Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Browse Select Rutland Vacation Homes

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, (108)
"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)
"I enjoyed the stay!"
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 CA $136
CA $410 total
includes taxes & fees
Sep 7 - Sep 8
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, (35)
"Worked out well for golfing trip just a great place to stay and the host or excellent"
The price is CA $414
CA $1,037 total
includes taxes & fees
Sep 8 - Sep 9
Lake View Retreat Loaded For Fun, with STUNNING Views!
Sunset Cove In the Village of St. John
Smart TV

Sunset Cove In the Village of St. John

10.0 out of 10, Exceptional, (36)
"We had a very nice stay here. The house was very comfortable and had all we needed, and we enjoyed using the golf cart to explore the Villages."
Sunset Cove In the Village of St. John
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 CA $174
CA $478 total
includes taxes & fees
Sep 8 - Sep 9
Heated Pool house in Lake Panasoffkee
Fisherman's dream
Terrace/patio

Fisherman's dream

10.0 out of 10, Exceptional, (6)
"It was the perfect location for the weekend on the lake. Easy access for the airboats and perfect little house for a weekend trip with friends!"
Fisherman's dream
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, (59)
"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.
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
King-Sized Comfort in The Village of Deluna
Microwave, oven, stovetop, dishwasher

King-Sized Comfort in The Village of Deluna

9.8 out of 10, Exceptional, (13)
"Had a great stay. Lovely Villa, great location"
King-Sized Comfort in The Village of Deluna
Charming and spacious three-bed, three-bath brand new house in The Villages
Terrace/patio

Charming and spacious three-bed, three-bath brand new house in The Villages

10.0 out of 10, Exceptional, (64)
"Very enjoyable visit. House was sparkling clean and the host went out of his way to accommodate our needs. Highly recommended!!"
Charming and spacious three-bed, three-bath brand new house in The Villages
Private Pool & Lake Views: Family Home in Oxford
Fridge, microwave, stovetop, dishwasher

Private Pool & Lake Views: Family Home in Oxford

8.8 out of 10, Excellent, (3)
"Great location. Visiting our parents in the Villages. Plenty of space for our family. Spacious rooms. Would rent again."
Private Pool & Lake Views: Family Home in Oxford
Serenity at the Lake
Property grounds

Serenity at the Lake

10.0 out of 10, Exceptional, (24)
"Very clean and I felt very at home. Comfortable and definitely will be staying again!"
Serenity at the Lake
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
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
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, (46)
"Fantastic property!This was one of the nicest VRBO's we have ever stayed it. The furnishings, linens, layout, furniture were top notch. It was stocked with everything we could possibly need or want in the kitchen, bedrooms, bathrooms, pool area, grill area. It was just as advertised, and Jeff was extremely easy to work with when we had questions. This is an awesome place."
The price is CA $453
CA $968 total
includes taxes & fees
Sep 7 - Sep 8
Vacation Home with luxurious pool in The Villages, Florida!
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, (63)
" Enjoyed the stay."
Freshly Renovated Pool Home - Close to Crystal River
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

Find out more about Rutland

Find out more about Rutland

Rutland Vacation Homes information

Number of reviews
Accommodation
1305 Vacation Homes
Lowest Price
CA $136
Highest Price
CA $453

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