Val d'Elsa Holiday Houses

A historic square with stone buildings, a prominent tower, and outdoor seating areas.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Val d'Elsa holiday homes

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

1. Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

25 Sept - 26 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

2. House with pool for 4 pax

Pievescola

Oliver E.

includes taxes & fees

1 Oct - 2 Oct

A bedroom with a bed, a window with a view, a red dresser, a chair, and a radiator.

3. A Nest with a View - A Romantic Retreat Within the City Walls

Radicondoli

includes taxes & fees

20 Oct - 21 Oct

A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

4. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

San Gimignano City Centre

includes taxes & fees

27 Sept - 28 Sept

A table set outdoors with fruits, a pitcher of red drink, and a vase of flowers.

5. Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning

Colle di Val d'Elsa

Anonymous traveller

A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

6. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

San Gimignano City Centre

includes taxes & fees

27 Sept - 28 Sept

A stone building with a blue door, a wicker basket, and a clear vase with pink flowers.

7. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Colle Val d'Elsa

Rupert H.

includes taxes & fees

30 Sept - 1 Oct

A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

8. Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Certaldo

Anonymous traveller

includes taxes & fees

28 Sept - 29 Sept

A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

9. Your nest in the Tuscany countryside

Certaldo - Firenze

includes taxes & fees

15 Oct - 16 Oct

An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

10. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"

Susan A.

includes taxes & fees

14 Oct - 15 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

11. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

includes taxes & fees

27 Sept - 28 Sept

A balcony with a table and chairs overlooking a vineyard.

12. "Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning

San Gimignano

Bruno G.

includes taxes & fees

1 Oct - 2 Oct

An aerial view of a property with a swimming pool, a large house, and surrounding gardens.

13. 'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi

San Gimignano

includes taxes & fees

24 Oct - 25 Oct

A pool with a view of a hilly landscape.

14. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

San Gimignano

includes taxes & fees

27 Sept - 28 Sept

A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

15. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Casole d'Elsa

"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...

Anonymous traveller

includes taxes & fees

12 Oct - 13 Oct

A stone building with a central archway, multiple windows, and a paved courtyard with potted plants.

16. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

San Gimignano

"The apartment, although a little rustic, suited most of our needs and the location was beautiful. Our host was very a helpful when we discovered there was no freezer to make ice cubes or freeze our ice pack overnight and she provided ice for us daily as well as freezing the ice pack each night. A wonderful host! A lovely relaxing place to wind down after a busy day touring Tuscany. I recommend this apartment."

Jacquie B.

includes taxes & fees

28 Sept - 29 Sept

A rustic villa with a garden, a pond, and a mountainous backdrop.

17. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

An outdoor patio with a table, chairs, a grill, and a large umbrella.

18. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Tavarnelle Val di Pesa

Ramona S.

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with a hot tub, outdoor seating, and a view of a hillside house.

19. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

San Gimignano

Valerie S.

includes taxes & fees

1 Oct - 2 Oct

A stone building with a hot tub, surrounded by greenery.

20. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

San Gimignano

Dale M.

includes taxes & fees

4 Oct - 5 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

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"

Relais Della Rovere

10/10 Excellent

"We loved this hotel. We were in the area for a sporting event and it was the perfect location for us. The hotel was gorgeous, authentic and welcoming. The breakfast buffet was really good with an amazing selection of cakes, pastries, fruit, cold meats and hot items. The staff were lovely and very helpful and the whole place just had a nice feel to it. Lighting in a bathroom is really important to me and the room we had was perfect. I wish we could have stayed there longer but they were fully booked. Due to that we moved to their sister hotel the Palazzo San Lorenzo for our last 3 nights and unfortunately it just didn’t have the same feel to it. The pool area at the Relais Della Rovere is lovely and very relaxing. It’s great they have a pool bar also. The demographic is very mixed, whereas the Palazzo San Lorenzo is more of an older coach trip crowd. I would definitely stay at the Relais Della Rovere again and recommend it as a good base to explore the surrounding areas and to chill and relax in between."

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!"

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

Val d'Elsa Holiday Homes information

Number of reviews	40
Accommodation	378 Holiday Homes
Lowest Price	NZ$249
Highest Price	NZ$1,673

Explore a world of travel with Expedia

Activities in Val d'Elsa

Book Holiday Homes in Val d'Elsa on Expedia.it

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa holiday homes

1. Casa Vacanze Le Case

2. House with pool for 4 pax

3. A Nest with a View - A Romantic Retreat Within the City Walls

4. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

5. Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning

6. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

7. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

8. Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

9. Your nest in the Tuscany countryside

10. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

11. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

12. "Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning

13. 'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi

14. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

15. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

16. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

17. Ebbio – Villa and Organic Farm in Monteriggioni

18. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

19. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

20. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

Relais Santa Chiara Hotel by Double Hospitality

Relais Della Rovere

Hotel Palazzo San Lorenzo & SPA

Hotel Da Vinci

Mormoraia

Villa Petriolo

Poderi Arcangelo

La Cisterna

LHP Certaldo Resort

Find out more about Val d'Elsa

Val d'Elsa Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Val d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa holiday homes

1. Casa Vacanze Le Case

2. House with pool for 4 pax

3. A Nest with a View - A Romantic Retreat Within the City Walls

4. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

5. Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning

6. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

7. Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

8. Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

9. Your nest in the Tuscany countryside

10. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

11. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

12. "Volpe" Apartment with Pool Reserved for Guests, Wi-Fi, and Air Conditioning

13. 'La Ripa - Apartment Il Fienile' with Shared Pool & Wi-Fi

14. Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

15. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

16. Farmhouse 'Le Volpaie - San Benedetto' with Shared Garden and Wi-Fi

17. Ebbio – Villa and Organic Farm in Monteriggioni

18. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

19. Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

20. Farmhouse "Le Volpaie - Appartamento Maria" with Private Garden, Whirlpool & Wi-Fi

Find holiday 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

Val d'Elsa Holiday Homes information

Explore a world of travel with Expedia