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

Rutland Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
24 Jul - 27 Jul
found 1 day ago
Return flight included
Singapore (SIN) to Orlando (MCO)
7.8/10 Good! (1,262 reviews)
Speedy and very cordial. The water park was an additional $25 per person and I wasn't expecting that; neither the surprised additional $70 resort fee at check in

Reviewed on 10 Jun, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
24 Jul - 27 Jul
found 1 day ago
Return flight included
Singapore (SIN) to Orlando (MCO)
8.6/10 Excellent! (1,000 reviews)
Great amenities from inside your hotel room to the pool area! A little inconsistent with what kitchen tools each room has but enough for a family to be comfortable and make a meal! The only negative experience was the highly offensive marketing team. We were offered a free gift and the opportunity to learn more about Westgate properties. That dude did not do well. We were offered a late check out but the key card stopped working at 10 am. Otherwise, no issues. My family members from CA and TX booked other suites. We all agreed we would stay here again!

Reviewed on 11 Jun, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
24 Jul - 27 Jul
found 1 day ago
Return flight included
Singapore (SIN) to Orlando (MCO)
8.2/10 Very Good! (5,031 reviews)
The property itself was nice. It was nice having multiple pools amd the other outdoor activities. However, if I've paid to stay here, it would be nice if the amenities were free. Everything was a charge except the pools. The waterpark was also expensive to get into. They charged my card an additional $130 between the time I checked in and checked out and I couldn't say what the charges were for. They will try to get you to a Timeshare presentation at check in, promising in return a free amenities card for. If you're a Timeshare owner, it's all free. Also, as a woman of color, I wasn't happy with the shower. The shower head is coming straight down on my hair and that's an inconvenience for me. But the room was clean. Overall, if you pay to stay, amenities should be included. It was pricey.

Reviewed on 12 Jun, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
per person
24 Jul - 27 Jul
found 1 day ago
Return flight included
Singapore (SIN) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
I did not enjoy my stay at the hose for the time i had to call the office and could never get it was some inconvenience anyone to seevice my washing maxhine.

Reviewed on 11 Jun, 2025

Vintage At Horizon West Apartments By Barsala

Vintage At Horizon West Apartments By Barsala

4 out of 5
per person
24 Jul - 27 Jul
found 1 day ago
Return flight included
Singapore (SIN) to Orlando (MCO)
9.4/10 Exceptional! (3 reviews)
Enjoyed the stay. It was quiet and clean

Reviewed on 11 May, 2025

Top hotels in Rutland

Brownwood Hotel & Spa
Brownwood Hotel & Spa
3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,005 reviews)
"The property is lovely. It’s my second time staying here and it won’t be my last."

Reviewed on 8 Jun, 2025

Get rates
Brownwood Hotel & Spa
The Waterfront Inn
The Waterfront Inn
3 out of 5
1105 Lake Shore Drive, The Villages, FL
The price is S$205 per night from 29 Jun to 30 Jun
S$205
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (1,159 reviews)
"No"

Reviewed on 9 Jun, 2025

The Waterfront Inn
Microtel Inn & Suites by Wyndham Ocala
Microtel Inn & Suites by Wyndham Ocala
2 out of 5
1770 SW 134th St, Ocala, FL
Fully refundableReserve now, pay when you stay
The price is S$95 per night from 22 Jun to 23 Jun
S$95
22 Jun - 23 Jun
includes taxes & fees
6.8/10 (1,006 reviews)
"Great service"

Reviewed on 6 Jun, 2025

Microtel Inn & Suites by Wyndham Ocala
See all 2,065 properties in Rutland
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 Rutland holiday package cost?
You’ll find cheap prices from S$1,802 on Expedia for your Rutland getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Rutland costs.
What are the cheapest months to go to Rutland?
If you’d like to score a cheap Rutland holiday package, consider travelling in January, February and June. You’ll usually find better rates on flights and accommodation during these months — perfect for budget-conscious travellers.
How many days is enough for Rutland?
Usually, a handful of days is enough to see the top sights during your Rutland holiday. However, if you want to have some time to chill out or go on day tours, think about extending your itinerary.
How to find the best Rutland package deals?
Use Expedia’s handy filters to help you find some terrific Rutland package deals. When you begin your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your adventure for midweek, or search for Rutland package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Rutland holiday as a package?
You can enjoy significant savings on your next Rutland retreat by booking a personalised holiday package. Click on the “Package” heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Rutland?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Rutland trip.
How to plan a trip to Rutland?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Rutland.
  2. Plan your budget wisely: In addition to the price of your hotel, you’ll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Rutland.
  3. Decide how long to go away for: Now that you’re up to speed on Rutland, you can work out the right length of your holiday. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that’s left is to find a Rutland holiday package that brings all your bookings together.

* 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.