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

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

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

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
$114 nightly
The price is $128
Dec 2 - Dec 3
Total with taxes and fees
Palazzo Pacini
A narrow street with stone buildings, wooden doors, and a brick pathway.

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
$104 nightly
The price is $120
Nov 18 - Nov 19
Total with taxes and fees
Materia Rooms San Gimignano
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. 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
$86 nightly
The price is $100
Nov 15 - Nov 16
Total with taxes and fees
Casa Vacanze Le Case
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
$118 nightly
The price is $135
Nov 19 - Nov 20
Total with taxes and fees
Palazzo al Torrione 2
A stone courtyard with a bench, potted plants, and a building in the background.

5. 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
$67 nightly
The price is $77
Nov 16 - Nov 17
Total with taxes and fees
Casa di Campagna in Toscana
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

6. 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
$105 nightly
The price is $120
Dec 9 - Dec 10
Total with taxes and fees
Antica Pieve B&B
A narrow alleyway with brick walls, wooden barrels, and potted plants.

7. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

Apartment in San Gimignano in the city center 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
$149 nightly
The price is $154
Nov 15 - Nov 16
Total with taxes and fees
Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.
A reception desk with the word "SPORTLAND" prominently displayed.

8. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$46 nightly
The price is $53
Nov 19 - Nov 20
Total with taxes and fees
Sportland
A view from a window overlooking a rural landscape with fields and a distant mountain range.

9. 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
$92 nightly
The price is $106
Dec 15 - Dec 16
Total with taxes and fees
B&B Palazzo Tortoli
A building with a wooden door, windows with shutters, and flower boxes.

10. 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
$75 nightly
The price is $88
Dec 8 - Dec 9
Total with taxes and fees
Donna Nobile
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
$131 nightly
The price is $147
Nov 20 - Nov 21
Total with taxes and fees
Residence Arianna
A table with a cheese board, bread, a bottle of wine, and a potted plant.

12. 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
$100 nightly
The price is $113
Dec 13 - Dec 14
Total with taxes and fees
DomuS Miniato
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

13. 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
$78 nightly
The price is $89
Nov 15 - Nov 16
Total with taxes and fees
Borgo San Giusto
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

14. 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
$94 nightly
The price is $109
Nov 22 - Nov 23
Total with taxes and fees
Affittacamere Le Ginestre
A vineyard with a stone building, a metal gate, and purple plants in the foreground.

15. 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
$231 nightly
The price is $260
Nov 15 - Nov 16
Total with taxes and fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Room

16. Casa Castagna - appartamento nella Val d'Elsa

Casa Castagna - appartamento nella Val d'Elsa
Colle val d'Elsa
Casa Castagna - appartamento nella Val d'Elsa
Two people seated on a wooden chair with a plaid cushion, a table with a charcuterie board between them, and a potted plant to the right.

17. ViaGiotto A welcoming and well-kept apartment in Tuscany,

ViaGiotto A welcoming and well-kept apartment in Tuscany,
Certaldo
9.4 out of 10, Exceptional, (3 reviews)
"This is truly a welcoming apartment in a small town easily accessible to other sites. Clean, up to date with many little thoughtful touches. Our hostess was very friendly and helpful. This is our fifth Vrbo in Italy and one of the best. "
United States
Teresa S.
$87 nightly
The price is $90
Nov 16 - Nov 17
Total with taxes and fees
ViaGiotto A welcoming and well-kept apartment in Tuscany,
A table set outdoors with a checkered tablecloth, wine glasses, a bottle, and a vase with wheat stalks.

18. Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi

Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi
Colle di Val d'Elsa
$194 nightly
The price is $196
Nov 15 - Nov 16
Total with taxes and fees
Apartment 'Faetino - Gallo' with Shared Pool, Private Garden and Wi-Fi
A swimming pool with lounge chairs and umbrellas, a stone building with green shutters, and a clear blue sky.

19. Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & Air Conditioning

Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & Air Conditioning
Barberino Val d'Elsa
$69 nightly
The price is $74
Nov 15 - Nov 16
Total with taxes and fees
Lilla Room 'Borghetto San Filippo' with Shared Pool, Wi-Fi & Air Conditioning
A narrow cobblestone street with historic buildings, a chain-link fence, and a wooden door with a number plaque.

20. Colle di Val d'Elsa - Siena - Apt Rose - B

Colle di Val d'Elsa - Siena - Apt Rose - B
Colle di Val d'Elsa
8.8 out of 10, Excellent, (3 reviews)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
$144 nightly
The price is $146
Nov 15 - Nov 16
Total with taxes and fees
Colle di Val d'Elsa - Siena - Apt Rose - B
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

Mormoraia

Mormoraia

10/10 Excellent
"This place is gorgeous! The view from our room was incredible! The room was everything I hoped it would be and more! We did a winery tour and stayed for three nights! We had an amazing stay! The pool was gorgeous too! The staff are all so cheerful and helpful! I cannot wait to go back! Thank you for this amazing experience!"
Jessica 3-night trip
Posted 3 days ago
Mormoraia

Find out more about Val d'Elsa

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

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

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Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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