Villa Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Villa

Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is S$211 per night from 16 Jul to 17 Jul
S$211
16 Jul - 17 Jul
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"From the moment we arrived for our two night stay Matteo and Tomasso were kind helpful and informative - We wanted a bigger room and were immediately accommodated - room was clean and comfortable and the hotel was in walking distance to all activities"

Reviewed on 21 Jun, 2025

Hotel Athena
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
The price is S$317 per night from 29 Jun to 30 Jun
S$317
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (419 reviews)
"The pool was very nice overlooking the hills of Tuscany. The hotel has a nice ambience, rustic but very clean an updated. I like there were big windows that could open to a garden from the room. Getting around was a bit difficult even with a car. Very steep hills and is not so walkable. Very windy ..."

Reviewed on 7 Jun, 2025

Hotel Borgo di Cortefreda Relais
Hotel Italia
Hotel Italia
3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (987 reviews)
"Camas, area y staff muy buenos."

Reviewed on 22 Jun, 2025

Get rates
Hotel Italia
See all 6,734 properties in Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Villa holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Villa costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Villa?
You can generally find reduced prices and better availability in January, February and November. Browse our cheap Villa holiday packages and you could get some excellent off-season deals.
How many days is enough for Villa?
With a well-planned schedule, you can easily tick off the top Villa attractions in a handful of days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Villa holiday for longer.
How to find the best Villa package deals?
Use Expedia's handy filters to help you find some fabulous Villa package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Villa package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Villa holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Villa holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Villa?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Villa adventure.
How to plan a trip to Villa?

  1. Choose when to get away: Check your schedule and get packing. Your favourite time of year and the type of activities available will also help you decide when to visit Villa.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to Villa.
  3. Decide how long to go for: Now that you're up to speed on Villa, you can figure out the right length of your break. Pull together a draft plan and allocate enough time for all the things you want to do.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, book the right Villa holiday package for you.

What to do in Villa

Chianti & Castles Small Group Wine Tour from Siena

Chianti Small Group Wine Tour from Siena

S$264
per adult
100% of travellers recommend
Chianti Small Group Wine Tour from Siena
Private wine tour of Chianti or Montalcino

Private wine tour of Chianti

S$991
per adult
Private wine tour of Chianti
Small group Vespa tour to Chianti

Vespa & Chianti Small Group Tour from San Gimignano

S$189
per adult
100% of travellers recommend
Vespa & Chianti Small Group Tour from San Gimignano
See all activities in Villa

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.