Val d'Elsa Vacation Rentals from $55: Search Short-Term Rentals

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

1. Palazzo Pacini

Colle di Val d'Elsa

John

$112 nightly

Sep 2 - Sep 3

Total with taxes and fees

2. Riserva di Fizzano Residence

Castellina in Chianti

Janet

$179 nightly

Sep 8 - Sep 9

Total with taxes and fees

3. Palazzo al Torrione 2

San Gimignano City Centre

Angel

$129 nightly

Sep 15 - Sep 16

Total with taxes and fees

Villa, Air conditioning, Courtyard View | Exterior

4. Villa Montecastello

Monteriggioni

Alvaro

$192 nightly

Aug 25 - Aug 26

Total with taxes and fees

Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

5. Borgo al Cerro

Casole d'Elsa

Frida

$217 nightly

Sep 4 - Sep 5

Total with taxes and fees

6. Villa San Filippo

Barberino Tavarnelle

Nadia

$83 nightly

Sep 17 - Sep 18

Total with taxes and fees

Romantic Double Room, 1 Bedroom, Non Smoking | View from room

7. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

$139 nightly

Aug 20 - Aug 21

Total with taxes and fees

8. Sportland

Colle di Val d'Elsa

Giorgio

$46 nightly

Sep 6 - Sep 7

Total with taxes and fees

9. Casa di Campagna in Toscana

Sovicille

Sally

$136 nightly

Sep 2 - Sep 3

Total with taxes and fees

10. Borgo Il Poggiaccio

Sovicille

Louie

$218 nightly

Sep 14 - Sep 15

Total with taxes and fees

11. Casa Vacanze Le Case

San Gimignano

Jackie

$106 nightly

Aug 28 - Aug 29

Total with taxes and fees

12. Donna Nobile

San Gimignano City Centre

Treena

$87 nightly

Aug 18 - Aug 19

Total with taxes and fees

Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

13. Tenuta Sant'Ilario

Gambassi Terme

Sergio

$128 nightly

Sep 13 - Sep 14

Total with taxes and fees

La Torre Grossa | In-room safe, desk, laptop workspace, WiFi (free)

14. Materia Rooms San Gimignano

San Gimignano City Centre

$112 nightly

Aug 18 - Aug 19

Total with taxes and fees

15. Residence Arianna

Sovicille

"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...

Gitte Harrits

$125 nightly

Sep 16 - Sep 17

Total with taxes and fees

16. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveler

$47 nightly

Sep 7 - Sep 8

Total with taxes and fees

Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio

17. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

$120 nightly

Aug 25 - Aug 26

Total with taxes and fees

Comfort Apartment, Air conditioning, City View | Living area

18. La Rocca Romantica

San Gimignano City Centre

$153 nightly

Sep 7 - Sep 8

Total with taxes and fees

Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

19. Borgo San Giusto

Empoli

Paul

$121 nightly

Aug 30 - Aug 31

Total with taxes and fees

Comfort Condo, Ensuite, Ground Floor | 1 bedroom, WiFi (free)

20. IL VECCHIO CONVENTO

San Gimignano City Centre

Bodo

$139 nightly

Aug 18 - Aug 19

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cottages

Villas

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Val d'Elsa Hotel Reviews

Villa San Filippo

10/10 Excellent

"The location and views at this property cannot be beat. The pools were wonderful and overall it was a family friendly property. We traveled with 3 young children."

Relais Della Rovere

10/10 Excellent

"We stayed here with our grown up children and their baby. The hotel was clean, well-maintained and very convenient to either drive or walk to the centre. The pool was clean and well maintained with plenty of sun beds for everyone all through the day so, happily, no one felt the need to “reserve” them. Breakfast was delicious with lots of options. We also had lunch and dinner once during our stay. The food was lovely. However, one of us eats gluten-free food and, despite ordering a dish that did not list gluten as an ingredient, it did have gluten-containing decorations on it so beware of that if it would affect you. The staff replaced the dish straight away though with one that was safe to eat. We made sure that we stressed the gluten-free need after that regardless of what the menu says. Our rooms were clean and very spacious with comfortable enormous beds which the parents of the baby were very grateful for as it easily fitted all three of them with room to spare. We all had a great time and would strongly recommend it. PS take some bug spray as there are mosquitoes around"

Villa Petriolo

10/10 Excellent

"AMAZING! Beautiful location. Tuscany rolling hill views! If you are traveling with lots of luggage and/or toddlers, it's easier to take a taxi from Santa Maria Florence train station. There was an issue with WiFi that no one could figure out, google apps such as gmail, YouTube wouldn't work normally on my iPhone, it would only work through safari app. Will definitely come back next time we visit Italy."

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"Our stay was wonderful, the staff were friendly and very helpful. The hotel has great amenities that were a real standout during our stay, we loved the pool and the breakfast was delicious with extensive options. The grounds are well maintained and it was very enjoyable to sit around and take in the beautiful views and atmosphere. A must stay!"

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 $55 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

Expedia's Latest Trends

Hotels

Flights

Cars

Packages

General

Val d'Elsa Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Val d'Elsa vacation rentals

1. Palazzo Pacini

2. Riserva di Fizzano Residence

3. Palazzo al Torrione 2

4. Villa Montecastello

5. Borgo al Cerro

6. Villa San Filippo

7. B&B Palazzo Tortoli

8. Sportland

9. Casa di Campagna in Toscana

10. Borgo Il Poggiaccio

11. Casa Vacanze Le Case

12. Donna Nobile

13. Tenuta Sant'Ilario

14. Materia Rooms San Gimignano

15. Residence Arianna

16. Camping Boschetto Di Piemma

17. Affittacamere Le Ginestre

18. La Rocca Romantica

19. Borgo San Giusto

20. IL VECCHIO CONVENTO

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

Villa San Filippo

Find out more about Val d'Elsa

Explore a world of travel with Expedia

Expedia's Latest Trends

Go further with the Expedia app