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

Val d'Elsa Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Val d'Elsa vacation rentals

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
$89 nightly
The price is $105
Jul 19 - Jul 20
Total with taxes and fees
Villa San Filippo

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (33 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
$247 nightly
The price is $274
Jul 10 - Jul 11
Total with taxes and fees
Riserva di Fizzano Residence

Villa Mucellena

Villa Mucellena
Casole d'Elsa
Villa Mucellena

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (36 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
$159 nightly
The price is $178
Jul 5 - Jul 6
Total with taxes and fees
Tenuta Sant'Ilario

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
$123 nightly
The price is $141
Aug 1 - Aug 2
Total with taxes and fees
Casa Vacanze Le Case

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
$145 nightly
The price is $162
Jul 16 - Jul 17
Total with taxes and fees
Palazzo Pacini

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (42 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
$157 nightly
The price is $176
Jul 22 - Jul 23
Total with taxes and fees
Borgo San Giusto

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
$133 nightly
The price is $152
Jul 5 - Jul 6
Total with taxes and fees
Palazzo al Torrione 2

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$49 nightly
The price is $56
Jul 19 - Jul 20
Total with taxes and fees
Sportland

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
$135 nightly
The price is $152
Jul 7 - Jul 8
Total with taxes and fees
Casa di Campagna in Toscana

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 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
$133 nightly
The price is $150
Jul 13 - Jul 14
Total with taxes and fees
Residence Arianna

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
$183 nightly
The price is $204
Jul 23 - Jul 24
Total with taxes and fees
Villa Montecastello

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
$165 nightly
The price is $187
Jul 9 - Jul 10
Total with taxes and fees
Borgo Il Poggiaccio

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
$142 nightly
The price is $162
Jul 4 - Jul 5
Total with taxes and fees
B&B Palazzo Tortoli

Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Casa Masoni – Your Elegant and Welcoming Home in Tuscany
Colle val d'Elsa
9.8 out of 10, Exceptional, (9 reviews)
"Very close from Siena, San Gimignano and Chianti and Colle Val d' Elsa alta a really nice village to visit. 15' walking from the house. Deanna is a perfect anfitriona helping with everything for your stay."
Spain
Jorge S.
$371 nightly
The price is $373
Jul 12 - Jul 13
Total with taxes and fees
Casa Masoni – Your Elegant and Welcoming Home in Tuscany

Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.4 out of 10, Very Good, (23 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
$68 nightly
The price is $78
Jul 8 - Jul 9
Total with taxes and fees
Affittacamere a 20 minuti da Firenze

Agriturismo I Borghi - Cacao Apartment with Pool in San Gimignano

Agriturismo I Borghi - Cacao Apartment with Pool in San Gimignano
San Gimignano
$849 nightly
The price is $854
Jul 5 - Jul 6
Total with taxes and fees
Agriturismo I Borghi - Cacao Apartment with Pool in San Gimignano

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (86 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$54 nightly
The price is $63
Jul 5 - Jul 6
Total with taxes and fees
Camping Boschetto Di Piemma

Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi
San Gimignano
$808 nightly
The price is $812
Jul 4 - Jul 5
Total with taxes and fees
Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

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
9.6 out of 10, Exceptional, (40 reviews)
"Beautiful location in San Gimignano! The owner was so attentive and provided great suggestions for our visit. Charming apartment that serviced all of are needs. Boboli bakery (25 yards from apartment) is amazing and a must! Enjoyable stay!"
United States
Curt G.
$231 nightly
The price is $237
Jul 7 - Jul 8
Total with taxes and fees
san gimignano apartment in historical center, courtyard and fast free wifi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Val d'Elsa Hotel Reviews

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.

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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Val d'Elsa vacation 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 low season months. For more hustle and bustle, you may prefer to visit Val d'Elsa in high season.

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 $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

Explore a world of travel with Expedia