Holiday houses in Sumter County

4.94 out of 5 average rating, 126 reviews

Holiday home in Bushnell

Withlacoochee River House on the main channel

Located on the main channel of the Withlacoochee River across from the State Forest, this home offers relaxation and recreation. The home is equipped with canoes & kayaks to launch from the backyard, and bikes to enjoy the 40+ miles of paved and mountain bike trails. Come home to relax by the fireplace and enjoy the river view, hang out and fish from the river bank, lie out back in a couple hammocks, or fire up the grill. This home is a great vacation getaway for couples, families, & friends!

4.96 out of 5 average rating, 166 reviews

Home in Floral City

Latitude 28 a little Patch of Paradise!

"Latitude 28" in Floral City is a spacious 2 BR/2BA Mobile Home. Once inside you'll find semi-open living concept with split bedrooms; Ciozy bedding wi/Queen Pillowtop & ensuite bath in MBR, GBR offers Full gel-foam topper. Living area has unique design elements from a local artisan. Amenities include 40" Smart TV, Wi-Fi, fully equipped eat-in Kitchen w/Keurig. Large Sun Room overlooking the expansive lawn great for Birdwatching and located just .07 miles from Trail for Cycling Enthusiasts!

4.95 out of 5 average rating, 102 reviews

Cottage in Inverness

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

4.97 out of 5 average rating, 109 reviews

Home in Brooksville

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

4.97 out of 5 average rating, 132 reviews

Cabin in Floral City

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

4.88 out of 5 average rating, 150 reviews

Cottage in Brooksville

Spotted Dance Ranch

Spotted Dance Ranch is a small guest ranch and horse breeding facility that has been hosting guests since 2014. Come stay in our cozy Cowboy Cottage located on the beautiful ranch grounds, and enjoy the peace and quiet of the ranch located adjacent to the Croom Tract of the Withlacoochee State Forest! Bring your horse if you have one; otherwise, many other outdoor activities and attractions are available nearby, or just relax! We are conveniently located outside Brooksville, FL near I-75.

4.97 out of 5 average rating, 154 reviews

Cottage in Coleman

Peaceful Cottage Mini Farm/Garden Near Villages

Perfect Getaway! Enjoy our clean, peaceful, chic tiny farmhouse located on our 1.5 acre homestead. This is the perfect location as we are 5 minutes from I75 and Florida Turnpike. We are 10 minutes from LIVE Music, Restaurants and more in the Brownwood Town Square. We offer free parking for 2 vehicles and welcome well behaved dogs. (Please let me know if you are bringing your furry friend) Looking forward to hosting you! 1 h. from Orlando/Disney & Tampa/Busch Gardens 25 m. Leesburg Hospital

4.92 out of 5 average rating, 332 reviews

Farm stay in Dade City

Duck Haven - Wildlife Sanctuary - 5 miles to I75

Have you ever wanted the opportunity to feed an egg to a fox? Or feed a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife sanctuary here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway

4.88 out of 5 average rating, 114 reviews

Guesthouse in Inverness

Tranquil guest home with beautiful salt water pool

Our tranquil getaway! Whether on vacation or traveling for work, this is the place to stay! With a beautiful pool and gigantic screened in area with comfortable patio furniture and a place to have your meals outside, you can't beat our guest house for enjoying Florida's weather. Inside, we have just added a stunningly comfortable new Queen sized bed with a "Purple" mattress on an adjustable frame. We have hi speed wi-fi and a large screen TV with Amazon Prime, Netflix, and more.

4.96 out of 5 average rating, 327 reviews

Bungalow in Inverness

The Cove Point House

Escape to this beautiful retreat surrounded by picturesque ferns on beautiful Lake Henderson. Relax on a screened in porch in one of the most utilized rentals around! Our piece of paradise offers a private dock with stunning views of the sunset and scenic native plants. Lounge on the back deck and grill your favorite meal. Be wonderstruck by personalized touches, customized light fixtures and knotty pine ceilings. Bring the family as the second bedroom offers two twin sized beds!

4.93 out of 5 average rating, 205 reviews

Cottage in Floral City

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

4.95 out of 5 average rating, 200 reviews

Guesthouse in Dade City

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

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Other great holiday rentals in Sumter County

5 out of 5 average rating, 10 reviews

Little Paradise in the Villages - with Golf Cart

TimothyRating, 5 stars2 months ago

We enjoyed our two week stay very much. The home had all the necessary basics, was very clean, and comfortable. The hosts were very responsive. We had a minor issue and they had someone there within ten minutes to resolve it! Having the golf cart included is a plus. We navigatigated our travels through The Villages quite comfortably the majority of the two weeks using the cart rather than the car. There is a pool quite close to the home and the home is also located pretty close to Brownwood Square. We would highly recommend this property.

Superhost

Home in Brooksville

4.8 out of 5 average rating, 93 reviews

Family Home in Brooksville FL

AlexRating, 5 stars1 month ago

We stayed here on a trip to Croom motorcycle area. The location was ideal, the beds were comfy, and the garage was spacious. We will try to stay here again next time we come up!

4.98 out of 5 average rating, 45 reviews

Cabin in Center Hill

Woodsy cabin close to major theme parks

FaithRating, 5 stars4 weeks ago

I am very happy I found this gem of a cabin. Barbara is a fantastic host who baked muffins for us upon check-in, which were absolutely delicious. The cabin is the perfect place for two, everything you may have forgotten at home is absolutely here. We genuinely enjoyed our visit and the time spent here, and would absolutely no hesitation rebook in a beat. Barbara was very good to us and we appreciate you!! You made my partner and I’s anniversary getaway something special. Thank you again 😊

Superhost

5 out of 5 average rating, 4 reviews

By Eastport and near Middleton/Sawgrass with Cart

NatalieRating, 5 stars3 weeks ago

If you’re looking for a cute little home in a very well maintained and quiet neighborhood, then this is perfect for you. Incredibly detailed instructions, local recommendations provided and very responsive hosts. Also, squeaky clean home. It honestly felt like a new build that not a single person had ever stayed at (yes, it’s THAT clean)!! I would 100% stay here again if in the area.

4.94 out of 5 average rating, 35 reviews

The Sunshine Retreat with Golf Car

MikeRating, 5 stars1 week ago

Great home and great hosts. Highly recommend!

Superhost

5 out of 5 average rating, 4 reviews

The Villages, Heated Pool Walk to Sawgrass

MistiRating, 5 stars1 week ago

I can’t say enough about this place or the host!! It was way more than I ever expected. We were able to check in sooner than the original check in time. Dave was awesome with communication and periodically checked in to make sure everything was going good throughout our stay. Everything was well stocked in the house from the kitchen (including spices and other little stuff that you would normally have to run out and buy to make a meal) to the bathrooms. There is everything you would need for the pool also. Dave even thought about your furry friends by providing leashes/bowls and treats. The house was immaculate! All you needed to do was literally pack your bags. Thanks for a great stay. We hope to return to the villages in the winter time!

5 out of 5 average rating, 33 reviews

Moultrie Creek Retreat with Golf Cart!

JulieRating, 5 stars1 day ago

The house was perfect for us! I traveled with my husband and 3 kids to visit my parents. The house was clean, well appointed and comfortable. We used the golf cart daily to get to the pool and really enjoyed the poker table!