Val d'Elsa Holiday Rentals - Holiday Homes in Val d'Elsa

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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

RM612 total

includes taxes & fees

31 Oct - 1 Nov

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

2. Riserva di Fizzano Residence

Castellina in Chianti

Janet

RM858 total

includes taxes & fees

8 Oct - 9 Oct

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

3. Villa San Filippo

Barberino Val d'Elsa

Nadia

RM452 total

includes taxes & fees

25 Oct - 26 Oct

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

4. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

RM576 total

includes taxes & fees

11 Oct - 12 Oct

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

5. Palazzo al Torrione 2

San Gimignano City Centre

Angela

RM616 total

includes taxes & fees

2 Oct - 3 Oct

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

6. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

RM642 total

includes taxes & fees

18 Oct - 19 Oct

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

7. Tenuta Sant'Ilario

Gambassi Terme

Sergio

RM493 total

includes taxes & fees

1 Nov - 2 Nov

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

8. Borgo Il Poggiaccio

Sovicille

Louie

RM852 total

includes taxes & fees

20 Oct - 21 Oct

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

9. Casa di Campagna in Toscana

Sovicille

Sally

RM458 total

includes taxes & fees

30 Oct - 31 Oct

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

10. Sportland

Colle di Val d'Elsa

Giorgio

RM212 total

includes taxes & fees

11 Oct - 12 Oct

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

11. Donna Nobile

San Gimignano City Centre

Treena

RM356 total

includes taxes & fees

1 Nov - 2 Nov

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

12. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

RM689 total

includes taxes & fees

14 Oct - 15 Oct

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

13. Casa Vacanze Le Case

San Gimignano

Jackie

RM595 total

includes taxes & fees

4 Oct - 5 Oct

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

14. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

RM502 total

includes taxes & fees

18 Oct - 19 Oct

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

15. Antico Borgo Poggiarello

Monteriggioni

James Bakley

RM784 total

includes taxes & fees

15 Oct - 16 Oct

16. Residence Arianna

Sovicille

Violeta

RM617 total

includes taxes & fees

23 Oct - 24 Oct

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

17. Borgo San Giusto

Empoli

Lucy

RM463 total

includes taxes & fees

1 Nov - 2 Nov

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

RM255 total

includes taxes & fees

5 Oct - 6 Oct

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Top Val d'Elsa Hotel Reviews

Poderi Arcangelo

10/10 Excellent

"Beautiful property, nice and helping staff. We enjoy our stay ."

Hotel Leon Bianco

10/10 Excellent

"Muy lindo hotel, bien mantenido, con excelente ubicación en la plaza principal de San Giminiano. Dejamos el auto estacionado en un parking a unos 400 metros e ingresamos caminando, ya que es zona de tráfico limitado. Desayuno muy rico y casero. Soy celíaca y me ofrecieron variedad de panes y budines sin gluten."

Villa Sabolini

8/10 Good

"Beautiful 14th century villa in the Tuscan hills with very pretty pool and restaurant areas, and very helpful and friendly staff. The food was hearty and enjoyable, but not the highest standard, even compared to restaurants in the area. It's in a great location for exploring Florence, Chianti region and Siena. The room we used (superior garden view) was good, very interesting features due to the age of the property, with a stunning view. However, it was not very cosy for spending time in and the A/C struggled as well. Overall we were very happy with our choice and had a great stay!"

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."

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Province of Siena Holiday Rentals

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Check prices for these dates

Our top choices for Val d'Elsa holiday rentals

1. Palazzo Pacini

2. Riserva di Fizzano Residence

3. Villa San Filippo

4. Materia Rooms San Gimignano

5. Palazzo al Torrione 2

6. B&B Palazzo Tortoli

7. Tenuta Sant'Ilario

8. Borgo Il Poggiaccio

9. Casa di Campagna in Toscana

10. Sportland

11. Donna Nobile

12. Antica Pieve B&B

13. Casa Vacanze Le Case

14. Affittacamere Le Ginestre

15. Antico Borgo Poggiarello

16. Residence Arianna

17. Borgo San Giusto

18. Camping Boschetto Di Piemma

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

Poderi Arcangelo

Hotel Leon Bianco

LHP Certaldo Resort

Relais Santa Chiara Hotel by Double Hospitality

Hotel Toscana Ambassador

Villa Sabolini

Hotel Palazzo San Lorenzo & SPA

Hotel Da Vinci

Residenza d'Epoca Palazzo Buonaccorsi

Find out more about Val d'Elsa

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Val d'Elsa Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa holiday rentals

1. Palazzo Pacini

2. Riserva di Fizzano Residence

3. Villa San Filippo

4. Materia Rooms San Gimignano

5. Palazzo al Torrione 2

6. B&B Palazzo Tortoli

7. Tenuta Sant'Ilario

8. Borgo Il Poggiaccio

9. Casa di Campagna in Toscana

10. Sportland

11. Donna Nobile

12. Antica Pieve B&B

13. Casa Vacanze Le Case

14. Affittacamere Le Ginestre

15. Antico Borgo Poggiarello

16. Residence Arianna

17. Borgo San Giusto

18. Camping Boschetto Di Piemma

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

Poderi Arcangelo

Find out more about Val d'Elsa

Explore a world of travel with Expedia

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