Holiday rentals with outdoor seating 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, 100 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, 108 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.

4.98 out of 5 average rating, 112 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

4.95 out of 5 average rating, 220 reviews

Home in Inverness

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.

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, 113 reviews

Guest house 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.

4.93 out of 5 average rating, 204 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.

4.94 out of 5 average rating, 199 reviews

Guest house 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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Popular amenities for outdoor seating rentals in Sumter County

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House rentals with outdoor seating

5 out of 5 average rating, 36 reviews

Home in Floral City

Waterfront Hideaway

Cori McGooden Rating, 5 stars1 week ago

What a great place. As an airbnb host myself, I’m picky about my stays. Laurie communicated well from the moment we inquired about pets and made sure we had everything we needed for our stay. Even made sure we had access to bikes and kayaks. Beds were comfortable, kitchen was well appointed and the screened back porch was a great place to enjoy a cup of coffee or an afternoon cocktail. At times it was so quiet we could hear the bees buzzing outside the screen. We even enjoyed daily visits from a hummingbird. Huge laundry/storage space gave extra room to store coolers and other bulky travel items. Plenty of towels too. An all around great location. It’s our second time staying in Floral City and there are two places we always stop- Sleepy Hollow (only 1/2 mile away with great shrimp from the food truck- beer, wine and seltzers only) and the Side Bar (downtown Inverness- short drive, full bar, great staff and delicious pizza.) We’ll be back!

5 out of 5 average rating, 33 reviews

Home in Floral City

The Eagle's Nest

ChandlerRating, 5 stars1 month ago

Great little spot on the water if you’re looking for a peaceful weekend. Didn’t catch anything but that’s our luck haha had a great time did see a spotted Gar and even seen a baby gator and one about 4ft long while in the canoe. Would definitely stay again if I came back to the area, clean house and had everything we needed.

4.98 out of 5 average rating, 49 reviews

Home in Webster

Unique Country home in Sumter County, Florida.

TiffanyRating, 5 stars1 month ago

This was one of our very favorite rentals ever! The pictures do not do the home justice. It’s very nicely equipped and decorated. We felt very at home and didn’t want to leave. I could sit on the porch there for hours. And we enjoyed the snacks provided also! Thanks again for a wonderful stay!

4.98 out of 5 average rating, 41 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

DavidRating, 5 stars1 month ago

Really well furnished and kitted out. Golf cart worked great. Nice welcome snacks, coffee and cooking supplies. Decor was very well done. Highly recommend this property and will stay again in the future.

4.95 out of 5 average rating, 126 reviews

Villages-Private Heated Pool-Central Location

RandyRating, 5 stars3 days ago

Gary was fantastic to work with. Very friendly and accommodating. He even sent us some Pepsi and Chips for letting a maintenance man come install a new timer while we were there. We will be back, thanks a lot Gary❤️

Superhost

5 out of 5 average rating, 3 reviews

The Villages, Heated Pool Walk to Sawgrass

MistiRating, 5 stars3 days 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, 17 reviews

DeLuna Dreamhouse

BarbaraRating, 5 stars1 week ago

We enjoyed our stay at DeLuna Dreamhouse. The host started communication before we checked in and made sure we knew what to expect. The pictures do the house justice as the home is as beautiful as listed. The beds are comfortable, linens are clean, and all of the items you need to access the community and the property are provided (garage openers, keys, and gate cards). The host was very responsive of messages during the stay as well. There were also several nice detailed touches that we appreciated such as toiletries, pantry items, many towels and extra linens, plenty of dishes and hygiene items provided. Would recommend this home and consider it for future stays.