House holiday rentals in Leesburg

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Popular amenities for house rentals in Leesburg

House rentals with a pool

Top guest favourite
Home in Mount Dora
4.99 out of 5 average rating, 129 reviews

Mount Dora, FL Private Corner Home w/pool

StanleyRating, 5 stars1 week ago
We had another great stay at Belkins place. The house was clean, cozy, spacious, and exactly as described in the listing. The location was convenient and quiet, making it easy to get around and relax. Belkins was friendly, helpful, and responsive. She made sure we had everything we needed for a comfortable stay. I would definitely recommend this place to anyone visiting the Mt. Dora area, and we'd be happy to stay again!
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 Tavares
4.97 out of 5 average rating, 37 reviews

Entire 3 Bed Home with a Pool, by the Lake

AudraRating, 5 stars1 week ago
We stayed at this home with our family of 6. It had all the games, toys, and entertainment a family with four young kids could ask for! We had friends come over and visit us while we were there, and the big backyard with all the entertainment and the pool enclosed from the rain kept our two families happy while they were there with us. Night time, the backyard has lights, as well as the pool, there’s an electric fireplace that could warm us back up quick in the in betweens from our pool time. Just so well thought out how they put seating in every nook of this home, so no matter where our kids wondered, we had a place to relax while they played. We visited a couple springs about 30/40 minutes from our place (that require reservations online now - heads up), and even went to Sea World, and the beach a couple days. All only 1 hr - 1.5hrs from the house. The house felt like home away from home! Thank you for the wonderful home!
Top guest favourite
Home in The Villages
5 out of 5 average rating, 16 reviews

Perfect home-families/friends in The Villages, FL!

JohnRating, 5 stars6 months ago
Jeff and Aggie were excellent hosts and this is an outstanding house. My wife and I and our three adult children really enjoyed this house. The bedrooms and bathrooms are excellent, the kitchen and living area is large and outstanding and the pool/outdoor kitchen was impressive. This was a great experience, there were no issues or concerns at all. In addition, the communication was outstanding. Everything went very well.
Top guest favourite
Home in Minneola
4.98 out of 5 average rating, 130 reviews

Pool + Heated spa Family friendly King suite Oasis

VivianRating, 5 stars1 week ago
What an amazing 2 weeks with family!! Don’t hesitate to book this GEM of a home! It’s beautiful, peaceful (on a culdesac) SUPER QUIET at night, great spots to eat at the waterfront and all around Minneola in general. We had an issue with warming the spa and both were very responsive, ordered the part and within 2 days its was perfect. This house had EVERY amenity you would need and then some…games indoor and outdoor, kids books, fire pit, swing, blankets to cozy up on couch, dog bowls, leashes, toys etc. They truly make you feel like it’s home. We can’t rave about it enough!! We were only a short half hour drive away from Disney also. Our 2 small dogs absolutely LOVED chasing lizards and frogs around the pool area! We would LOVE to come back if they would have us! Thank you again for being such great hosts! All you do to make your guests feel comfortable at home does NOT go unnoticed! Until next time beautiful Clermont/Minneola!!! 💕
Top guest favourite
Home in Minneola
4.98 out of 5 average rating, 162 reviews

Spacious Getaway ~ Heated LED Pool & Ping Pong

LaTishaRating, 5 stars1 week ago
We had a great stay. The residence was beautiful and came with everything we needed. Our 4 and 1 year old enjoyed the toys provided. The pool was private and relaxing. Neighborhood very quiet with kind neighbors. Thank you for everything ❤️
Top guest favourite
Home in Wildwood
4.97 out of 5 average rating, 73 reviews

New home in the new part of the villages.

KasieRating, 5 stars1 month ago
Nice and clean place! Would stay again.
Top guest favourite
Home in The Villages
4.99 out of 5 average rating, 73 reviews

New Luxury Home-Pool-Waterfront View-3 King Suites

LacyRating, 5 starstoday
Debbie and Joel’s slice of paradise never disappoints. This was our second stay, and it somehow felt even better than the first. From the moment we walked in, we felt at home. The house was spotless, beautifully maintained, and had everything we needed for a relaxing getaway. One of our favorite parts was the peaceful, private lanai. Whether we were floating in the pool after a long day of golf cart rides or listening to one of many summer thunderstorms, it was the perfect spot to unwind. The beds were incredibly comfortable, and every detail, from the cozy decor to the thoughtful touches, made our stay feel extra special. We’re already counting down the days until we can return later this year!

Weekly house rentals

Superhost
Home in Lady Lake
4.86 out of 5 average rating, 14 reviews

Lakeside Retreat

EricaRating, 5 stars3 weeks ago
Cute place with a great view! Very peaceful with lots of restaurants nearby
Guest favourite
Home in Minneola
4.98 out of 5 average rating, 125 reviews

Cozy Studio Near Disney/Universal/Training center

LeonRating, 5 stars3 days ago
Sheena provided a comfortable space that was in a nice quiet and relaxing area! It was easy to find and the check-in was very smooth and flexible. It’s a great space for frequent travelers and for those that likes to have some peace in their travels. Highly recommend!
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.
Guest favourite
Home in Mount Dora
4.93 out of 5 average rating, 70 reviews

1920's Boho Bungalow | Walk+Bike to Downtown

St Florian Coastal Properties LLCRating, 5 stars6 days ago
This home was clean and a relaxing Delight to hangout at :) the yard out back is beautiful and the bed was comfortable
Top guest favourite
Home in The Villages
4.9 out of 5 average rating, 50 reviews

Stunning Villa 2B/2B With Golf Cart

RhondaRating, 5 stars3 weeks ago
We loved staying at Nicole’s house. The house was beautifully decorated and very clean. Nicole was very responsive to any questions. I highly recommend staying here.
Guest favourite
Home in Leesburg
4.94 out of 5 average rating, 31 reviews

Royal Oak Lakeview Serenity

MattRating, 5 stars1 week ago
My son does fishy bf tournaments all over the state. This is definitely our favorite place we’ve stayed. We will 100% stay again
Top guest favourite
Home in The Villages
5 out of 5 average rating, 16 reviews

Welcome to the Sawgrass Area in The Villages!

KristinaRating, 5 stars5 days ago
Timmothy responds within 10 min. It was great, as I had many questions. There were games for kids to play and the little putt putt on lanai was fun. The price is great, and will recommend for visiting guests again!!!!!
Top guest favourite
Home in The Villages
4.96 out of 5 average rating, 27 reviews

New beautiful 3x2 listing in The Villages!

MonicaRating, 5 stars3 weeks ago
Deseree was an awesome host. She provided everything one needs when vacationing away from their own home plus many extras. Very quiet neighborhood with quick access to all activities. Her place was extremely clean which was a huge plus. Her response to any questions that I had were quickly answered and offered help if I didn’t get the answers needed. I will definitely stay here again if I’m in the area. I recommend this rental very highly.

Private house rentals

Guest favourite
Home in Lady Lake
4.91 out of 5 average rating, 34 reviews

The Villages 4 Golf, PickleBall & a whole lot more

Kathryn MicheleRating, 5 stars1 month ago
Absolutely loved this Airbnb! It was so cozy and beautifully decorated—every little detail made it feel warm and inviting. The space was spotless and just had such a relaxing vibe. You can tell the host put a lot of thought into making it a great experience. I’d definitely stay again and highly recommend it to anyone looking for a comfortable and charming place to unwind.
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!
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.
Top guest favourite
Home in Summerfield
4.99 out of 5 average rating, 90 reviews

Getaway on the Waterway: Kayak, SUP, fish, relax!

MasonRating, 5 stars3 days ago
Absolutely amazing ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ we stayed for 2 nights as we made our journey driving up to Montreal. My family did not want to leave 🤣 Amazing location and activities! Not only that but Laura’s communication was amazing (way before we arrived, during and after). She has so many little things that most Airbnbs don’t bother with or don’t think of, like beach towels, extras in the bathroom for convenience, batteries and honestly the list goes on and on! I thought this trip was super personalised and was a perfect get away for a family or couple. The neighbour was super friendly as well! Thank you Laura 😊
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.
Top guest favourite
Home in The Villages
4.94 out of 5 average rating, 72 reviews

Golf Cart, King Bed, Small Dogs, and Water System!

AnnRating, 5 stars3 weeks ago
1000 words isnt enough . so warming and relaxing home. so much to do. book at least 10 days 7 is not enough . u will have memories that will draw you back. . This home exceeds any home i ever rented. around every bend on the golf cart paths you will find anouther bend of fun that goes on and on.... if u are craving a fast food for a quick bite to eat, where else can u go thru drive thru on a golf cart !
Superhost
Home in Leesburg
4.79 out of 5 average rating, 66 reviews

Lake Eustis vacation home

NatalieRating, 5 stars2 weeks ago
We enjoyed our stay and were happy we were able to extend a few more days. Steven was very responsive and made everything easy.
Top guest favourite
Home in The Villages
4.97 out of 5 average rating, 30 reviews

Cozy Patio Villa (Newell)

CharlesRating, 5 stars1 week ago
The house was comfortable, and well stocked and clean. Thanks Anna for sharing such a nice place.

Quick stats about house rentals in Leesburg

  • Total rentals

    140 properties

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Florida
  4. Lake County
  5. Leesburg
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