Holiday Rentals Val d'Elsa from £43: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Val d'Elsa holiday rentals

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

1. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

7 Nov - 8 Nov

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

2. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

includes taxes & fees

5 Nov - 6 Nov

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

3. Riserva di Fizzano Residence

Castellina in Chianti

Janet

includes taxes & fees

8 Oct - 9 Oct

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

includes taxes & fees

19 Oct - 20 Oct

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

5. Villa San Filippo

Barberino Val d'Elsa

Nadia

includes taxes & fees

26 Oct - 27 Oct

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

6. Palazzo al Torrione 2

San Gimignano City Centre

Angela

includes taxes & fees

7 Nov - 8 Nov

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

7. Casa Vacanze Le Case

San Gimignano

Andrew

includes taxes & fees

2 Nov - 3 Nov

8. Residence Arianna

Sovicille

Violeta

includes taxes & fees

10 Oct - 11 Oct

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

9. Tenuta Sant'Ilario

Gambassi Terme

Sergio

includes taxes & fees

2 Nov - 3 Nov

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

10. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

30 Oct - 31 Oct

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

11. Donna Nobile

San Gimignano City Centre

Treena

includes taxes & fees

2 Nov - 3 Nov

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

12. Borgo Il Poggiaccio

Sovicille

Louie

includes taxes & fees

14 Oct - 15 Oct

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

13. Sportland

Colle di Val d'Elsa

Giorgio

includes taxes & fees

11 Oct - 12 Oct

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

14. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

includes taxes & fees

19 Oct - 20 Oct

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

15. Antico Borgo Poggiarello

Monteriggioni

James Bakley

includes taxes & fees

20 Oct - 21 Oct

16. La Rocca Romantica

San Gimignano City Centre

Sinava

includes taxes & fees

9 Oct - 10 Oct

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

17. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

includes taxes & fees

27 Oct - 28 Oct

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

18. Camping Boschetto Di Piemma

San Gimignano

Anonymous traveller

includes taxes & fees

13 Oct - 14 Oct

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

19. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

16 Oct - 17 Oct

A stone building with a tiled roof, a brick pathway, and a small grassy area.

20. Le Mascie Country House

Casole d'Elsa

Misti

includes taxes & fees

12 Oct - 13 Oct

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Top Val d'Elsa Hotel Reviews

LHP Certaldo Resort

10/10 Excellent

"The small town of Certaldo is really nice. We stayed at LHP Certaldo and did day trips to the more popular destinations like Florence. Worked out wonderfully. The walk to the town square and Funiculare to the medieval town is a short 10 minutes."

Hotel Sovestro

10/10 Excellent

"We were looking for a Tuscan experience and this hotel more than met our expectations. They had an excellent restaurant on site for breakfast and dinner. The pool was large and nice to use after a day of visiting. Hotel is close to San Gimignano which is a must see town, We used the hotel shuttle to get to the town since it was an uphill walk and walked back. The sights were quite spectacular. We had a wine tasting of their vineyards wines which was also very nice. Can not say enough about how much we enjoyed our stay."

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"I wanna thank the amazing staff, they were all super nice and attentive , the Hotel is AMAZING, it makes you feel like you are home, the view is just out of this world. I would without a doubt stay there every time visiting San Geminiano. PS: Parking was easy and Breakfast was 5 stars.."

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"

Find out more about Val d'Elsa

Everything you need to know about Val d'Elsa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Val d'Elsa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Val d'Elsa holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Val d'Elsa holiday rentals we have selected for you start as low as £43 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 holiday 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 holiday.

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 holiday rentals

1. Palazzo Pacini

2. Materia Rooms San Gimignano

3. Riserva di Fizzano Residence

4. B&B Palazzo Tortoli

5. Villa San Filippo

6. Palazzo al Torrione 2

7. Casa Vacanze Le Case

8. Residence Arianna

9. Tenuta Sant'Ilario

10. Casa di Campagna in Toscana

11. Donna Nobile

12. Borgo Il Poggiaccio

13. Sportland

14. Affittacamere Le Ginestre

15. Antico Borgo Poggiarello

16. La Rocca Romantica

17. Antica Pieve B&B

18. Camping Boschetto Di Piemma

19. Villa Montecastello

20. Le Mascie Country House

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

LHP Certaldo Resort

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