Val d'Elsa Vacation Homes from ￥22,541

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

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Our top choices for Val d'Elsa vacation homes

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

1. Casa Vacanze Le Case

San Gimignano

Jackie

￥22,541 total

includes taxes & fees

Oct 4 - Oct 5

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.

￥47,028 total

includes taxes & fees

Oct 2 - Oct 3

A bedroom with a bed, a bedside table with a book, a nightstand, and three framed pictures on the wall.

3. Cozy double room with bathroom in the historic center of San Gimignano.

San Gimignano City Centre

￥26,515 total

includes taxes & fees

Sep 27 - Sep 28

A balcony with potted plants and a view of rolling hills and mountains.

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

Radicondoli

￥30,456 total

includes taxes & fees

Oct 9 - Oct 10

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

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

Colle Val d'Elsa

Rupert H.

￥73,494 total

includes taxes & fees

Sep 30 - Oct 1

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

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

San Gimignano City Centre

￥36,847 total

includes taxes & fees

Sep 28 - Sep 29

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

7. Your nest in the Tuscany countryside

Certaldo - Firenze

￥40,821 total

includes taxes & fees

Oct 11 - Oct 12

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

8. 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.

￥74,597 total

includes taxes & fees

Oct 19 - Oct 20

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

9. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

Certaldo

Anonymous traveler

￥39,400 total

includes taxes & fees

Sep 28 - Sep 29

A pool with a view of a hilly landscape.

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

San Gimignano

￥52,923 total

includes taxes & fees

Sep 27 - Sep 28

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

11. 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.

￥48,089 total

includes taxes & fees

Sep 29 - Sep 30

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

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

Montespertoli

￥26,156 total

includes taxes & fees

Sep 29 - Sep 30

A stone staircase leading to a covered outdoor seating area with a white umbrella, surrounded by lush greenery and trees.

13. Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

San Gimignano

￥77,303 total

includes taxes & fees

Sep 27 - Sep 28

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

14. 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 traveler

￥92,902 total

includes taxes & fees

Oct 27 - Oct 28

A balcony with a table and chairs overlooking a vineyard.

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

San Gimignano

Bruno G.

￥95,848 total

includes taxes & fees

Oct 4 - Oct 5

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

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

Tavarnelle Val di Pesa

Ramona S.

￥54,132 total

includes taxes & fees

Oct 17 - Oct 18

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

17. Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

￥1,505,796 total

includes taxes & fees

Oct 9 - Oct 10

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

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

San Gimignano

Valerie S.

￥99,610 total

includes taxes & fees

Oct 5 - Oct 6

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

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

San Gimignano

Dale M.

￥71,094 total

includes taxes & fees

Oct 4 - Oct 5

A hallway with wooden doors, a patterned rug, and a small statue.

20. Peaceful House in the Heart of Tuscany, Near Florence and Siena

Vinci

Anonymous traveler

￥23,177 total

includes taxes & fees

Sep 27 - Sep 28

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Top Val d'Elsa Hotel Reviews

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."

Find out more about Val d'Elsa

Val d'Elsa Vacation Homes information

Number of reviews	40
Accommodation	428 Vacation Homes
Lowest Price	￥22,541
Highest Price	￥1,505,796

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San Gimignano Vacations

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa vacation homes

1. Casa Vacanze Le Case

2. House with pool for 4 pax

3. Cozy double room with bathroom in the historic center of San Gimignano.

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

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

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

7. Your nest in the Tuscany countryside

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

9. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

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

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

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

13. Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

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

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

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

17. Ebbio – Villa and Organic Farm in Monteriggioni

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

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

20. Peaceful House in the Heart of Tuscany, Near Florence and Siena

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

Villa Sabolini

La Cisterna

Relais Santa Chiara Hotel by Double Hospitality

Hotel Palazzo San Lorenzo & SPA

Hotel Da Vinci

Residenza d'Epoca Palazzo Buonaccorsi

Mormoraia

Villa Petriolo

Poderi Arcangelo

Find out more about Val d'Elsa

Val d'Elsa Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Val d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa vacation homes

1. Casa Vacanze Le Case

2. House with pool for 4 pax

3. Cozy double room with bathroom in the historic center of San Gimignano.

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

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

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

7. Your nest in the Tuscany countryside

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

9. Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi

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

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

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

13. Holiday Home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden & Wi-Fi

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

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

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

17. Ebbio – Villa and Organic Farm in Monteriggioni

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

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

20. Peaceful House in the Heart of Tuscany, Near Florence and Siena

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

Villa Sabolini

Find out more about Val d'Elsa

Val d'Elsa Vacation Homes information

Explore a world of travel with Expedia