Val d'Elsa Vacation Homes from AED 218

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

Andrew

AED 377 total

includes taxes & fees

2 Nov - 3 Nov

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

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

San Gimignano City Centre

AED 890 total

includes taxes & fees

9 Nov - 10 Nov

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

3. House with pool for 4 pax

Pievescola

Oliver E.

AED 1,135 total

includes taxes & fees

10 Oct - 11 Oct

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

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

Tavarnelle Val di Pesa

Ramona S.

AED 1,184 total

includes taxes & fees

10 Oct - 11 Oct

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

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

Radicondoli

AED 584 total

includes taxes & fees

1 Nov - 2 Nov

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

6. Your nest in the Tuscany countryside

Certaldo - Firenze

AED 943 total

includes taxes & fees

11 Oct - 12 Oct

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

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

Montespertoli

AED 1,149 total

includes taxes & fees

10 Oct - 11 Oct

A stone building with a tiled roof, surrounded by lush greenery and a wooden pergola.

8. Apartment in Chianti With Pool ID 450

Casole d'Elsa

AED 1,826 total

includes taxes & fees

22 Oct - 23 Oct

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

9. 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.

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

10. Holiday home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden and Wi-Fi

San Gimignano

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

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

San Gimignano City Centre

AED 844 total

includes taxes & fees

7 Nov - 8 Nov

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.

AED 5,540 total

includes taxes & fees

9 Nov - 10 Nov

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

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

San Gimignano

AED 1,206 total

includes taxes & fees

11 Oct - 12 Oct

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

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

Certaldo

Anonymous traveler

AED 906 total

includes taxes & fees

1 Nov - 2 Nov

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 traveler

AED 1,956 total

includes taxes & fees

12 Oct - 13 Oct

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

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

San Gimignano

Valerie S.

AED 2,290 total

includes taxes & fees

11 Oct - 12 Oct

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

17. 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.

AED 1,106 total

includes taxes & fees

12 Oct - 13 Oct

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

18. Apartment in Chianti With Pool ID 452

Casole d'Elsa

AED 1,826 total

includes taxes & fees

22 Oct - 23 Oct

A dining area with a table set for two, a view of a vineyard, and a wooden table with a small decorative item.

19. Villa Latini Agriturismo La Capanna

Montespertoli

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.

AED 2,582 total

includes taxes & fees

26 Oct - 27 Oct

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Top Val d'Elsa Hotel Reviews

Hotel Sovestro

10/10 Excellent

"Location was great. Loved the breakfast it was amazing. The restaurant was fabulous. Would go back if ever in the area.The staff were awesome."

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

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 Le Colline

10/10 Excellent

"Our stay was very pleasant. The staff was fantastic. Awesome breakfast. Room was spacious and clean. Easy access to city center. The only “down” side was that the AC wasn’t very effective but we expected that with older accommodations and extreme August heat. I would definitely stay there again."

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Abbadia a Isola Vacations

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Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa vacation homes

1. Casa Vacanze Le Case

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

3. House with pool for 4 pax

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

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

6. Your nest in the Tuscany countryside

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

8. Apartment in Chianti With Pool ID 450

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

10. Holiday home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden and Wi-Fi

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

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

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

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

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

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

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

18. Apartment in Chianti With Pool ID 452

19. Villa Latini Agriturismo La Capanna

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

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

Hotel Sovestro

Hotel Leon Bianco

La Cisterna

Tenuta Decimo

Mormoraia

Relais Santa Chiara Hotel by Double Hospitality

Hotel Toscana Ambassador

Poderi Arcangelo

Hotel Le Colline

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

3. House with pool for 4 pax

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

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

6. Your nest in the Tuscany countryside

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

8. Apartment in Chianti With Pool ID 450

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

10. Holiday home 'La Ripa - Appartamento I Nidi' with Shared Pool, Garden and Wi-Fi

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

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

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

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

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

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

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

18. Apartment in Chianti With Pool ID 452

19. Villa Latini Agriturismo La Capanna

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

Find vacation rentals that suit your style

Top Val d'Elsa Hotel Reviews

Hotel Sovestro

Explore a world of travel with Expedia