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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Val d'Elsa vacation rentals

Terrace/patio

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$113 nightly
The price is $127
Sep 2 - Sep 3
Total with taxes and fees
Palazzo Pacini
Balcony

2. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$133 nightly
The price is $152
Aug 21 - Aug 22
Total with taxes and fees
Palazzo al Torrione 2
Superior Mobile Home | Terrace/patio

3. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (88 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$47 nightly
The price is $55
Sep 6 - Sep 7
Total with taxes and fees
Camping Boschetto Di Piemma
Reception

4. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$45 nightly
The price is $52
Aug 11 - Aug 12
Total with taxes and fees
Sportland
Garden view

5. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (45 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
$95 nightly
The price is $111
Sep 7 - Sep 8
Total with taxes and fees
Villa San Filippo
Villa, Air conditioning, Courtyard View | Exterior

6. Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 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
$191 nightly
The price is $214
Aug 11 - Aug 12
Total with taxes and fees
Villa Montecastello
Outdoor pool

7. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$116 nightly
The price is $133
Aug 28 - Aug 29
Total with taxes and fees
Casa Vacanze Le Case
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

8. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
$141 nightly
The price is $161
Aug 10 - Aug 11
Total with taxes and fees
B&B Palazzo Tortoli
La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

9. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
$99 nightly
The price is $115
Aug 18 - Aug 19
Total with taxes and fees
Materia Rooms San Gimignano
Food court

10. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
$215 nightly
The price is $243
Sep 9 - Sep 10
Total with taxes and fees
Borgo Il Poggiaccio
Terrace/patio

11. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (25 reviews)
"A wonderful stay. "
United States
Sally
$136 nightly
The price is $153
Sep 2 - Sep 3
Total with taxes and fees
Casa di Campagna in Toscana
Aerial view

12. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
$186 nightly
The price is $207
Sep 8 - Sep 9
Total with taxes and fees
Riserva di Fizzano Residence
Exterior

13. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
$97 nightly
The price is $108
Aug 24 - Aug 25
Total with taxes and fees
DomuS Miniato
Property grounds

14. san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.8 out of 10, Exceptional, (41 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
$180 nightly
The price is $186
Aug 11 - Aug 12
Total with taxes and fees
san gimignano apartment in historical center, courtyard and fast free wifi
Seasonal outdoor pool, sun loungers

15. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (6 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
$135 nightly
The price is $152
Sep 3 - Sep 4
Total with taxes and fees
Residence Arianna
Porch

16. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
$84 nightly
The price is $98
Aug 11 - Aug 12
Total with taxes and fees
Donna Nobile
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio

17. 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
$120 nightly
The price is $138
Aug 16 - Aug 17
Total with taxes and fees
Affittacamere Le Ginestre
Exterior

18. Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2 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.
$223 nightly
The price is $225
Aug 29 - Aug 30
Total with taxes and fees
Colle di Val d'Elsa - Siena - Apt Pink - B
Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

19. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
$204 nightly
The price is $230
Sep 4 - Sep 5
Total with taxes and fees
Borgo al Cerro
Property grounds

20. 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, (14 reviews)
"Beautiful home with all the amenities!! Excellent location and enjoyed walking this adorable town!! "
United States
William
$266 nightly
The price is $296
Aug 10 - Aug 11
Total with taxes and fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
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
"Nice hotel within the city and easily assessable to multiple restaurants and shops. Booked the view with the valley room and it was worth it."
Zhihui Melissa 2-night trip
Posted 10 hours ago
La Cisterna

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

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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 $55 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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