Santiago Holidays

  • Plan, book, travel with confidence

  • Better together

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

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    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
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was S$979, price is now S$653 per person
S$653
per person
23 May - 28 May
found 1 day ago
Return direct flight included
Peoria (PIA) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Paid a great price for our first night in Florida. Bed was very comfortable and room was quiet. Staff not particularly friendly but great stop for getting over jetlag. For one night it was fine. Entrance to carpark awkward to find. Could do with better signage. Don't follow the sat nav as the entrance it takes you to is fenced off.

Reviewed on 27 Feb, 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
Price was S$2,263, price is now S$1,462 per person
S$1,462
per person
23 May - 28 May
found 1 day ago
Return direct flight included
Peoria (PIA) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Everything was excellent. Beautiful house that was spotless.

Reviewed on 22 Feb, 2026

Landing Townhomes Davenport

Landing Townhomes Davenport

4 out of 5
Price was S$1,207, price is now S$952 per person
S$952
per person
23 May - 28 May
found 1 day ago
Return direct flight included
Peoria (PIA) to Orlando (MCO)
8.8/10 Excellent! (8 reviews)
The townhome was clean and had everything I needed for my Thanksgiving stay. I will definitely recommend it to friends and family. We had a very pleasant stay

Reviewed on 30 Nov, 2025

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

4 out of 5
Price was S$1,332, price is now S$1,061 per person
S$1,061
per person
23 May - 28 May
found 1 day ago
Return direct flight included
Peoria (PIA) to Orlando (MCO)
8.4/10 Very Good! (9,283 reviews)
Shane at the bar was so friendly and kind! Our room was spacious, the kids loved the pool!

Reviewed on 25 Feb, 2026

Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Embassy Suites by Hilton Orlando Lake Buena Vista Resort

4 out of 5
Price was S$932, price is now S$750 per person
S$750
per person
23 May - 28 May
found 1 day ago
Return direct flight included
Peoria (PIA) to Orlando (MCO)
7.8/10 Good! (1,145 reviews)
Muy buen desayuno con la estación de omelettes. Excelente la atención del personal y la limpieza.

Reviewed on 22 Feb, 2026

Where to stay in Santiago

Find the best Santiago areas and neighborhoods for the activities you enjoy most. Learn more about Santiago
The Villages, 120K active adults... and their toys! 😬

Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Top hotels in Santiago

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
The price is S$113 per night from 29 Mar to 30 Mar
S$113
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (1,900 reviews)
Decent place, nothing outstanding good or bad. We booked 7 nights stayed 4 of those nights.

Reviewed on 27 Feb, 2026

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
9.2/10 Wonderful! (1,334 reviews)
The room was clean and all the staff we encountered were polite and pleasant. We were surprised to learn that they do NOT have daily maid service. They did provide fresh towels when we requested.

Reviewed on 27 Feb, 2026

Get rates
The Waterfront Inn
avid Hotel Ocala Downtown by IHG

avid Hotel Ocala Downtown by IHG

2.5 out of 5
1626 S Pine Ave Ocala FL
Fully refundable
The price is S$129 per night from 22 Mar to 23 Mar
S$129
22 Mar - 23 Mar
includes taxes & fees
8.8/10 Excellent! (833 reviews)
Clean the floors in rooms, be able to lock door from the outside of room, be able to cast movies from phone to tv, the wifi for hotel was on my phone but tv was not hooked up to internet, when I called the front desk they told me they don't know how to cast from phone to tv.

Reviewed on 20 Feb, 2026

avid Hotel Ocala Downtown by IHG
See all 2,440 properties in Santiago
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 Santiago holiday package cost?
Get ready to book, because a trip to Santiago starts from a tempting S$653. When you bundle your flights, hotels and car rentals into a holiday package, you'll score great deals.
How do I get a cheap travel package to Santiago?
Combining your flight and hotel with Expedia won't just save you time — it'll save you a pretty penny too. A Santiago holiday package makes it simple to create your dream adventure. With more than 550 airlines all over the world to choose from, finding convenient flights that fit your busy schedule won't be a problem. Not only that, we have over 1,000,000 properties globally to choose from. Now that's choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Santiago?
A holiday in Santiago isn't complete without stopping by The Villages Market Square, Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club. Stay close to these popular attractions and make sightseeing simple.
What are the top hotels in Santiago?
3 Bedroom, 2 Bath With - 2 - 2 Seater Golf Carts and Comfotably Decorated 2/2 Villa Includes Bbq Grill And Wifi are among the most popular properties in Santiago. Why not have a look at the facilities and rates at each and then decide?
How far in advance should I book my Santiago holiday?
Savvy travellers will likely want to reserve their seats as early as possible. You can normally look up international airfares on Expedia up to 12 months before your flight. If you're late to book, fear not. Bargain prices occasionally appear just weeks prior to departure.
What does an Expedia Santiago travel package include?
Hotels, flights and rental cars — we've got them well covered. With Expedia, you can create your Santiago travel package however you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the bigger your savings!
What should I know before booking a Santiago travel package?
Our prices are always low. However, you'll pick up even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a huge range of choice.
Can I choose my airline with a Santiago Expedia holiday package?
Yes, definitely. Expedia has more than 550 airline partners to select from globally. With so much choice, finding the perfect carrier to bring you to Santiago won't be difficult.
If I'm not able to travel, can I cancel my Santiago holiday package?
If your travel plans in Santiago have been upended, it's good to know that you can cancel your booking. If your booking was made in the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose a fee. To find out more, check our Customer Service Portal.

Popular places to visit

The Villages Market Square

You can browse for the perfect souvenirs at The Villages Market Square during your trip to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Glenview Champions Country Club

Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savour the top-notch restaurants.

Glenview Champions Country Club

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

S$70
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages

* 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.