Villa holiday rentals in Sumter County

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Sumter County

Private villa rentals

Top guest favourite
Villa in The Villages
5 out of 5 average rating, 32 reviews

Lovely Patio Villa w/ King Suite. Prime location!

MichelineRating, 5 stars1 week ago
The 2 bedroom home was perfect for myself and my daughter visiting my mom who lives in The Villages. Perfect location, was surprised by the welcoming basket and the goodie tray in bedrooms. Such a Great Treat. The golf cart worked perfect its for 2 people. House was very well organized and spacious and clean. Would for sure plan to stay again at this home. Thank You
Villa in Wildwood
5 out of 5 average rating, 4 reviews

Beautiful Upgraded Patio Villa in The Villages

RickyRating, 5 stars8 months ago
This was our first stay at an Airbnb. Michael's place more than met our expectations. The beds were extremely comfortable, and the house was very clean and well maintained. We arrived a couple of days before Hurricane Milton and ended up leaving early, not knowing what to expect during the hurricane. We were not able to get out due to all of the rain and activities that were closed or cancelled. We are planning on moving to the Villages in 2025 and would stay here again if available.
Top guest favourite
Villa in The Villages
4.97 out of 5 average rating, 75 reviews

When Quality & Location Matter

DebraRating, 5 stars4 months ago
The place was spotless and a great location ! The customer service and communication was excellent!!! Deb
Villa in Okahumpka
5 out of 5 average rating, 4 reviews

Lucky Seahorse Villa

AdamRating, 5 stars5 days ago
It was a pleasure to stay at this property while visiting family in the Villages. It’s in a great location, close to Magnolia and Brownwood, Middleton and soon to be close to Eastport. The pool is close and relaxing. Appreciated coffee and the paper on the Linai, and relaxing on the king size bed.
Guest favourite
Villa in Dade City
4.93 out of 5 average rating, 29 reviews

Golf Villa at Lake Jovita Golf & County Club

DianeRating, 5 stars3 months ago
The villa was just as listed and so well stocked with supplies for our stay. Ryan and Melissa were timely and helpful for the rare situations that we needed to contact them. What a beautiful and peaceful setting!
Guest favourite
Villa in Lady Lake
5 out of 5 average rating, 16 reviews

Heated Pool Golf Cart Dog Friendly in The Villages

StanRating, 5 stars1 month ago
This is a highly recommended place to stay. The location to Spanish Springs and Lake Sumter is excellent. This house was nicely decorated, updated and very clean. Newer lithium electric golf cart is fantastic. I have nothing but positive things to say about Susan and our stay at Vida Rosa.
Superhost
Villa in The Villages
5 out of 5 average rating, 20 reviews

Hill Street Haus

EdgarRating, 5 stars9 months ago
Thank you Mike for an incredible stay and great experience! One of the best we have ever had, and one of the most beautifully designed and color-coordinated villas we have been in with Airbnb. Mike's villa is in a well-maintained quiet-gated community, and we felt very safe and welcomed from the moment we arrived. The physical space is spotless, spacious, comfortable and had everything needed and more including having available for use an awesome Sonos sound system. Our Superhost, Mike, was incredibly generous with his time and suggestions. You can tell he truly enjoys hosting. He has created a quiet oasis to use as a base to explore The Villages. This unique villa is artistic beyond description. It has been lovingly restored by Mike and filled with his choice of art/furniture collection all for his guests enjoyment. Loved the atmosphere of the neighborhood and meeting some of our new friendly neighbors during our stay. Our host was warm, engaging, and we would definitely stay again!
Guest favourite
Villa in The Villages
5 out of 5 average rating, 7 reviews

New Ultra Clean Patio Villa. Great location!

ChrisRating, 5 stars12 months ago
Excellent stay in the Villages. Local to many restaurants as well as nearby towns. House was super clean. House came stocked with necessities which cannot be said of all local rentals. John was proactive with communications as well as questions when needed. We will most definitely look for John and his listings when in the area again.

Villa rentals with a pool

Superhost
Villa in The Villages
4.79 out of 5 average rating, 33 reviews

The Villages - Patio Villa near Brownwood Sq.

MichaelRating, 5 stars2 months ago
This is Mike's wife. We stayed at Scott's house for 30 nights. It is very well stocked, especially the kitchen! One of the reasons that we rented it is because it has a recliner and I have a bad hip, so all I needed to do after riding in the car 3 1/2 days from Minnesota was to sit with my leg elevated, but the recliner was broken. The pics show 4 dining room chairs but there are only 3, which didn't matter to us as it was just the two of us, also the carpets in the bedrooms are dirty, especially in the doorway of the master. Scott is a very responsive host, always answered us back!
Superhost
Villa in The Villages
4.9 out of 5 average rating, 20 reviews

Beautiful villa near Sumter Landing w/ Golf Cart

ChrisRating, 5 stars14 months ago
What a great find for us when we booked Lisa’s place. The villa was fully equipped with everything that we needed. It was cleaner than clean. We couldn’t have asked for more. There was an electric golf cart for our use. Which was really an added bonus when visiting the villages. Typically we would have gas to rent one or borrow one from one of our friends. BONUS FOR SURE! Thank you Lisa!!!!! During our stay the clothes dryer went out when we were there and Lisa went the extra mile to have a new dryer installed in just 4 days. The technicians explained the dryers functionality and were extremely informative and nice. We considered Lisa’s response above and beyond and would highly recommend renting from her in the future. We will be back for sure. If Airbnb had a 10+++ I would give it to her and her place. Randy and Chris Gibson
Guest favourite
Villa in The Villages
4.95 out of 5 average rating, 22 reviews

Better Than A 5 Star HOTEL IN The Villages

AnthonyRating, 5 stars3 weeks ago
Steven was a wonderful host. The property was as advertised and filled all of our needs. Everything was very clean. Nice location if you’re planning on visiting The Villages.
Top guest favourite
Villa in Lady Lake
5 out of 5 average rating, 13 reviews

Heart of The Villages

Jhoan MRating, 5 stars1 month ago
Highly recommend this place. It is a beautiful quiet neighborhood. The price is very reasonable. The host is amazing always kept in touch with me and responded very quick to any questions that I had overall five star highly highly recommended
Guest favourite
Villa in The Villages
4.85 out of 5 average rating, 234 reviews

Perfect "get-away" home for a couple or family!

LoraineRating, 5 stars2 days ago
Clean comfortable home. Very family friendly. More kids stuff than expected… ex.. stroller, puddle jumper. Very much feeling of home. Would highly recommend. Thank you Jennifer
Guest favourite
Villa in The Villages
4.87 out of 5 average rating, 82 reviews

The Haven

GaryRating, 5 stars3 months ago
Good communications. Convenience to Sawgrass and everything it offered. Comfortable beds, clean all around, quiet neighborhood. Just right. Thanks
Top guest favourite
Villa in The Villages
5 out of 5 average rating, 8 reviews

Golf Front and Water view 3 Bedroom Villa

CieloRating, 5 stars6 months ago
The house is very beautiful and homey. The owners thoroughly anticipated what vistors need to feel comfortable and safe.
Top guest favourite
Villa in The Villages
4.96 out of 5 average rating, 56 reviews

Haven Patio Villa located in Chitty Chatty

KarenRating, 5 stars4 weeks ago
Erin was a Great Host! Home had everything you need and was immaculate. Location is perfect, close golf cart or car ride to all squares, restaurants, and one minute walk to pool. Erin was very responsive with any questions we had.

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