Two blue boats docked at a pier with a lighthouse in the background.

Search Sumter County Cottage Rentals from CA $471

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Sumter County

Our top choices for Sumter County cottages

1. 3-bedroom cottage in the Villages Street of Dreams Golf Cart included

3-bedroom cottage in the Villages Street of Dreams Golf Cart included
Sumterville
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay at a beautiful home in the villages. The house was beautiful and the owner was so welcoming. Ken was very assessable during our stay for any questions that we had. Definitely would stay there again. It’s in the newer part of the Villages so when it gets built up more it will be an amazing location!"
United States
Sandy S.
3-bedroom cottage in the Villages Street of Dreams Golf Cart included

2. Dog-friendly Duval home with enclosed lanai and private outdoor seating.

Dog-friendly Duval home with enclosed lanai and private outdoor seating.
Duval
Dog-friendly Duval home with enclosed lanai and private outdoor seating.

3. Polo Garden Villa - 1/1 Villa On the Polo Field w/ Amazing Garden in The Village of Santiago

Polo Garden Villa - 1/1 Villa On the Polo Field w/ Amazing Garden in The Village of Santiago
Santiago
9.0 out of 10, Wonderful, (7 reviews)
"Nice place."
United States
Bruce H.
Polo Garden Villa - 1/1 Villa On the Polo Field w/ Amazing Garden in The Village of Santiago

4. NEW 3 bedroom cottage home in The Villages minutes to Eastport

NEW 3 bedroom cottage home in The Villages minutes to Eastport
Sumterville
10.0 out of 10, Exceptional, (4 reviews)
"The home was exactly as listed and very clean. It is in a great location as well. "
United States
Gina W.
NEW 3 bedroom cottage home in The Villages minutes to Eastport

5. Romantic Escape on Peaceful Mini Farm

Romantic Escape on Peaceful Mini Farm
Coleman
9.8 out of 10, Exceptional, (30 reviews)
"All her properties are well maintained and lovely. Dana is super quick to reply to anything we needed. Enjoyed our stay!"
United States
Emily H.
Romantic Escape on Peaceful Mini Farm

6. Walk to Golf & Pool: Pet-friendly Villages Home

Walk to Golf & Pool: Pet-friendly Villages Home
3.0 star property
Santiago
10.0 out of 10, Exceptional, (1 review)
Walk to Golf & Pool: Pet-friendly Villages Home

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

Home in The Villages w/ Lanai & Private Hot Tub!
3.0 star property
Sanibel
Home in The Villages w/ Lanai & Private Hot Tub!

8. Dog-friendly Home in The Villages w/ Private Patio

Dog-friendly Home in The Villages w/ Private Patio
3.0 star property
Pennecamp
Dog-friendly Home in The Villages w/ Private Patio

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

10. The Villages 2BR Vacation Home, Lanai & Golf Cart

The Villages 2BR Vacation Home, Lanai & Golf Cart
3.0 star property
Belvedere
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay!! Nice home, quiet street, and better than staying in a hotel."
United States
Paul
The price is CA $143
CA $474 total
includes taxes & fees
Nov 24 - Nov 25
The Villages 2BR Vacation Home, Lanai & Golf Cart

11. Charming 2/2 Cottage in Liberty Park – Golf Cart Included!

Charming 2/2 Cottage in Liberty Park – Golf Cart Included!
Liberty Park
10.0 out of 10, Exceptional, (3 reviews)
"The home was very inviting & clean. The location was convenient to walk to the pool or enjoy the Christmas decorations in the neighborhood."
United States
Mike S.
Charming 2/2 Cottage in Liberty Park – Golf Cart Included!

12. Complimentary Golf Cart! Home in The Villages

Complimentary Golf Cart! Home in The Villages
3.0 star property
Lynnhaven
10.0 out of 10, Exceptional, (1 review)
"Awesome place and conveniently located in the villages. Hosts were kind, helpful in making the trip perfect! We will be back!"
United States
Tory
The price is CA $140
CA $471 total
includes taxes & fees
Dec 1 - Dec 2
Complimentary Golf Cart! Home in The Villages

13. Cozy 2-bedroom cottage

Cozy 2-bedroom cottage
The Villages
9.8 out of 10, Exceptional, (13 reviews)
"This house is in a good location. The size is nice for us. The host is very accommadating. "
United States
Sue H.
Cozy 2-bedroom cottage

14. 6 Mi to Lake Sumter Landing: Home w/ Perks!

6 Mi to Lake Sumter Landing: Home w/ Perks!
3.0 star property
Santiago
6 Mi to Lake Sumter Landing: Home w/ Perks!

15. Great location between Sumter Landing/Spanish Springs. Golf cart included

Great location between Sumter Landing/Spanish Springs. Golf cart included
Alhambra
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay. Great location."
United States
Linda C.
Great location between Sumter Landing/Spanish Springs. Golf cart included

16. 1 Mi to Pickleball & Golf: Home in The Villages

1 Mi to Pickleball & Golf: Home in The Villages
3.0 star property
Pennecamp
10.0 out of 10, Exceptional, (1 review)
" Extremely clean, property looked new inside and out. Easy check in & out. Wish we could’ve stayed longer. "
United States
Steven Wayne
1 Mi to Pickleball & Golf: Home in The Villages

17. Pet-friendly Home w/ Patio in The Villages

Pet-friendly Home w/ Patio in The Villages
3.0 star property
Wildwood
Pet-friendly Home w/ Patio in The Villages

18. Private Pool & Lake Views: Family Home in Oxford

Private Pool & Lake Views: Family Home in Oxford
3.0 star property
The Villages
Private Pool & Lake Views: Family Home in Oxford

19. Sunny Home w/ Golf Cart in The Villages!

Sunny Home w/ Golf Cart in The Villages!
3.0 star property
Winifred
10.0 out of 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."
United States
Anonymous traveller
Sunny Home w/ Golf Cart in The Villages!

20. The Villages Retreat w/ Lanai & Lake Views!

The Villages Retreat w/ Lanai & Lake Views!
3.0 star property
Wildwood
The Villages Retreat w/ Lanai & Lake Views!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sumter County Hotel Reviews

Find out more about Sumter County

Sumter County Cottages information

Number of reviews
83
Accommodation
89 Cottages
Lowest Price
CA $471
Highest Price
CA $474

Explore a world of travel with Expedia