
House holiday rentals in Sumter County
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Top-rated house rentals in Sumter County
Guests agree: these houses are highly rated for location, cleanliness and more.

Heated Pool & Kayaking House in Lake Panasoffkee
Bring the whole family to this great place with lots of room for fun. Enjoy this stylish house very close to the lake. Create new memories while staying at this beautiful property and all its amenities such as an indoor pool with nature view. Designed play room with pool/hockey air table and so much fun. With lake access from the its yard and 5 minutes from all restaurants and entertainments at Lake Panasoffkee. This fully renovated house will make your trip a unique and unforgettable experience

The Eagle's Nest
Come relax at this unique and tranquil old Florida home in charming Floral City. This 2-bedroom, 2-bathroom vacation rental offers a fully equipped kitchen, a screened-in porch, and a spacious yard. Fish for bass right off dock, canoe down the canal, or just relax around the fire pit. Airboaters, bring your boat and enjoy the Flying Eagle Preserve. Lots of fun trails and many islands to explore. Hommassa Springs & Crystal River only 30 miles away. Withlacoochee Bike trail within a few miles.

Walk to Sumter w/cart - Beautiful Courtyard Villa
We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

Fuel Your Passion, Epic Moto Ranch Factory Ride
Embark on your escape to the Moto Ranch at Croom; an unforgettable off-road & outdoor adventure in the heart of nature. Situated on a serene 5-acre compound inside Croom Motorcycle Area & Withlacoochee State Forest, this is your exclusive gateway to almost endless thrilling motorcycle/ATV trails, outdoor experiences like mountain biking, horseback riding, kayaking, etc. and best of all… endless natural beauty! ☑ Many modern amenities of home ☑ Private access to Croom’s trails ☑ Pets welcomed

The Webster House, a top rated Guest Favorite
Entire private home on 1 acre Three queen bedrooms • Sleeps up to 6 * Known for exceptional cleanliness * Fully equipped kitchen * Dog friendly — No pet fees * Minutes from many of the area's most popular wedding venues and ideal for bridal party staging * Perfect for family visits, business travel, local events, and extended stays * Just a minute from the Webster Public Library, offering ,printing, scanning, and meeting rooms—perfect for business travelers, remote workers * Ample parking

Inverness Home with a View
Relax in a clean, welcoming, home that has been updated. There are 2 fishing poles available for your use. We make sure they are in working condition and well maintained. Shopping, restaurants, and entertainment is close by. Want a beach....35 minute ride to Fort Island Trail Beach and boat ramp. We do allow hypoallergenic small dogs (2 max), non-shedding, 25 lbs. or less, each w/ proof of shot records, please bring a kennel with you. There is a non refundable $25.00 per dog fee.

Quet’s Place | 10-Acre Retreat in Richloam
Escape to the peace and quiet of Old Florida at Quet’s Place, a private 10-acre retreat tucked down a scenic gravel road in historic Richloam. Relax on the front porch with your morning coffee, watch wild turkeys and deer pass by, and unwind in a setting that feels a world away from the noise. Whether you're looking to slow down and enjoy the country or explore nearby attractions, this is the perfect place to relax and recharge.Just about an hour from Florida’s major theme parks.

Cypress Cottage
Handicap accessible. Relax with the whole family at this peaceful place to stay. On a dead end street on a channel that goes out to some lakes in the area. Have a canoe,peddle boat and three bikes included to use during your stay. Little over an hour from Orlando Airport and about the same from Tampa Airport. 30 minute drive to Homosassa Springs that has many attractions. If you see any alligators please do not feed them. They become a nuisance and it’s also against the law.

King Bed, Golf Cart, Small Dogs & Water Filter!
Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

Stunning Waterfront Retreat!
Prime Waterfront Location Between The Villages & Inverness! This 2-bed, 2-bath gem offers over 100 ft of waterfront, vaulted ceilings, granite countertops, and an open layout. The master suite features stunning water views. Enjoy coffee or cocktails on the screened patio or fish from your private dock. A one-car garage and unbeatable location make this the perfect Florida retreat—combining comfort, style, and serene living. Don’t miss this slice of paradise!

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!
3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

Villages-Private Heated Pool-Central Location
Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses
Popular amenities for house rentals in Sumter County
House rentals with a pool

StJohns is a great area for golf, hiking, Kayaking

Pool home on Lake Panasoffkee - Boho Fish Camp

Stylish Villages Getaway

2/2 custom pool home with 4 person gas golf cart

4 Bedroom Dade City Home

FREE Golf Cart + Fabulous Location + Classy Decor!

Pool House Near Eastport and Middleton

Fabulous Courtyard Villa close to Sumter Landing
Weekly house rentals

Private Country Getaway on 20 Acres

Sapphire House - by the Withlacoochee Trail

2 Kings, 1 Queen at Dun Wurken, near everything!

Penguin

Eastport Emerald Escape 2BR Luxury in Well Point

Flipside Rental a beautiful and cozy home.

Waterfront Pool Home- Private road

Heated Pool + GOLF CART - Village of Santiago!
Private house rentals

Honey Dew Point Lake House

Waterfront Hideaway

Bay Breeze Villa Free Golf Cart Close to Eastport

Lovely new home at The Villages

Relaxing Howard Hideaway

The Villages | Heated Pool | Walk to Sawgrass!

Jack & Jill’s clean & cute home on private lot.

Olivia's Oasis
Destinations to explore
- Pet-friendly rentals Sumter County
- Villa rentals Sumter County
- Rentals with lake access Sumter County
- Rentals with pools Sumter County
- Rentals with a kayak Sumter County
- Rentals with a hot tub Sumter County
- Motorhome rentals Sumter County
- Rentals with a firepit Sumter County
- Family-friendly rentals Sumter County
- Rentals with breakfast Sumter County
- House rentals Florida
- House rentals United States
- Walt Disney World Resort
- Orange County Convention Center
- Universal Orlando Resort
- Weeki Wachee Springs
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Rainbow Springs State Park
- Kia Center
- Disney's Animal Kingdom Theme Park
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Old Town
- Tinker Field
- ESPN Wide World of Sports
- Disney's Hollywood Studios
- University of South Florida
- ICON Park
- ChampionsGate Golf Club
- Aquatica





