Val d'Elsa Holiday Rentals from NZ$98: Search Short-Term Rentals

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 rentals

A dining area with tables set for meals, a chandelier, and a view of the outdoors.

1. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

12 Dec - 13 Dec

A narrow street with stone buildings, wooden doors, and a brick pathway.

2. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

includes taxes & fees

24 Nov - 25 Nov

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

3. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

includes taxes & fees

1 Dec - 2 Dec

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

4. Palazzo al Torrione 2

San Gimignano City Centre

Klaus

includes taxes & fees

14 Nov - 15 Nov

A stone building with a pool and outdoor seating, surrounded by greenery and a view of distant mountains.

5. Casa Vacanze Le Case

San Gimignano

Andrew

includes taxes & fees

13 Nov - 14 Nov

A rustic stone building with a garden in front, a clear view of the countryside, and a lamp post.

6. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

16 Nov - 17 Nov

A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

7. Sportland

Colle di Val d'Elsa

Giorgio

includes taxes & fees

1 Dec - 2 Dec

A view from a window overlooking a forested area with a clear sky.

8. Donna Nobile

San Gimignano City Centre

Treena

includes taxes & fees

8 Dec - 9 Dec

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

9. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

includes taxes & fees

16 Nov - 17 Nov

10. Residence Arianna

Sovicille

Violeta

includes taxes & fees

14 Nov - 15 Nov

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

11. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

includes taxes & fees

2 Dec - 3 Dec

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

12. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

25 Nov - 26 Nov

A table with a bottle of wine, two glasses, a potted plant, and a board with food items.

13. DomuS Miniato

San Miniato

Thomas

includes taxes & fees

13 Dec - 14 Dec

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

14. Borgo San Giusto

Empoli

Lucy

includes taxes & fees

15 Nov - 16 Nov

A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

15. Affittacamere a 20 minuti da Firenze

Empoli

Joshua

includes taxes & fees

1 Dec - 2 Dec

A traditional stone building with a tiled roof, surrounded by terraced fields and distant mountains.

16. Nido con vista

Radicondoli

includes taxes & fees

15 Nov - 16 Nov

A neatly made bed with a metal frame, two bedside tables with lamps, a wooden door, and a textured ceiling.

17. Charming San Gimignano Apartment With City Views

San Gimignano City Centre

includes taxes & fees

25 Nov - 26 Nov

18. IL VECCHIO CONVENTO

San Gimignano City Centre

Bodo

includes taxes & fees

13 Dec - 14 Dec

19. Villa LE Cascine

Montaione

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

20. Apartment in Chianti With Pool ID 450

Casole d'Elsa

includes taxes & fees

13 Nov - 14 Nov

View all properties

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

A clear blue pool with a wooden deck edge, surrounded by lush greenery and a large tree.

Colle Alberti Country House

Cerreto Guidi

10/10 Excellent

Julia

A rural property with a swimming pool, a small house, and surrounding greenery.

Tenuta Moriano

Montespertoli

10/10 Excellent

We stayed as a family and enjoyed the properties facilities including pool swings and outdoor games. The Tuscan dinner was enjoyable with amazing views. Property in convenient to local restaurants and provided a great recommendation list. We thoroughly enjoyed our stay and would return. Great value. My only suggestion would be to provide some basics on arrival such as tea, coffee, milk. A hairdryer would also be useful.

Amy

A cozy living room with large windows, a dining area, and a kitchen.

Torraccia di Chiusi

San Gimignano

10/10 Excellent

We had an excellent stay at Torraccia di Chiusi. You'll be staying in an older, refurbed building hundreds of years old, set on a farm. The breakfast was excellent and the opt-in 4 course dinner for $25 with apertivo right before was outstanding. Don't expect to know what you're getting as the team come up with it each day based on what they have to hand. We only had two minor issues with our room which was the air con and fridge. The fridge didn't work, but I'd suggest simply getting rid of...

Jeff

An outdoor seating area with terracotta pots and white chairs, overlooking a vineyard.

I Coppi

San Gimignano

10/10 Excellent

Sandra

A modern bathroom with a glass shower enclosure, a marble-tiled wall, and a round, metallic faucet.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing experience staying here! The villa is stunning you feel like you’re living as royalty. The gardens are beautiful despite the extreme heat of Italy. Don’t miss a sunset in the gardens. We had dinner twice, both nights had lovely food and service. The Buffett breakfast is definitely worth adding to your stay. The shuttle that takes you into town is such a good idea. Even though we had a car we didn’t have to worry about trying to park near the city to explore. Lovely Villa, thank...

Syvahna

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, 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 NZ$98 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.

Explore a world of travel with Expedia

Activities in Val d'Elsa
Standard Link for Activities in Val d'Elsa

Val d'Elsa Holiday 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. Materia Rooms San Gimignano

3. B&B Palazzo Tortoli

4. Palazzo al Torrione 2

5. Casa Vacanze Le Case

6. Casa di Campagna in Toscana

7. Sportland

8. Donna Nobile

9. Affittacamere Le Ginestre

10. Residence Arianna

11. Antica Pieve B&B

12. Villa Montecastello

13. DomuS Miniato

14. Borgo San Giusto

15. Affittacamere a 20 minuti da Firenze

16. Nido con vista

17. Charming San Gimignano Apartment With City Views

18. IL VECCHIO CONVENTO

19. Villa LE Cascine

20. Apartment in Chianti With Pool ID 450

Find holiday rentals that suit your style

Top Val d'Elsa Hotel Reviews

Colle Alberti Country House

10/10 Excellent

Find out more about Val d'Elsa

Val d'Elsa holiday rentals: An excellent choice for every season

How to find incredible deals on Val d'Elsa rentals

Explore a world of travel with Expedia