Villa Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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$243 per night from 28 Aug to 29 Aug
S$243
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"I can’t say enough good things about this hotel. The property is not quite as rustic as some of the others in Siena - it looks like it was updated inside about 10-15 years ago but it’s still in wonderful shape - just not quite rustic or very modern. Coming from a hotel the night before that was also ..."

Reviewed on 22 Aug, 2025

Hotel Athena
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
The price is S$90 per night from 28 Aug to 29 Aug
S$90
28 Aug - 29 Aug
includes taxes & fees
8/10 Very Good! (452 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on 7 Jul, 2025

Hotel Ristorante Alcide
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
9.4/10 Exceptional! (246 reviews)
"Fabulous !! Not handicap friendly but everything else is perfect"

Reviewed on 19 Aug, 2025

Get rates
Castello di Spaltenna- Small Luxury Hotels of the World
See all 6,768 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.

What to do in Villa

Chianti & Castles Small Group Wine Tour from Siena

Chianti Small Group Wine Tour from Siena

S$269
per adult
100% of travellers recommend
Chianti Small Group Wine Tour from Siena
Small group Vespa tour to Chianti

Vespa & Chianti Small Group Tour from San Gimignano

S$193
per adult
100% of travellers recommend
Vespa & Chianti Small Group Tour from San Gimignano
Private wine tour of Chianti or Montalcino

Private wine tour of Chianti

S$1,010
per adult
Private wine tour of Chianti
See all activities in Villa

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.

* 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.