Best Vacation Homes in Sumter County
House
10.0(72 Reviews)
2 Bedrooms
2 Baths
4 Guests
Hot Tub
Fireplace/Heating
Pool
Balcony/Terrace
AU $211/Night
7 Nights - AU $1,480
House
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1248.61 ft²
- Balcony/Terrace
Pet Friendly
Parking
Internet
AU $193/Night
7 Nights - AU $1,353
Cottage
10.0(5 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
AU $518/Night
7 Nights - AU $3,623
Cottage
10.0(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
1192 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
AU $275/Night
7 Nights - AU $1,922
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1926.74 ft²
- Pet Friendly
- Parking
- Internet
Child Friendly
AU $394/Night
7 Nights - AU $2,757
House
10.0(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
1600 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $219/Night
7 Nights - AU $1,532
House
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
1248 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $278/Night
7 Nights - AU $1,947
House
10.0(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
AU $234/Night
7 Nights - AU $1,635
Sumter County Luxury Rentals
House
2 Bedrooms
2 Baths
6 Guests
2045.14 ft²
- Fireplace/Heating
- Pool
View- Pet Friendly
AU $1,389/Night
7 Nights - AU $9,722
House
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
AU $1,182/Night
7 Nights - AU $8,273
House
3 Bedrooms
2 Baths
6 Guests
2754 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
AU $992/Night
7 Nights - AU $6,945
House
10.0(19 Reviews)
5 Bedrooms
5 Baths
10 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
AU $948/Night
7 Nights - AU $6,635
House
9.8(15 Reviews)
4 Bedrooms
3 Baths
8 Guests
30451 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $926/Night
7 Nights - AU $6,481
House
2 Bedrooms
2 Baths
6 Guests
1230 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $868/Night
7 Nights - AU $6,075
House
9.8(8 Reviews)
3 Bedrooms
3 Baths
6 Guests
1928 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $812/Night
7 Nights - AU $5,685
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
AU $757/Night
7 Nights - AU $5,300
Sumter County Pet Friendly Vacation Rentals
Villa
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1040 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
AU $261/Night
7 Nights - AU $1,827
Villa
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1151.74 ft²
- View
- Pet Friendly
- Parking
- Air Conditioner
AU $298/Night
7 Nights - AU $2,086
Cottage
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $553/Night
7 Nights - AU $3,867
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
AU $193/Night
7 Nights - AU $1,350
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1517.71 ft²
- Pet Friendly
- Parking
- Internet
- Child Friendly
AU $193/Night
7 Nights - AU $1,353
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Internet
AU $267/Night
7 Nights - AU $1,868
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1300 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $138/Night
7 Nights - AU $969
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1576 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
AU $282/Night
7 Nights - AU $1,977
Sumter County Large Vacation Homes
Villa
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $258/Night
7 Nights - AU $1,809
Villa
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1388.54 ft²
- Fireplace/Heating
- Pool
- View
- Air Conditioner
AU $228/Night
7 Nights - AU $1,595
Villa
10.0(1 Review)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
AU $145/Night
7 Nights - AU $1,015
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1182 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
AU $199/Night
7 Nights - AU $1,392
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1087.15 ft²
- Fireplace/Heating
- Pool
- View
- Parking
AU $435/Night
7 Nights - AU $3,047
New
Villa
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
AU $249/Night
7 Nights - AU $1,741
Villa
10.0(105 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $183/Night
7 Nights - AU $1,283
Villa
10.0(79 Reviews)
2 Bedrooms
2 Baths
4 Guests
1110 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $202/Night
7 Nights - AU $1,415
Why Choose Rent By Owner for your Sumter County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Sumter County
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as seasonal variations in this destination influence the climate and activities available throughout the year.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences warm and inviting weather, making it ideal for enjoying outdoor activities and exploring local attractions in this popular destination.
Average Temperature Daytime: around 80°F - Nighttime: around 60°F
Winter (December to February)
Winter months offer mild temperatures, providing a comfortable setting for those seeking a escape from colder regions while still experiencing the region’s scenic beauty.
Average Temperature Daytime: around 70°F - Nighttime: around 50°F
Off-Season Highlights
Summer (June to August)
The summer months tend to be hotter and more humid, which can be perfect if you enjoy sunny days and outdoor water activities in this warm-weather destination.
Average Temperature Daytime: around 90°F - Nighttime: around 70°F
Fall (September to November)
In fall, the temperature drops slightly, and fewer visitors make it an excellent time to find quieter vacation rentals while enjoying the changing scenery of the region.
Average Temperature Daytime: around 75°F - Nighttime: around 55°F
Weekly Weather Forecast for Sumter County
How to Book Your Sumter County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Sumter County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private pool to relax and unwind during your stay in this destination’s outdoor setting.
- Take advantage of spacious outdoor patios or decks perfect for dining or entertaining in the region’s pleasant climate.
- Make use of well-maintained barbecue grills to host outdoor cookouts with family and friends.
- Benefit from lush, landscaped yards that offer a peaceful environment for outdoor activities.
- Explore dedicated outdoor dining areas designed for enjoying meals in the fresh air.
- Utilize outdoor fire pits or fireplaces to gather around during cool evenings in the area.
- Access screened-in porches or lanais to enjoy the outdoors while staying protected from insects and weather elements.
Top Attractions Around Sumter County
What attractions are nearby?
In this region, you can enjoy a variety of outdoor activities such as golfing, birdwatching, and nature excursions, making your stay in the area both relaxing and adventurous.
Family Activities
- Sheriff’s Museum & Old Jail: Discover local history through interactive exhibits and a guided tour at this family-friendly museum in the region.
- Feld Entertainment’s Lifestyle Show: Enjoy entertaining performances and engaging activities suitable for all ages, showcasing the area’s vibrant entertainment scene.
- Lake Sumter Landing Market Square: Experience outdoor shopping, live music, and family-friendly events in this lively town square setting within the destination.
- Wildwood Community Park: Relish outdoor fun with playgrounds, walking trails, and picnic areas perfect for family outings in the area.
Adult Activities
- Golfing at a Premier Course: Enjoy a round of golf on one of the area's renowned courses, offering scenic views and challenging play perfect for enthusiasts visiting here.
- Exploring Nature Trails: Discover the region's lush nature trails, ideal for hiking or biking, providing a peaceful retreat in this destination’s natural landscape.
- Attending Local Events and Festivals: Immerse yourself in vibrant local culture by participating in seasonal festivals and community events held throughout the year.
- Visiting Historic Sites: Step back into history by exploring notable historic landmarks that showcase the area's rich heritage and charming architecture.
Other Places to Stay in Sumter County, FL
Bonnybrook
Santiago
Collier
The Villages
Wildwood
Bushnell
Lake Deaton
Santo Domingo
Lynnhaven
Virginia Trace
Liberty Park
Sumter County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Discover the area’s hidden gems and popular spots to enhance your overall experience during your stay in this destination.
- Plan Outdoor Activities: Take advantage of the region’s beautiful natural scenery by engaging in outdoor pursuits like hiking, biking, or relaxing in scenic parks.
- Choose the Right Vacation Rental: Select accommodations that are conveniently located to key attractions and offer amenities tailored to your needs for a comfortable stay here.
- Experience the Local Cuisine: Immerse yourself in the regional flavors by trying local restaurants or preparing meals using fresh ingredients from nearby markets.
Transportation Options
- Sumter County Airport (SQR): You can conveniently reach this region via its local airport, which offers essential flights for travelers seeking quick access to the area.
- Rental Cars: Several rental car companies operate here, providing flexible transportation options to explore the region at your own pace.
- Public Transit Services: Local bus services are available to help you navigate this destination without the need for a personal vehicle.
- Taxi and Ride-Sharing: Taxis and ride-sharing apps like Uber or Lyft offer reliable and on-demand transportation throughout the region for added convenience.
Local Customs Options
- Gator Sunday: Participating in Gator Sunday reflects the local community’s respect for their native wildlife, especially here in the region where alligators are a common sight.
- Southern Hospitality: Expect warm welcomes and friendly interactions, embodying the well-known southern hospitality that is a hallmark of this destination.
- Horseback Riding Traditions: Engaging in horseback riding activities showcases the area's equestrian heritage, often celebrated in local events and gatherings.
- Farmers' Market Etiquette: Visiting the local farmers' markets involves respecting local customs around fresh produce and handcrafted goods, which are integral to the region’s culture.
Frequently Asked Questions About Sumter County?
1. What are the top vacation rentals in Sumter County?
There are a lot of options in Sumter County. If you plan on staying in the Sumter County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sumter County:
- May 16–23 PreMemorial Day Getaway: Golf-Front Home, Solar Pool, Free Cart & WiFi
- Our Village Gem-Dog Friendly-Cozy & Peaceful-Walk to Sumter Square
- Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.
- Walk to Lake Sumter Landing! Our Village Gem - 10 Star - w/Golf Cart
- Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!
- Hot Tub House Escape – 3BR in The Villages at Special Rates
- Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
- Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
- Charming 3/2 Virginia Trace Villa, next to Lake Sumter Landing, with golf cart
- Walk to Lake Sumter Landing! Golf cart included!
2. How many vacation rentals have private pools in Sumter County?
There are 118 vacation rentals with private pools near Sumter County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sumter County are best for families?
If you are looking for a family-friendly vacation home in Sumter County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sumter County:
4. How many Rentbyowner vacation rentals are available in Sumter County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 2204 in the Sumter County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sumter County.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the terms and any potential fees involved.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or security deposits are often specified in the listing. It’s recommended to read the listing description carefully or reach out to the owner for clarification.
7. How do I ensure my booking is secure and reliable?
Booking through a trusted platform offers secure payment options and verified listings. Always confirm the property's reviews and communicate through the platform's messaging system for added safety.
8. Can I modify or cancel my reservation if my plans change?
Flexibility depends on the individual property’s cancellation policy. To modify or cancel your reservation, review the terms outlined in the listing or contact the owner directly for assistance.
9. What amenities and features are typically included in vacation rentals here?
Amenities vary but often include essentials like Wi-Fi, fully equipped kitchens, and parking. Specific features are detailed in each listing, so it’s best to review the property description before booking.
Sumter County Top Rated Vacation Rentals
House
10.0(223 Reviews)
3 Bedrooms
3 Baths
6 Guests
2300 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
AU $367/Night
7 Nights - AU $2,569
House
10.0(124 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
AU $206/Night
7 Nights - AU $1,440
House
10.0(123 Reviews)
3 Bedrooms
2 Baths
4 Guests
1962 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $196/Night
7 Nights - AU $1,371
House
10.0(121 Reviews)
2 Bedrooms
2 Baths
6 Guests
1278 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
AU $210/Night
7 Nights - AU $1,472
House
10.0(117 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
AU $158/Night
7 Nights - AU $1,106
House
10.0(113 Reviews)
3 Bedrooms
2 Baths
8 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
AU $238/Night
7 Nights - AU $1,666
House
10.0(105 Reviews)
2 Bedrooms
2 Baths
4 Guests
1686 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
AU $336/Night
7 Nights - AU $2,348
Villa
10.0(92 Reviews)
3 Bedrooms
2 Baths
6 Guests
1402 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $181/Night
7 Nights - AU $1,270
