Photo by Brian V. Rowe
Cottages in Sumter County
Compare and save
Change your mindBook hotels with free cancellation
Be pickySearch 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
The Villages
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 includedSumterville
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!"
Sandy S.
2. Dog-friendly Duval home with enclosed lanai and private outdoor seating.
Dog-friendly Duval home with enclosed lanai and private outdoor seating.Duval
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 SantiagoSantiago
9.0 out of 10, Wonderful, (7 reviews)
"Nice place."
Bruce H.
4. NEW 3 bedroom cottage home in The Villages minutes to Eastport
NEW 3 bedroom cottage home in The Villages minutes to EastportSumterville
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. "
Gina W.
5. Romantic Escape on Peaceful Mini Farm
Romantic Escape on Peaceful Mini FarmColeman
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!"
Emily H.
6. Walk to Golf & Pool: Pet-friendly Villages Home
Walk to Golf & Pool: Pet-friendly Villages HomeSantiago
10.0 out of 10, Exceptional, (1 review)
7. Home in The Villages w/ Lanai & Private Hot Tub!
Home in The Villages w/ Lanai & Private Hot Tub!Sanibel
8. Dog-friendly Home in The Villages w/ Private Patio
Dog-friendly Home in The Villages w/ Private PatioPennecamp
9. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!Collier
10. The Villages 2BR Vacation Home, Lanai & Golf Cart
The Villages 2BR Vacation Home, Lanai & Golf CartBelvedere
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay!! Nice home, quiet street, and better than staying in a hotel."
Paul
The price is AED 375
AED 1,242 total
includes taxes & fees
24 Nov - 25 Nov
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."
Mike S.
12. Complimentary Golf Cart! Home in The Villages
Complimentary Golf Cart! Home in The VillagesLynnhaven
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!"
Tory
The price is AED 367
AED 1,234 total
includes taxes & fees
1 Dec - 2 Dec
13. Cozy 2-bedroom cottage
Cozy 2-bedroom cottageThe 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. "
Sue H.
15. Great location between Sumter Landing/Spanish Springs. Golf cart included
Great location between Sumter Landing/Spanish Springs. Golf cart includedAlhambra
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay. Great location."
Linda C.
16. 1 Mi to Pickleball & Golf: Home in The Villages
1 Mi to Pickleball & Golf: Home in The VillagesPennecamp
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. "
Steven Wayne
18. Private Pool & Lake Views: Family Home in Oxford
Private Pool & Lake Views: Family Home in OxfordThe Villages
19. Sunny Home w/ Golf Cart in The Villages!
Sunny Home w/ Golf Cart in The Villages!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."
Anonymous traveler
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.
Find vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Sumter County Hotel Reviews
Brownwood Hotel & Spa
10/10 Excellent
Explore a world of travel with Expedia
- Westgate Resorts in Leesburg
- 5 Star Hotels in Sumterville
- Holiday Park Resorts in Leesburg
- Apartments in Mascotte
- Hotel with a Concierge Hotels in Groveland
- Starwood Capital Hotels in Leesburg
- Hilton Hotels in Sumterville
- Cabin Rentals in Leesburg
- Farmstay in Leesburg
- Villas in Sumterville
- Best Western Hotels in Floral City
- Ridge Manor Hotels
- Equity Lifestyle Hotels in Leesburg
- Motels in Brooksville
- Lodges in Leesburg
- Rv Parks in Lake Panasoffkee
- 3 Star Hotels in Leesburg
- Marriott Hotels & Resorts in Okahumpka
- Villas in Inverness
- Wyndham Hotels in Mascotte
- Cabin Rentals in Ridge Manor
- 4 Star Hotels in Lake Panasoffkee
- Villas in Mascotte
- Cabin Rentals in Webster
- Equity Lifestyle Hotels in Groveland
- 4 Star Hotels in Groveland
- Wyndham Hotels in Floral City
- Rv Parks in Mascotte
- Hotels with a Pool in Floral City
- Holiday Park Resorts in Groveland
- Hilton Hotels in Bushnell
- 5 Star Hotels in Lake Panasoffkee
- Motels in Floral City
- Motels in Inverness
- Adventure Hotels in Leesburg
- Condo Rentals in Sumterville
- Motels in Okahumpka
- La Quinta Inn & Suites Hotels in Groveland
- Independent Hotels in Sumterville
- Wyndham Hotels in Leesburg
- Villas in Leesburg
- Resortquest in Groveland
- 4 Star Hotels in Ridge Manor
- Romantic Hotels in Floral City
- 4 Star Hotels in Mascotte
- Chalets in Groveland
- Condo Rentals in Inverness
- Independent Hotels in Ridge Manor
- Hotels with a Pool in Groveland
- 3 Star Hotels in Okahumpka
- Cottages in Brooksville
- Sumterville Hotels
- 3 Star Hotels in Bushnell
- Rv Parks in Brooksville
- Hotels with smoking rooms in Leesburg
- Red Roof Inn Hotels in Leesburg
- Hotels with Free Parking in Floral City
- B&B in Sumterville
- Hotels near Webster Westside Flea Market
- Adventure Hotels in Groveland
- Motels in Mascotte
- Marriott Hotels & Resorts in Bushnell
- Historic Hotels in Leesburg
- Marriott Hotels & Resorts in Webster
- Independent Hotels in Mascotte
- Hilton Hotels in Webster
- Villas in Webster
- Apartments in Inverness
- 4 Star Hotels in Bushnell
- Hotels with Free Parking in Leesburg
- Equity Lifestyle Hotels in Okahumpka
- Hilton Hotels in Ridge Manor
- 4 Star Hotels in Leesburg
- 5 Star Hotels in Groveland
- Boutique Hotels in Leesburg
- Family Hotels in Wildwood
- Best Western Hotels in Webster
- Holiday Park Resorts in Okahumpka
- Villas in Wildwood
- Inverness Hotels
- Cabin Rentals in Brooksville
- Ascott Hotels in Leesburg
- Wyndham Hotels in Inverness
- Adults Only Resorts & in Leesburg
- Equity Lifestyle Hotels in Wildwood
- 5 Star Hotels in Village of Sanibel
- 5 Star Hotels in Mascotte