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

Search Holiday Rentals in Sumter County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Sumter County Accommodation: Most Popular Cities to Stay

A lighthouse silhouetted against a sunset over a body of water.
Holiday RentalsHoliday Rentals

The Villages

The Villages

Our top choices for Sumter County holiday rentals

House (3 Bedrooms) | Interior

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is 3.878.340 ₫
9.809.580 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
House (1 Bedroom) | Interior

2. Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
The price is 2.541.885 ₫
6.664.456 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
Property amenity

3. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (576 reviews)
"First time experience. The stay was pretty good."
United States
Anquanice
The price is 2.806.556 ₫
3.686.309 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Front of property

4. stayAPT Suites Ocala

stayAPT Suites Ocala
4.0 star property
Ocala
9.0 out of 10, Wonderful, (149 reviews)
"Good clean hotel"
United States
Alex
The price is 2.987.370 ₫
3.330.918 ₫ total
includes taxes & fees
11 Aug - 12 Aug
stayAPT Suites Ocala
Lobby

5. Everhome Suites Ocala I-75 North

Everhome Suites Ocala I-75 North
3.0 star property
Ocala
8.8 out of 10, Excellent, (266 reviews)
"Great comfortable stay"
United States
Kayla
The price is 1.871.037 ₫
2.086.206 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Everhome Suites Ocala I-75 North
Apartment, 3 Bedrooms, Ground Floor | Interior

6. Bahama Bay Resort

Bahama Bay Resort
3.5 star property
Bahama Bay
8.6 out of 10, Excellent, (2,099 reviews)
"This trip was our third time visiting. Love the location and it is very peaceful here."
United States
Teresa
The price is 2.515.680 ₫
8.938.097 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Bahama Bay Resort
Lake

7. Bahama Bay 515 Rum run unit 515

Bahama Bay 515 Rum run unit 515
2.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"The apartment is very nice, closed to Disney World resort, while in a quiet community."
United States
Joyce
The price is 2.725.320 ₫
6.983.109 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Bahama Bay 515 Rum run unit 515
Front of property – evening/night

8. Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (77 reviews)
"Nice accommodation"
United States
Noel
The price is 9.155.974 ₫
10.163.131 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Siena at Bella Collina
Villa, Multiple Bedrooms | Pool | A heated pool

9. Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa

Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa
3.0 star property
Davenport
The price is 6.203.510 ₫
30.323.714 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa
House | 3 bedrooms

10. Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is 3.220.173 ₫
11.531.757 ₫ total
includes taxes & fees
14 Aug - 15 Aug
Bahama Bay Resort - Grand Bahama Penthouse
Apartment (3 Bedrooms) | Interior

11. Vista Grande - Resort&spa - 15 Min to Disney!

Vista Grande - Resort&spa - 15 Min to Disney!
3.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (2 reviews)
"Condo was clean and comfortable, location and amenities were nice. "
United States
Jessica
The price is 1.719.048 ₫
8.049.442 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Vista Grande - Resort&spa - 15 Min to Disney!
MANATEE APARTMENT | Private kitchen | Full-sized fridge, microwave, oven, stovetop

12. Three Sisters Cottages

Three Sisters Cottages
4.0 star property
Crystal River
9.4 out of 10, Exceptional, (6 reviews)
"Cutest place"
United States
JARED
The price is 5.188.590 ₫
5.759.335 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Three Sisters Cottages
Villa (3 Bedrooms) | Interior

13. Upstay-luxury 3BR Home w Private Pool & Games Room

Upstay-luxury 3BR Home w Private Pool & Games Room
3.5 star property
Clermont
The price is 3.773.520 ₫
8.522.652 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Upstay-luxury 3BR Home w Private Pool & Games Room
Cabin, 1 Bedroom, Smoking, Garden View | Property entrance

14. Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
2.0 star property
Homosassa
9.0 out of 10, Wonderful, (12 reviews)
"Wonderful stay! Bed was SO comfortable and we LOVED the horses/dogs. Thank you!"
United States
Amy
The price is 2.434.707 ₫
3.040.567 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Pleasant Days Lodging Southwest Cottage
House (1 Bedroom) | Interior

15. Fish & Float Lakeside! Hernando Cabin

Fish & Float Lakeside! Hernando Cabin
3.0 star property
Hernando
10.0 out of 10, Exceptional, (1 review)
"Our stay was fantastic. The property was clean, grass was well maintained, and everything was as described or shown in the photos. Jonathan, the property manager, was very quick with answering any questions we had arise. The pool was clean and very refreshing in the crazy Florida heat. The view of the lake was very peaceful and relaxing."
United States
Alicia
The price is 3.930.750 ₫
6.142.452 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Fish & Float Lakeside! Hernando Cabin
55-inch Smart TV with digital channels, Netflix, Hulu

16. Renovated 4BR Villa with Private Pool

Renovated 4BR Villa with Private Pool
3.5 star property
Tuscan Ridge
"The house is absolutely gorgeous with all of the new renovations that have been done. There were plenty of towels both bath and swim for our family which was so appreciated. A cute coffee bar was set up on the counter which was very welcoming. Communication with the hosts was easy and responsive. We would absolutely return to this home for a future trip."
United States
Charley
Renovated 4BR Villa with Private Pool
Flat-screen TV

17. Lake Side Retreat

Lake Side Retreat
3.0 star property
Inverness
6.0 out of 10, (1 review)
"The property was clean but in poor condition. A lot of things were broken. A warning...the kichen is upstairs by way of a narrow winding staircase. The view was pretty and the area was very quiet. "
United States
Elizabeth
The price is 4.386.717 ₫
9.717.180 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Lake Side Retreat
Interior

18. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.5 star property
Dade City
The price is 15.350.103 ₫
31.837.566 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Executive 5 Bedroom Pool Home, Dade City!
Townhome, 3 Bedrooms | Pool | Outdoor pool

19. Fully Themed Harry Potter Getaway Close Disney 3 Bedroom Townhouse

Fully Themed Harry Potter Getaway Close Disney 3 Bedroom Townhouse
3.0 star property
Regal Palms
The price is 5.625.951 ₫
11.007.628 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Fully Themed Harry Potter Getaway Close Disney 3 Bedroom Townhouse
House | 4 bedrooms, Internet

20. Spacious Family Home Near Disney With Parking

Spacious Family Home Near Disney With Parking
2.0 star property
Regal Palms
The price is 2.238.000 ₫
8.330.988 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Spacious Family Home Near Disney With Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sumter County Hotel Reviews

The Waterfront Inn

The Waterfront Inn

10/10 Excellent
"We enjoyed our short stay. Everyone we ran into was very helpful and courteous."
Jennifer 3-night trip
Posted 2 hours ago
The Waterfront Inn