Val d'Elsa Vacation Rentals from $53: 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

$136 nightly

Oct 7 - Oct 8

Total with taxes and fees

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

2. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

$121 nightly

Sep 18 - Sep 19

Total with taxes and fees

3. Sportland

Colle di Val d'Elsa

Giorgio

$44 nightly

Sep 20 - Sep 21

Total with taxes and fees

4. Palazzo al Torrione 2

San Gimignano City Centre

Angela

$135 nightly

Oct 4 - Oct 5

Total with taxes and fees

5. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveler

$45 nightly

Sep 8 - Sep 9

Total with taxes and fees

6. Riserva di Fizzano Residence

Castellina in Chianti

Janet

$218 nightly

Sep 8 - Sep 9

Total with taxes and fees

7. Villa San Filippo

Barberino Val d'Elsa

Nadia

$133 nightly

Oct 4 - Oct 5

Total with taxes and fees

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

8. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

$151 nightly

Sep 21 - Sep 22

Total with taxes and fees

Villa, Air conditioning, Courtyard View | Exterior

9. Villa Montecastello

Monteriggioni

Alvaro

$173 nightly

Sep 19 - Sep 20

Total with taxes and fees

10. Borgo Il Poggiaccio

Sovicille

Louie

$147 nightly

Sep 15 - Sep 16

Total with taxes and fees

11. Casa di Campagna in Toscana

Sovicille

Sally

$133 nightly

Sep 25 - Sep 26

Total with taxes and fees

12. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

$148 nightly

Sep 28 - Sep 29

Total with taxes and fees

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

13. Borgo San Giusto

Empoli

Lucy

$123 nightly

Oct 5 - Oct 6

Total with taxes and fees

14. Casa Vacanze Le Case

San Gimignano

Jackie

$121 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

Colle di Val d'Elsa

"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."

Tamara C.

$170 nightly

Sep 24 - Sep 25

Total with taxes and fees

16. 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

$127 nightly

Oct 8 - Oct 9

Total with taxes and fees

17. Donna Nobile

San Gimignano City Centre

Treena

$88 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

San Gimignano City Centre

Marilyn H.

$224 nightly

Oct 6 - Oct 7

Total with taxes and fees

19. Borgo Antico Residence

Certaldo Alto

jane

$93 nightly

Sep 26 - Sep 27

Total with taxes and fees

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

20. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

$121 nightly

Oct 8 - Oct 9

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Apartments

Private vacation homes

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

Hotel Sovestro

10/10 Excellent

"Amazing"

LHP Certaldo Resort

10/10 Excellent

"Hotel was excellent in every way! The staff was amazing attending to our every need. Pool was a big plus in the hot summer weather! Breakfast buffet was also amazing. The location was a little disappointing being a little farther from the old Certaldo than expected. Also disappointing was the size of the shower in our room, make sure to get a bathroom with a good sized shower. Definitely would return without hesitation!"

Poderi Arcangelo

8/10 Good

"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."

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"

Hotel Le Colline

10/10 Excellent

"Our stay was very pleasant. The staff was fantastic. Awesome breakfast. Room was spacious and clean. Easy access to city center. The only “down” side was that the AC wasn’t very effective but we expected that with older accommodations and extreme August heat. I would definitely stay there again."

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 $53 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. Materia Rooms San Gimignano

3. Sportland

4. Palazzo al Torrione 2

5. Camping Boschetto Di Piemma

6. Riserva di Fizzano Residence

7. Villa San Filippo

8. B&B Palazzo Tortoli

9. Villa Montecastello

10. Borgo Il Poggiaccio

11. Casa di Campagna in Toscana

12. Antica Pieve B&B

13. Borgo San Giusto

14. Casa Vacanze Le Case

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

16. Residence Arianna

17. Donna Nobile

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

19. Borgo Antico Residence

20. Affittacamere Le Ginestre

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

Hotel Sovestro

Find out more about Val d'Elsa

Explore a world of travel with Expedia

Expedia's Latest Trends

Go further with the Expedia app