Val d'Elsa holiday homes

We found 6,565 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Val d'Elsa

Showing deals for:11 Dec - 18 Dec

Living area
Pool
Living area
Outdoor dining
Exceptional
(6 reviews)

Private villa in the heart of chianti with view of siena

Castellina in Chianti

8% off
NZ$14,277
for 7 nights, 1 villa
NZ$2,040 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Banquet hall
Outdoor dining
vista verso il viale d'arrivo
Pool
Exceptional
(56 reviews)

Delightful villa in the heart of Tuscany

Radicondoli

14% off
NZ$17,998
for 7 nights, 1 villa
NZ$2,571 per night
includes taxes & fees
Delightful villa in the heart of Tuscany
Exterior
Swimming pool with salty water at Villa Colombai
Jacuzzi inside Villa Colombai
Living Room
Exceptional
(15 reviews)

Villa with concierge services, private and heated pool and gourmet activities

Castelfranco di Sotto

9% off
NZ$12,410
for 7 nights, 1 villa
NZ$1,773 per night
includes taxes & fees
Villa with concierge services, private and heated pool and gourmet activities
Outdoor dining
Interior
Living area
Interior
Exceptional
(43 reviews)

VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.

Certaldo

8% off
NZ$14,041
for 7 nights, 1 villa
NZ$2,006 per night
includes taxes & fees
VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.
Dining
Interior
Exterior detail
Room
Exceptional
(64 reviews)

Locanda del podestà: 17th century mansion in Chianti

Montespertoli

8% off
NZ$2,795
for 7 nights, 1 villa
NZ$399 per night
includes taxes & fees
Locanda del podestà: 17th century mansion in Chianti
Private kitchen
Interior
Interior
Interior
Exceptional
(31 reviews)

Florence Design Apartment

Florence

9% off
NZ$1,758
for 7 nights, 1 apartment
NZ$251 per night
includes taxes & fees
Florence Design Apartment
Room
Outdoor dining
Exterior
Living area
Exceptional
(27 reviews)

2 bedroom bungalow, private terrace, great views, wifi, shared pool, near Vinci

Vinci

8% off
NZ$1,826
for 7 nights, 1 home
NZ$261 per night
includes taxes & fees
2 bedroom bungalow, private terrace, great views, wifi, shared pool, near Vinci
Outdoor dining
Pool
Living area
Property grounds
Exceptional
(21 reviews)

Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm

Siena

6% off
NZ$2,402
for 7 nights, 1 home
NZ$343 per night
includes taxes & fees
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Kitchen
Overview
Garden, Park
Bedroom
Exceptional
(19 reviews)

A Romantic Villa in the Heart of Tuscany

Radicondoli

9% off
NZ$2,912
for 7 nights, 1 home
NZ$416 per night
includes taxes & fees
A Romantic Villa in the Heart of Tuscany
Room
Dining
Interior
Living room
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
NZ$10,477
for 7 nights, 1 apartment
NZ$1,497 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Terrace/patio
Interior
Room
Interior
Exceptional
(6 reviews)

House of Arts apartments ♥

Montelupo Fiorentino

8% off
NZ$1,363
for 7 nights, 1 apartment
NZ$195 per night
includes taxes & fees
House of Arts apartments ♥
Outdoor banquet area
Outdoor dining
Dining
Pool
Exceptional
(113 reviews)

Exclusive Estate | Personal Concierge & Heated Pool

Impruneta

9% off
NZ$17,481
for 7 nights, 1 villa
NZ$2,497 per night
includes taxes & fees
Exclusive Estate | Personal Concierge & Heated Pool
The kitchen — a working fireplace, marble island & meals to linger.
Tuscany at dusk — a sky on fire and a table waiting for you.
Exterior detail
Living area
Exceptional
(16 reviews)

Wake Up to Breathtaking Tuscan Views — Spacious Village Duplex

Radicondoli

7% off
NZ$3,267
for 7 nights, 1 apartment
NZ$467 per night
includes taxes & fees
Wake Up to Breathtaking Tuscan Views — Spacious Village Duplex
Outdoor dining
Pool
Interior
Exterior
Exceptional
(53 reviews)

Historic house with garden in front of the Grotta Giusti Thermal pool near Lucca

Monsummano Terme

9% off
NZ$2,203
for 7 nights, 1 apartment
NZ$315 per night
includes taxes & fees
Historic house with garden in front of the Grotta Giusti Thermal pool near Lucca
Private kitchen
Property grounds
Living area
Private kitchen
Exceptional
(16 reviews)

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

Siena

9% off
NZ$11,305
for 7 nights, 1 home
NZ$1,615 per night
includes taxes & fees
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Interior
Terrace/patio
Living area
Living area
Exceptional
(5 reviews)

Le Piccole Scalette"Under the Tuscan Sun"

Scandicci

9% off
NZ$3,428
for 7 nights, 1 apartment
NZ$490 per night
includes taxes & fees
Le Piccole Scalette"Under the Tuscan Sun"
Interior
Property grounds
Pool
Living area
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
NZ$1,125
for 7 nights, 1 home
NZ$161 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Pool
Interior
Property grounds
Dining
Exceptional
(8 reviews)

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

Peccioli

7% off
NZ$7,851
for 7 nights, 1 villa
NZ$1,122 per night
includes taxes & fees
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Kitchen
Terrace / Balcony
Dining
Interior
Exceptional
(44 reviews)

country holiday home - Radicondoli

Radicondoli

9% off
NZ$1,434
for 7 nights, 1 home
NZ$205 per night
includes taxes & fees
country holiday home - Radicondoli
Property grounds
Living area
Dining
Outdoor dining
Exceptional
(116 reviews)

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Siena

14% off
NZ$9,273
for 7 nights, 1 villa
NZ$1,325 per night
includes taxes & fees
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Property grounds
Property grounds
Interior
Interior
Exceptional
(45 reviews)

Old cottage in the heart of Tuscany, quiet, near Lucca, Florence, Pisa, Siena

Altopascio

9% off
NZ$1,977
for 7 nights, 1 cottage
NZ$282 per night
includes taxes & fees
Old cottage in the heart of Tuscany, quiet, near Lucca, Florence, Pisa, Siena
Bathroom
Room
Room
Dining
Exceptional
(13 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
NZ$2,077
for 7 nights, 1 apartment
NZ$297 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Dining
Outdoor dining
Interior
Room
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
NZ$1,869
for 7 nights, 1 apartment
NZ$267 per night
includes taxes & fees
Period residence located in the heart of Siena
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the rustic city of Val d'Elsa

The area's wineries and history are just some of the reasons to come on holiday to Val d'Elsa. This city is relaxing and romantic, recognised for its sightseeing, cafes and local tours. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Val d'Elsa

Do you want to discover attractions to visit in the city? Venture out of your holiday home and experience everything that makes Val d'Elsa a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Sovestro in Poggio Winery (5 mi / 8.1 km)
  • Tenuta Torciano Winery (8.2 mi / 13.2 km)
  • Castello di Monsanto (8.6 mi / 13.9 km)
  • Castello della Paneretta (9.2 mi / 14.8 km)
  • Isole e Olena Winery (10.8 mi / 17.4 km)
  • Casa Sola - Chianti Winery (11.4 mi / 18.4 km)

Exploring the natural features in Val d'Elsa

Whether you're looking for adventure or just want to take in the scenery, Val d'Elsa is a great place to spend some time outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Alta Val d'Elsa River Park (2.2 mi / 3.5 km)
  • Val di Merse (16.3 mi / 26.3 km)
  • I Canaloni del Torrente Farma (21.3 mi / 34.3 km)
  • Casciana Thermal Baths (25.5 mi / 41.1 km)
  • Boboli Gardens (26.9 mi / 43.2 km)
  • Arno River (27.2 mi / 43.8 km)

Transport options to and around Val d'Elsa

If you prefer to travel by train, Poggibonsi-San Gimignano Station, Monteriggioni Castellina Station and Barberino Val d'Elsa Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Val dElsa when booking a holiday home?
Iano is one of the more sought-after locations to book a holiday home in Val dElsa. Spend your time here to savour the relaxation and convenience that comes with having an entire place to yourself.
What is the most popular type of holiday home accommodation in Val dElsa?
According to our data, apartments are the most sought-after holiday home type in Val dElsa. But as you'd expect, everyone's idea of the perfect trip isn't going to be the same. Bookabach has holiday homes of all sizes, shapes and budgets, so you're sure to discover the best fit for your needs.
How much does it cost to rent a holiday home in Val dElsa?
Season, length of stay and property type are among the factors that can affect the price of a holiday home. Simply click on your travel dates to find the ultimate escape. From comfy cottages to expansive luxury villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Val dElsa?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Type in your Val dElsa travel dates to view your options on Bookabach. Did someone just say "hot tub"? Use our filters to select the amenities and features you want.
Are there pet-friendly holiday homes in Val dElsa?
With 2,379 holiday homes that welcome four-legged guests, your little buddy can join you on your Val dElsa getaway. Use our filter tool to browse our pet-friendly holiday homes and find your pawfect holiday home on Bookabach.
Can I rent a house with a pool in Val dElsa?
Grab your swimming gear and inflatable swan, because there are 1,943 houses with a private pool in Val dElsa. Stay at one of these terrific holiday homes and every day will be a pool day. Simply enter your travel dates into Bookabach, then check the "pool" filter to find a place to make a splash!
What are popular home amenities in Val dElsa?
The most popular home amenities people prefer in Val dElsa include a firepit, a garden and a sauna. Whether you're going on holiday with family, friends or even pets, Bookabach holiday homes have the best amenities for making epic memories with the people you cherish the most.
Are there large group holiday homes in Val dElsa?
With 362 properties that can host 10 or more people in Val dElsa, there's no need to keep anyone off the invite list. From fun family get-togethers to events like Thanksgiving or Christmas parties, Bookabach will help you find a large group home to match the occasion.
Are there holiday homes in Val dElsa that welcome kids?
Gather the whole crew for an unforgettable adventure in Val dElsa at one of our 2,364 family-friendly holiday homes. These stays offer amenities that are ideal for getaways with children, such as full kitchens, bunk beds and pools. Just check the "Properties good for families" filter box and pick your favourite option.
What are the top attractions for families in Val dElsa?
Keep the kids entertained at these leading family-friendly attractions in Val dElsa:
  • Monteriggioni Castle
  • Podestas Palace
  • The Rock of Staggia
Are there one-bedroom holiday homes in Val dElsa?
You'll find 598 one-bedroom properties in Val dElsa to choose from. A one-bedroom holiday home is an excellent choice if it's just you and your partner or if you're travelling on your own. Throw in more privacy, space and convenience than a regular hotel, and you've got yourself a memorable getaway.
Can I find two-bedroom holiday homes in Val dElsa?
Gather your loved ones and enjoy a relaxing escape in one of the 938 two-bedroom holiday properties Val dElsa has to offer.
Are there holiday homes with WiFi in Val dElsa?
Val dElsa has 971 holiday homes with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to sending emails, these Bookabach homes will keep you online.
How can I find holiday homes with air conditioning in Val dElsa?
Val dElsa has 867 holiday homes where you'll be able to kick back in air-conditioned comfort. To book a stay on Bookabach that provides this perk, enter your preferred travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Val dElsa?
It's a good idea to check with the Val dElsa holiday property you're considering on Bookabach as the minimum age differs. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Val dElsa for?
It's down to the Val dElsa property. To view all available options offering extended stays, simply type your travel dates and number of guests into Bookabach's search page. Look forward to having the whole property to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and a yard where the kids can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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