Val d'Elsa Vacation Rentals from $54: Search Short-Term Rentals

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Our top choices for Val d'Elsa vacation rentals

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

1. Borgo San Giusto

Empoli

Paul

$99 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

2. Palazzo Pacini

Colle di Val d'Elsa

John

$154 nightly

Sep 25 - Sep 26

Total with taxes and fees

A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

$144 nightly

Aug 31 - Sep 1

Total with taxes and fees

A stone courtyard with a bench, potted plants, and a building in the background.

4. Casa di Campagna in Toscana

Sovicille

Sally

$124 nightly

Sep 2 - Sep 3

Total with taxes and fees

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

5. Villa San Filippo

Barberino Tavarnelle

Nadia

$81 nightly

Sep 21 - Sep 22

Total with taxes and fees

6. Residence Arianna

Sovicille

$137 nightly

Sep 16 - Sep 17

Total with taxes and fees

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

7. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveler

$46 nightly

Sep 6 - Sep 7

Total with taxes and fees

A narrow street with stone buildings, a tower, and an archway.

8. Materia Rooms San Gimignano

San Gimignano City Centre

$112 nightly

Sep 1 - Sep 2

Total with taxes and fees

A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

9. Affittacamere a 20 minuti da Firenze

Empoli

Joshua

$70 nightly

Aug 31 - Sep 1

Total with taxes and fees

An open wooden door leading to an outdoor patio with a table and chairs.

10. Palazzo al Torrione 2

San Gimignano City Centre

Angela

$135 nightly

Sep 3 - Sep 4

Total with taxes and fees

A building with a wooden door, windows with shutters, and flower boxes.

11. Donna Nobile

San Gimignano City Centre

Treena

$87 nightly

Aug 31 - Sep 1

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

12. Casa Vacanze Le Case

San Gimignano

Jackie

$124 nightly

Sep 17 - Sep 18

Total with taxes and fees

A reception desk with the word "SPORTLAND" prominently displayed.

13. Sportland

Colle di Val d'Elsa

Giorgio

$45 nightly

Sep 20 - Sep 21

Total with taxes and fees

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

14. Borgo Antico Residence

Certaldo Alto

jane

$92 nightly

Aug 31 - Sep 1

Total with taxes and fees

A stone building with a large tree in front, outdoor seating with tables and chairs, and a view of the surrounding landscape.

15. Borgo al Cerro

Casole d'Elsa

Frida

$217 nightly

Sep 4 - Sep 5

Total with taxes and fees

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

16. Tenuta Sant'Ilario

Gambassi Terme

Sergio

$146 nightly

Sep 6 - Sep 7

Total with taxes and fees

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

17. Borgo Il Poggiaccio

Sovicille

Louie

$201 nightly

Aug 31 - Sep 1

Total with taxes and fees

An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

18. Antica Pieve B&B

Barberino Tavarnelle

Jessica

$147 nightly

Sep 28 - Sep 29

Total with taxes and fees

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

19. Riserva di Fizzano Residence

Castellina in Chianti

Janet

$197 nightly

Sep 8 - Sep 9

Total with taxes and fees

An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

20. DomuS Miniato

San Miniato

Celesta

$98 nightly

Sep 20 - Sep 21

Total with taxes and fees

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Top Val d'Elsa Hotel Reviews

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."

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 $54 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.

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Check prices for these dates

Our top choices for Val d'Elsa vacation rentals

1. Borgo San Giusto

2. Palazzo Pacini

3. B&B Palazzo Tortoli

4. Casa di Campagna in Toscana

5. Villa San Filippo

6. Residence Arianna

7. Camping Boschetto Di Piemma

8. Materia Rooms San Gimignano

9. Affittacamere a 20 minuti da Firenze

10. Palazzo al Torrione 2

11. Donna Nobile

12. Casa Vacanze Le Case

13. Sportland

14. Borgo Antico Residence

15. Borgo al Cerro

16. Tenuta Sant'Ilario

17. Borgo Il Poggiaccio

18. Antica Pieve B&B

19. Riserva di Fizzano Residence

20. DomuS Miniato

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

LHP Certaldo Resort

Find out more about Val d'Elsa

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