House holiday rentals in Sumter County

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Popular amenities for Sumter County house rentals

House rentals with a pool

Top Guest favourite
Home in The Villages
4.95 out of 5 average rating, 126 reviews

Villages-Private Heated Pool-Central Location

RandyRating, 5 stars1 week 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❤️
Guest favourite
Home in Lady Lake
4.89 out of 5 average rating, 45 reviews

The Villages, De La Vista West 1762

BradleyRating, 5 stars2 weeks ago
The house was clean and very nice. The location was perfect and the house had all the amenities for my stay. Great communication by Lee!! Would stay again for sure!!!
Top Guest favourite
Home in Inverness
5 out of 5 average rating, 8 reviews

Founder's Lodge at The Cove

VelindaRating, 5 stars2 weeks ago
We spend 4 beautiful days at The Founders Lodge for our friend’s birthday. Tee met us out front and personally gave us a tour of the house. The 2 full master suites are gorgeous! The house is absolutely beautiful with enough room to rest & relax and it was so very clean and comfortable. The wood additions to the house made it so very cozy, that we hope to come back to next year! The pool was just what we needed for the Florida summer days. We grilled out 1 night on the gas grill that was provided by the pool. We ate at The Cove Restaurant for dinner the first night and our meals were very delicious. 3 out of the 4 of us took the Airboat tour and marked it off of our bucket list! How much fun, you have to do it!! We thank Tee for her kindness and even brought my Amazon delivery to our door, what service!!! Thank you :)
Top Guest favourite
Home in Sumterville
5 out of 5 average rating, 12 reviews

The Golfer's Edge

NevineRating, 5 stars1 week ago
The house was beautiful and clean. We are a family of 5 so we loved that our oldest had her privacy in a separate guest room with a king bed. The young two children were so comfortable sharing the double bed rooms. The mattresses and pillows were very comfortable. The floors, bathrooms, and kitchen were all spotless. When I reached out to Rachel, she immediately responded and took care of our needs. We will definitely be back. My husband and my kids loved riding around in the golf cart. It’s something we never experienced before in any of previous stays elsewhere. Overall we had a great experience.
Guest favourite
Home in Wildwood
4.98 out of 5 average rating, 41 reviews

Crabby Cottage 3 w. Golf Cart, near Brownwood!

GregoryRating, 5 stars1 month ago
clean and functional. only stayed there at night. neighborhood was very quiet.
Superhost
Home in The Villages
4.77 out of 5 average rating, 109 reviews

The Brownwood Brassie 3BR 2 Bath w/ Golf Cart

SamRating, 5 stars1 month ago
The home was beautiful ! The golf cart to travel was a great bonus. John was very helpful throughout the booking process even offering dining recommendations once my wife and I arrived. We cannot wait to come back and visit again !
Top Guest favourite
Home in The Villages
5 out of 5 average rating, 21 reviews

Pirates & Parrots - The Villages - w/Golf Car !

AdamRating, 5 stars1 week ago
I almost hate to wrote this because this is a hidden gem in The Villages. When people find out about this house it will always be booked. Pictures don’t do it justice. So cozy. Fantastic pool. Great TV’s. Everything so easy to use. Matt the host was incredibly attentive and truly cared that we had a good stay.
Guest favourite
Home in Inverness
4.95 out of 5 average rating, 162 reviews

Private 40 Acre Waterfront Retreat on Nature Coast

AmandaRating, 5 stars1 day ago
Audrey was amazingly responsive and helpful to all questions we had. The house was exactly as described and had everything we could possibly need. We really enjoyed the pool and game room. There is plenty of space and the property is gorgeous. Some of our family did an airboat ride and they picked us up from the backyard. Couldn't have asked for a better experience. If you want peace and enjoy nature this is the place to be.

Weekly house rentals

Guest favourite
Home in Floral City
5 out of 5 average rating, 34 reviews

The Eagle's Nest

TammyRating, 5 stars2 weeks ago
Barbara was an amazing host! The place was so comfortable and peaceful. We had everything we needed for an amazing stay.
Top Guest favourite
Home in Floral City
5 out of 5 average rating, 36 reviews

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!
Top Guest favourite
Home in The Villages
5 out of 5 average rating, 10 reviews

Hideaway in the Villages

AmandaRating, 5 stars1 month ago
Great atmosphere! We rented a golf cart. It’s like 35 a day or something very nice. Make sure you download the villages app so you can get around golf carts have their own road on tunnels that get you across the highway to Publix to restaurants to gas stations like it’s really unique. All with in 3 miles of your stay and all golf cart assessable. Scott was amazing with communication!
Top Guest favourite
Home in Floral City
5 out of 5 average rating, 23 reviews

Country Getaway

TraceyRating, 5 stars1 month ago
From the moment we walked in to the house to see how immaculate it was, we felt right at home. It was very comfortable. A lot of our time was spent sitting in a large screened in patio looking out at the birds and listening to the wildlife. It was very peaceful and relaxing. The inside was new and professionally done. The coffee bar was equipped with all the fixings. Greta was wonderful to deal with. She answered our questions promptly and made our stay very pleasant. We visit the area frequently during the year and will definitely want to stay here again. Thank you.
Guest favourite
Home in Wildwood
5 out of 5 average rating, 8 reviews

Charming Patio Villa

JoeRating, 5 stars3 weeks ago
Thank you Chad and Lindsay for a wonderful stay. Everything was amazing and the golf cart was a great amenity. We used it to check out the Villages and make trips to the mall that was very close by. Overall great experience!
Superhost
Home in The Villages
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.
Top Guest favourite
Home in The Villages
4.96 out of 5 average rating, 23 reviews

Perfect Home in The Villages!

VictoriaRating, 5 stars5 months ago
Scott’s place was extremely clean and had everything we needed. The only thing I could say was there was not a table to seat 4 people or a coffee table so meals/games called for a little creativity. The advantage of that was the home felt super open. I would definitely book here again. It was a wonderful stay.
Guest favourite
Home in Dade City
4.93 out of 5 average rating, 45 reviews

Tranquility Treasures

Jaimie LynnRating, 5 stars1 month ago
I have stayed in a lot of Airbnb’s, and this is as BY FAR the cleanest one yet! Virginia was very quick to always respond and very kind. The house had everything we needed for a girls getaway. We really enjoyed downstairs outside. The home was cozy and we loved all of the positive sayings on the decor. We really enjoyed our stay!!! We would be happy to stay again in the future :)

Private house rentals

Top Guest favourite
Home in The Villages
5 out of 5 average rating, 23 reviews

You’ve Arrived! Stunning Home in the Villages!

LindaRating, 5 stars1 month ago
We enjoyed our stay at Jason’s Villa. It was clean and very well maintained. Bed was comfortable, and the Villa had everything we needed. It was easy to get around the area and was a perfect location. We would definitely stay here again! Thank you Jason
Superhost
Home in Bushnell
5 out of 5 average rating, 4 reviews

GGs Cottage

TheaRating, 5 stars6 months ago
If you are looking for quaint, quiet getaway, this is your place! It’s cozy and the stars at night are beautiful! The neighbors are friendly and the local restaurant, Riverside, has tasty food and live music. It is near the River, so there is kayaking, hiking, fishing and biking nearby for those adventurous travelers as well!
Top Guest favourite
Home in The Villages
4.91 out of 5 average rating, 70 reviews

Villa la Bella

TerryRating, 5 stars1 week ago
We can’t say enough great things about this villa and our host Eric. He was available to answer questions throughout our stay and gave great information before we arrived. Extremely helpful guide❤️ We would very much recommend this villa and the villages as a destination. So much fun. Such great people.
Guest favourite
Home in The Villages
5 out of 5 average rating, 16 reviews

Heated Pool, Dog Friendly, Golf Cart Included

MichelRating, 5 stars2 months ago
Cosy setting, the bar feature is a nice add on. Pool and hot tub setting really nice especially at night with the hung lighting. Hosts very responsive and helpful.
Guest favourite
Home in The Villages
4.98 out of 5 average rating, 42 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

DianeRating, 5 stars1 month ago
Great location. House was warm & inviting. Rick was a pleasure to deal with. Very responsive to any messages or concerns. We had a great week & hope to stay again.
Guest favourite
Home in The Villages
4.94 out of 5 average rating, 18 reviews

The Sandpiper Villa

AprilRating, 5 stars2 weeks ago
Sandpiper is a beautiful home away from home. We visited the Villages to attend my father’s 85th Birthday celebration and party. The Sandpiper is beautifully decorated and the coffee station was so convenient and needed for all the family activities leading up to the party. This two bedroom property was spacious for the 6 of us and very convenient to get to the squares like Saltgrass and Brownwood and grocery stores like Publix. And once Eastport opens you’ll be right there in minutes. The manager owners were extremely helpful and responsive to any questions we had. Would highly recommend Sandpiper to anyone visiting the Villages.
Guest favourite
Home in The Villages
4.91 out of 5 average rating, 43 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

JenniferRating, 5 stars1 week ago
Lori’s place is lovely. Spacious, very clean, great location. Lots of basics (!toilet paper , paper towels, spices, aluminum and plastic wrap, garbage bags) so you don’t have to worry about getting it yourself. In the middle of everything. Very quiet and peaceful neighborhood. No problems at check in. Very easy. I would recommend and would definitely stay here again.
Top Guest favourite
Home in Lady Lake
5 out of 5 average rating, 14 reviews

Welcome to the Villages

DonRating, 5 stars1 month ago
Very comfortable house with everything you can use to make it a home.

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