Villa Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Villa

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

4 out of 5
Via Giovanni Agnelli 33 Florence FI
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 16 Aug to 17 Aug
S$176
16 Aug - 17 Aug
includes taxes & fees
8.6/10 Excellent! (95 reviews)
"I had a wonderful stay. The room was impeccably clean, and the bed was very large and comfortable. The bathroom was especially spotless and well maintained. The continental breakfast was delicious with a great variety of options. Most of all, the staff was outstanding. Everyone was extremely friendly, ..."

Reviewed on 15 Jul, 2026

Radisson Blu Hotel, Florence
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is S$503 per night from 10 Aug to 11 Aug
S$503
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (616 reviews)
"Gorgeous hotel, amazing views. Fabulous staff. They made our stay in Siena extra special."

Reviewed on 15 Jul, 2026

Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is S$710 per night from 2 Aug to 3 Aug
S$710
2 Aug - 3 Aug
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
"Borgo refers to something like little village and that’s what this property is. A cluster of beautiful stone buildings and gravel drives surrounded by acres of olive and lavender. Beautifully appointed common and areas in rooms. Excellent restaurant with elevated cuisine. Beautiful pool. Distance ..."

Reviewed on 15 Jul, 2026

Borgo Scopeto Wine & Country Relais
See all 6,590 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

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

S$117
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

S$205
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

S$72
per adult
90% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
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.

Explore a world of travel with Expedia

* 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.