Rutland Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Rutland

The Waterfront Inn
The Waterfront Inn
3 out of 5
1105 Lake Shore Drive, The Villages, FL
The price is S$186 per night from 25 Nov to 26 Nov
S$186
includes taxes & fees
25 Nov - 26 Nov
8.8/10 Excellent! (1,007 reviews)
"Newly redone. Very clean. Our room was nicely designed in a rather “sparse” way…..but that only contributed to the feeling of cleanliness and less clutter. Stay there when visiting relatives in The Villages. Perfect location."

Reviewed on 23 Nov,2024

The Waterfront Inn
Brownwood Hotel & Spa
Brownwood Hotel & Spa
3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Fully refundableReserve now, pay when you stay
The price is S$244 per night from 1 Dec to 2 Dec
S$244
includes taxes & fees
1 Dec - 2 Dec
9.6/10 Exceptional! (1,001 reviews)
Amazingly Perfect! What every Hotel should be!
"Amazingly clean and perfect, unlike all other hotels we have stayed at over the past year. Stay here! You won’t be sorry."

Reviewed on 21 Nov,2024

Brownwood Hotel & Spa
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$141 per night from 8 Dec to 9 Dec
S$141
includes taxes & fees
8 Dec - 9 Dec
7/10 Good! (1,001 reviews)
"We really enjoyed our stay. Room was very pleasant"

Reviewed on 10 Nov,2024

Microtel Inn & Suites by Wyndham Ocala
See all 1,930 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?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Rutland from just . And the more you bundle, the more you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Rutland?
Search for flights that fit your schedule, add a hotel room to your booking and see how much you save with a Rutland holiday package. It’s as simple as that! From flights and hotels to activities and rental cars, Expedia makes travelling cheaply a cinch. And with more than 550 air carriers and 1,000,000 hotel options across the globe to pick from, you won’t be short of choice.
How far in advance should I book my Rutland holiday?
It can be hard to know exactly when is the perfect time to book your Rutland holiday. But generally the earlier you book, the lower the prices. Sometimes, you can reserve your flights and hotels up to a year before your departure date. If you’re eager to escape on a last-minute getaway, no need to worry! There are great bargains popping up on Expedia all the time.
What does an Expedia Rutland travel package include?
That’s up to you. You can select from a variety of Rutland packages, such as a rental car, hotel and flight. You can also book a hotel and a flight, or a flight with a rental car. Once you’ve made your booking, you can add the fun stuff like activities and experiences. Whatever your Rutland break looks like, you’ll save!
What should I know before booking a Rutland travel package?
Locking in all the parts of your escape together is a simple way to save. Combine car rentals, airfares and hotels into a convenient package. But your options don’t end at hotels. Expedia features all types of properties, including holiday rentals like beachside villas and spacious residences. You’ve got choices galore!
If I'm not able to travel, can I cancel my Rutland holiday package?
It’s difficult to predict what tomorrow might bring, so it’s good to know that you can cancel or change your Rutland holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

* 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.