Top Cottages in Sumter County in 2026

Sumter County Cottages
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Our top choices for Sumter County cottages

Bushnell Riverside Retreat w/ Hot Tub & Game Shed

3.0 star property

Bushnell

The price is 2.210.880 ₫

2.210.880 ₫

7.102.715 ₫ total

includes taxes & fees

28 Jun - 29 Jun

Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Home in The Villages w/ Lanai & Private Hot Tub!

3.0 star property

Sanibel

Home in The Villages w/ Lanai & Private Hot Tub!

Walk to Community Perks: Home in The Villages

3.0 star property

Belvedere

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Our house was the cleanest and cutest just like home. Anything we wanted was there. We really appreciated this and thank our hosts. We would definitely like to stay here again. Thank you!"

Cynthia

Walk to Community Perks: Home in The Villages

Pet-friendly Home w/ Patio in The Villages

3.0 star property

Wildwood

Pet-friendly Home w/ Patio in The Villages

The Villages Home w/ Golf Cart & Community Pools!

3.0 star property

Wildwood

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"The house is very clean and comfortable! Check in and out was easy and the host is kind. I definitely recommend! Only thing I would change is having more blankets and linens available. Otherwise, perfect!!"

Tracey

The Villages Home w/ Golf Cart & Community Pools!

Resort Access: Pet-friendly Home in The Villages!

3.0 star property

Belvedere

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Great place to stay!! Nice home, quiet street, and better than staying in a hotel."

Paul

Resort Access: Pet-friendly Home in The Villages!

Pet Friendly! Relaxing Retreat in The Villages

3.0 star property

Lady Lake

Pet Friendly! Relaxing Retreat in The Villages

6 Mi to Lake Sumter Landing: Home w/ Perks!

3.0 star property

Santiago

6 Mi to Lake Sumter Landing: Home w/ Perks!

Dog-friendly Home in The Villages w/ Private Patio

3.0 star property

Pennecamp

Dog-friendly Home in The Villages w/ Private Patio

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

3.0 star property

Collier

The price is 3.158.400 ₫

3.158.400 ₫

9.839.206 ₫ total

includes taxes & fees

29 Jun - 30 Jun

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Screened Lanai & Grill: Home in The Villages

3.0 star property

Wildwood

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"The place was absolutely beautiful! Everything was so well maintained. Beds were super comfy everything was very clean. The home was well stocked with amenities were plenty full. Betty was our host and I spoke to her a few different times and she was super friendly very helpful and went above and beyond. The villages itself provided great options for everything. They reallly have it set up to where you don’t even need to leave as everything you need is right there. I work highly recommend this...

robert

Screened Lanai & Grill: Home in The Villages

Sunny Home w/ Golf Cart in The Villages!

3.0 star property

Winifred

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"It was the perfect place to stay while we visited relatives who live in The Villages. Would definitely stay there again on our next visit."

Anonymous traveller

Sunny Home w/ Golf Cart in The Villages!

Sleep With Sloths & Lemurs! Modern Webster Home

3.0 star property

Webster

Sleep With Sloths & Lemurs! Modern Webster Home

4 Mi to Lake Sumter Landing: Home in The Villages

3.0 star property

Summerhill

4 Mi to Lake Sumter Landing: Home in The Villages

Home in The Villages: Golf Cart & Amenity Access

3.0 star property

Wildwood

Home in The Villages: Golf Cart & Amenity Access

1 Mi to Pickleball & Golf: Home in The Villages

3.0 star property

Pennecamp

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

" Extremely clean, property looked new inside and out. Easy check in & out. Wish we could’ve stayed longer. "

Steven Wayne

1 Mi to Pickleball & Golf: Home in The Villages

Peaceful Escape w/ Golf Cart in The Villages!

3.0 star property

Liberty Park

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Clean. Good price. Great location. "

Mary

Peaceful Escape w/ Golf Cart in The Villages!

Walk to Golf & Pool: Pet-friendly Villages Home

3.0 star property

Santiago

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

Walk to Golf & Pool: Pet-friendly Villages Home

Pool Access: Sleek Home in The Villages w/ Lanai

3.0 star property

Wildwood

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

Pool Access: Sleek Home in The Villages w/ Lanai

Pool Access, Patio & Grill: Sunny Florida Escape!

3.0 star property

Wildwood

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

Pool Access, Patio & Grill: Sunny Florida Escape!

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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