Val d'Elsa Vacation Rentals from CA $80: Short-Term Rentals for 2026

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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

Lucy

CA $178 total

includes taxes & fees

Oct 4 - Oct 5

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

2. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveller

CA $80 total

includes taxes & fees

Sep 29 - Sep 30

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

3. Palazzo Pacini

Colle di Val d'Elsa

John

CA $198 total

includes taxes & fees

Oct 26 - Oct 27

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

4. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

CA $196 total

includes taxes & fees

Oct 21 - Oct 22

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

5. Casa di Campagna in Toscana

Sovicille

Sally

CA $191 total

includes taxes & fees

Oct 18 - Oct 19

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

6. Affittacamere a 20 minuti da Firenze

Empoli

Joshua

CA $97 total

includes taxes & fees

Sep 30 - Oct 1

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

7. Villa San Filippo

Barberino Val d'Elsa

Nadia

CA $147 total

includes taxes & fees

Oct 26 - Oct 27

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

8. Casa Vacanze Le Case

San Gimignano

Jackie

CA $207 total

includes taxes & fees

Oct 4 - Oct 5

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

9. Palazzo al Torrione 2

San Gimignano City Centre

Angela

CA $214 total

includes taxes & fees

Oct 2 - Oct 3

10. Residence Arianna

Sovicille

Violeta

CA $208 total

includes taxes & fees

Sep 27 - Sep 28

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

11. DomuS Miniato

San Miniato

Celesta

CA $155 total

includes taxes & fees

Oct 11 - Oct 12

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

12. Tenuta Sant'Ilario

Gambassi Terme

Sergio

CA $169 total

includes taxes & fees

Oct 26 - Oct 27

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

13. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

CA $231 total

includes taxes & fees

Oct 23 - Oct 24

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

14. Borgo Antico Residence

Certaldo Alto

jane

CA $146 total

includes taxes & fees

Oct 11 - Oct 12

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

15. Riserva di Fizzano Residence

Castellina in Chianti

Janet

CA $315 total

includes taxes & fees

Sep 29 - Sep 30

A stone building with outdoor seating and a view of the countryside.

16. Antico Borgo Poggiarello

Monteriggioni

James Bakley

CA $272 total

includes taxes & fees

Oct 12 - Oct 13

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

17. Sportland

Colle di Val d'Elsa

Giorgio

CA $72 total

includes taxes & fees

Oct 13 - Oct 14

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

18. Borgo Il Poggiaccio

Sovicille

Louie

CA $257 total

includes taxes & fees

Sep 29 - Sep 30

A patio with wicker furniture and potted plants, overlooking a scenic landscape.

19. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

CA $171 total

includes taxes & fees

Oct 18 - Oct 19

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

20. Donna Nobile

San Gimignano City Centre

Treena

CA $141 total

includes taxes & fees

Oct 4 - Oct 5

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Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"Was great, the people friendly and easy acces to Saint Gemiririano, parking perfect, good breakfast"

Hotel Palazzo San Lorenzo & SPA

8/10 Good

"I can’t fault the hotel in general, but honestly, it felt a bit soulless. We stayed at the sister hotel Relais Della Rovere earlier in the week and loved it. It felt warm, authentic and welcoming. The bar was by reception and constantly had people in it and all areas of the hotel were charming, whereas the Palazzo San Lorenzo, while impressive looking, lacked character inside despite being an old palace and in an area of architectural beauty/interest. As you are up the top of the old town, although there are some nice restaurants, they all keep strange opening hours/ days and on a Monday there is nowhere in walking distance to get lunch and limited options for dinner on a Sunday. That would have been fine if the hotel had food options, but they only do breakfast (which is very nice ) and then dinner for two hours in the evening. We were expecting Caffe San Lorenzo to do food, but we never saw it open and apparently they don’t do food despite it stating they do on the website. Maybe it’s off season for them, but the website doesn’t give opening times or say what days the restaurant/ caffe Lorenzo are closed. You get two small bottles of water in the fridge in the room daily, but there is nowhere to get any other bottled drinks throughout the day or around the pool unless you drive down to the main town to a supermarket. Whilst a decent hotel, we wanted somewhere to relax and not have to venture far to eat and drink after a busy week previously, this didn’t tick that box for us"

Hotel Da Vinci

8/10 Good

"Compared with hotels in Asia, the amenities here are relatively basic, as slippers, toothbrushes, and toothpaste are not provided. My only other observation is that the bathroom is not completely sealed off from the room, unlike what you typically find in hotels in Asia. As a result, sounds from the bathroom can be heard quite clearly in the room, which can be slightly uncomfortable. Also the position where the shower head located is not ideal. I wet the whole floor on my first shower!"

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent

"It was a unique experience staying in an old medieval building with a beautiful view of the towers of San Gimignano. The bathroom was a little small, but the room itself was quite spacious. I do wish the bedding had been a little cleaner. The host welcomed us warmly, and the town was absolutely beautiful. It is definitely a place I would love to visit again."

La Cisterna

8/10 Good

"Hotel and room are good for one or two nice day. Balcony room had a nice view.. My only negative and caution is regarding the on-site restaurant. Although, in it by itself, it could be considered a decent restaurant, but considering all the really excellent restaurants around it’s quite subpar for this town. With a group of 11 persons that have been traveling in Italy for a week the l general consensus was that the restaurant was OK, but nothing memorable or exceptional. And that situations could be normally fine, but the problem is that eating the Cisterna restaurant results in missing out on an excellent meal at one of a dozen restaurants within five minute walk. In summary, a stay at the hotel is nice but I would avoid the restaurant unless you just need to fill your stomach quickly"

LHP Certaldo Resort

10/10 Excellent

"For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San Gimignano, Siena, Cirque Terre without having to worry about driving. Check Train time tables to make the most of your time. The resort is an excellent property with all amenities and even a swimming pool ! They have included breakfast that is so nice with so many varieties to enjoy with plenty of choices for vegetarians. The staff is superb, lady at the front desk is so courteous and helpful in case if you have questions. Other staffs are equally nice and servers you with smile."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Val d'Elsa vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Val d'Elsa vacation rentals we have selected for you start as low as CA $80 per night. Entering your travel dates in the search wizard 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. Camping Boschetto Di Piemma

3. Palazzo Pacini

4. B&B Palazzo Tortoli

5. Casa di Campagna in Toscana

6. Affittacamere a 20 minuti da Firenze

7. Villa San Filippo

8. Casa Vacanze Le Case

9. Palazzo al Torrione 2

10. Residence Arianna

11. DomuS Miniato

12. Tenuta Sant'Ilario

13. Antica Pieve B&B

14. Borgo Antico Residence

15. Riserva di Fizzano Residence

16. Antico Borgo Poggiarello

17. Sportland

18. Borgo Il Poggiaccio

19. Affittacamere Le Ginestre

20. Donna Nobile

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

Find out more about Val d'Elsa

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