maintained and restored and a very beautiful residence. Senora and Bianca were perfect hosts. The town was perfectly located in Tuscany and within easy day-trips to Florence, Siena, and Massa Marittima."
United States
Glenn
The price is €148
includes taxes & fees
3 Nov - 4 Nov
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

13. 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 €134
includes taxes & fees
9 Nov - 10 Nov
Residence Arianna

14. 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 €113
includes taxes & fees
1 Dec - 2 Dec
B&B Palazzo Tortoli

15. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is €46
includes taxes & fees
4 Nov - 5 Nov
Sportland

16. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 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 €89
includes taxes & fees
4 Nov - 5 Nov
Borgo San Giusto

17. 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 €83
includes taxes & fees
3 Nov - 4 Nov
Donna Nobile

18. San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service

San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful bit of Italian history! Bianca was a gracious very helpful asset to the charming accommodation."
United States
Julie B.
The price is €209
includes taxes & fees
3 Nov - 4 Nov
San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service

19. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is €238
includes taxes & fees
3 Nov - 4 Nov
Toscana Vacanze

20. La Torre di Canonica Apartment, Colle di Val d'Elsa - Siena, Via Francigena

La Torre di Canonica Apartment, Colle di Val d'Elsa - Siena, Via Francigena
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Simply Amazing!"
United States
Rhett
The price is €134
includes taxes & fees
3 Nov - 4 Nov
La Torre di Canonica Apartment, Colle di Val d'Elsa - Siena, Via Francigena
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

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Everything you need to know about Val d'Elsa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Val d'Elsa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Val d'Elsa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Val d'Elsa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Val d'Elsa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Val d'Elsa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Val d'Elsa holiday rentals we have selected for you start as low as €91 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Val d'Elsa rentals

At Expedia, we put the best Val d'Elsa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Val d'Elsa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Val d'Elsa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Val d'Elsa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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