Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Vacation Rentals in Rutland

Our top choices for Rutland vacation rentals

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Fridge, microwave, oven, stovetop

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (107)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Modern Comfort & Prime Location in The Villages – Golf Cart Included!
Smart TV

Modern Comfort & Prime Location in The Villages – Golf Cart Included!

10.0 out of 10, Exceptional, (70)
"We had a wonderful stay at this hidden gem in The Villages! The location was perfect — close to everything we needed — and having the golf cart was a huge bonus. The home was clean, cozy, and had everything we needed for a relaxing getaway. We would definitely stay again!"
Modern Comfort & Prime Location in The Villages – Golf Cart Included!
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs
Fridge, microwave, oven, stovetop

Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs

9.6 out of 10, Exceptional, (70)
"The house fit our needs perfectly. It was very clean, in a nice, quiet neighborhood. The TV's were nice with many viewing options. It was close to Spanish Springs and Lake Sumter Landing town squares making it easy to get around. Definitely would recommend. "
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs
Perfect Getaway #2 Near Rainbow Springs and Withlacoochee Trail head
Outdoor dining

Perfect Getaway #2 Near Rainbow Springs and Withlacoochee Trail head

10.0 out of 10, Exceptional, (11)
"The property was very relaxing, comfortable and clean in a very quiet neighborhood close to everything but not on top of your neighbors. Will definitely be staying here again and highly recommend. "
The price is ￥12,167
￥41,042 total
includes taxes & fees
Aug 25 - Aug 26
Perfect Getaway #2 Near Rainbow Springs and Withlacoochee Trail head
Lake View Retreat Loaded For Fun, with STUNNING Views!
Smart TV, fireplace, books, stereo

Lake View Retreat Loaded For Fun, with STUNNING Views!

10.0 out of 10, Exceptional, (34)
"Worked out well for golfing trip just a great place to stay and the host or excellent"
The price is ￥44,082
￥110,499 total
includes taxes & fees
Aug 25 - Aug 26
Lake View Retreat Loaded For Fun, with STUNNING Views!
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Outdoor dining

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.6 out of 10, Exceptional, (109)
"We had a great stay. Thank you! "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Fridge, microwave, oven, stovetop

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (26)
"Great place to stay. Close to Lake Sumter and owner supplied all are needs. Do not hesitate to stay here you will be happy with the property. "
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
A heated pool

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

10.0 out of 10, Exceptional, (215)
"We loved our stay! The house is spacious, well stocked, clean and great location. We enjoyed relaxing on the lanai with the beautiful view of the golf course and pool. David is an excellent host! "
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.
Fridge, microwave, oven, stovetop

Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.

8.8 out of 10, Excellent, (3)
"Great place in a very convenient location "
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.
Heated Pool house in Lake Panasoffkee
Outdoor dining

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (37)
"Great clean house, thanks for having us!"
The price is ￥21,159
￥53,527 total
includes taxes & fees
Aug 31 - Sep 1
Heated Pool house in Lake Panasoffkee
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Smart TV, printers

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

10.0 out of 10, Exceptional, (58)
"Great property; great location "
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
TV

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

10.0 out of 10, Exceptional, (116)
"Everything was very nice, no issues at all."
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
Vacation Home with luxurious pool in The Villages, Florida!
Outdoor pool, a heated pool

Vacation Home with luxurious pool in The Villages, Florida!

10.0 out of 10, Exceptional, (44)
"We had a great time enjoying the beautiful pool and outdoor barbeque area. The home was very comfortable for six adults. Jeff and Aggie were wonderful hosts and responded quickly to any questions we had. This is a beautiful home for a family get away."
The price is ￥41,092
￥94,443 total
includes taxes & fees
Sep 1 - Sep 2
Vacation Home with luxurious pool in The Villages, Florida!
Hot Tub House - Entire 3 Bedroom House in The Villages
Pool

Hot Tub House - Entire 3 Bedroom House in The Villages

10.0 out of 10, Exceptional, (103)
"Great house, very clean. Easy check in and great communication!"
Hot Tub House - Entire 3 Bedroom House in The Villages
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Pool

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

10.0 out of 10, Exceptional, (48)
"The property is very well kept and Brad was very great to deal with"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Outdoor dining

Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

9.6 out of 10, Exceptional, (69)
"Perfect accommodations. Thank you! Be back in the area in the fall. We'll definitely look this one up again."
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Beautifully updated and close to everything! Yamaha gas cart included!
Fridge, microwave, oven, stovetop

Beautifully updated and close to everything! Yamaha gas cart included!

10.0 out of 10, Exceptional, (43)
"Great location between Spanish Springs and Lake Sumter! Very clean property with very attentive owners. "
Beautifully updated and close to everything! Yamaha gas cart included!
Freshly Renovated Pool Home - Close to Crystal River
Fridge, microwave, oven, stovetop

Freshly Renovated Pool Home - Close to Crystal River

9.8 out of 10, Exceptional, (60)
" Enjoyed the stay."
Freshly Renovated Pool Home - Close to Crystal River
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
Fridge, microwave, oven, stovetop

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

9.0 out of 10, Wonderful, (68)
"Grear stay at a nice property. Unlike most rentals, the host provided basic food staples, condiments and coffee filters. It waa a nice touch!"
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!
Property grounds

3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!

7.6 out of 10, Good, (4)
"Our stay was very accommodating! Very clean property and kind host! "
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!
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.
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Top Rutland Hotel Reviews

The Waterfront Inn

The Waterfront Inn

10/10 Excellent
"This was our second time staying here and just like last time, everything was perfect. "
James 2-night trip
Posted 16 hours ago
The Waterfront Inn

Frequently asked questions

Can I find vacation rentals in Rutland?

Yes, there are vacation rentals close to the most popular attractions in Rutland, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Rutland?

LUXURY ESCAPE-Better Than a 5-Star Hotel: 2 Bed/1 Bath/ Encl Lanai w/ Heat & A/C: Visitors like this Rutland vacation home rental. It is located on a lake and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Rutland?

Explore the area and family-friendly sights such as Don Garlits Museum of Racing, or get out into nature at a spot like Lake Okahumpka Park. In the larger area, you’ll find Citrus County Speedway and Lakeside Golf and Country Club.

What’s a vacation rental in Rutland like?

Vacation rentals are privately owned properties you can book for several days or longer in Rutland. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.