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Sep 18 - Sep 20
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Top Rutland hotels

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

The Villages FL
$215 nightly
The price is $228 total per night from Sep 30 to Oct 1
$228 total
Sep 30 - Oct 1
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.
"Great clean 2-bedroom villa for our one week stay. The host was responsive, and the house was stocked with all the amenities needed."

Reviewed on Sep 12, 2026

Opens in a new windowBETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages

3 out of 5
7555 PENROSE PLACE Wildwood FL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $100 total per night from Sep 28 to Sep 29
$100 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet ...
"Clean room - staff dealt with an issue with room immediately"

Reviewed on Sep 13, 2026

Opens in a new windowHome2 Suites by Hilton Wildwood the Villages
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$97 nightly
The price is $104 total per night from Sep 17 to Sep 18
$104 total
Sep 17 - Sep 18
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Great location"

Reviewed on Sep 14, 2026

Opens in a new windowThe Waterfront Inn
Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages

2.5 out of 5
1202 Avenida Central Lady Lake FL
Fully refundable
$79 nightly
The price is $88 total per night from Oct 11 to Oct 12
$88 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"Clean room, friendly staff, we enjoyed the pool, great breakfast choices"

Reviewed on Sep 13, 2026

Opens in a new windowComfort Suites Lady Lake - The Villages
Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages

2.5 out of 5
1224 S Main St Wildwood FL
Fully refundable
$75 nightly
The price is $80 total per night from Oct 11 to Oct 12
$80 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"'"

Reviewed on Sep 15, 2026

Opens in a new windowComfort Inn & Suites Wildwood - The Villages
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

3 out of 5
850 South US Hwy 27/441 Lady Lake FL
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Sep 20 to Sep 21
$84 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
"Great staff especially the associate that checked me in."

Reviewed on Sep 12, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham Lady Lake/The Villages
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $112 total per night from Sep 30 to Oct 1
$112 total
Sep 30 - Oct 1
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
Opens in a new windowBrownwood Hotel & Spa
Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

3.5 out of 5
928 East State Road 44 Wildwood FL
Fully refundable
$83 nightly
The price is $89 total per night from Sep 28 to Sep 29
$89 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
Opens in a new windowHoliday Inn Express & Suites Wildwood The Villages by IHG
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

3 out of 5
1141 Alonzo Ave Lady Lake FL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Oct 6 to Oct 7
$88 total
Oct 6 - Oct 7
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the ...
Opens in a new windowTownePlace Suites by Marriott at The Villages
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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

What are the top kid-friendly hotels in Rutland?
From fun amenities to extra room, kid-friendly hotels come with features that can help turn an everyday family vacation into an extraordinary one. These Rutland properties make traveling with children easier: Unpack your bags at Lake Front House-Private Dock with the most amazing views of the lake & Canal.. It comes with a playground, a nearby beach and a commitment to making families feel welcome. Modern Conveniences with Old Florida Charm is also a great choice. After a long day of exploring, come back home to your comfy room and perks like a king bed and animal viewing activities.
Where can I find cheap hotels in Rutland?
At Travelocity you'll find really nice hotels in Rutland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Rutland rather than in Rutland. We may find you even better rates, too.
How do I find the best Rutland hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Rutland then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Rutland?
The cheapest hotel in Rutland is $80. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Rutland?
There are 2,420 hotels in Rutland on Travelocity.
What are the best hotels in Rutland?
Rutland has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Rutland for you!
When is the best time to visit Rutland?
If you want the joy of a fun-filled trip in peak season, visit Rutland during February, March and April. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, July and October.
When is the cheapest time to stay in Rutland?
Based on historic data is usually the cheapest month to visit Rutland. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Rutland?
There are multiple hotels in Rutland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Rutland. We have plenty of kid-friendly hotels in Rutland to choose from on Travelocity!
Why book a hotel in Rutland through Travelocity?
Because we have the top hotels in Rutland! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Rutland on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Rutland hotel reviews by fellow wanderers

Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages

5 out of 5
Posted 12 hours ago
Travelocity Verified Review
"'"
A verified traveler stayed at Comfort Inn & Suites Wildwood - The Villages
Comfort Inn & Suites Wildwood - The Villages