
Pet-friendly holiday rentals in Leesburg
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Top-rated pet-friendly home rentals in Leesburg
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Pet-friendly house rentals

Cozy 2 bedroom home near The Villages
June was a wonderful host. The home was perfect for two adults and an infant. The area was very quiet and we encountered no troubles during our two day stay. The home was equipped with everything we needed for the weekend. I would definitely recommend staying at this home.

Vacation home in The Villages
Marty was very responsive and accommodating! My entire family enjoyed our stay and the house was perfect for everyone's needs! Would definitely recommend for anyone looking to visit The Villages!

Entire 3 Bed Home with a Pool, by the Lake
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!

Pool + Heated spa Family friendly King suite Oasis
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!!! 💕

Spacious Getaway ~ Heated LED Pool & Ping Pong
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 ❤️

Moultrie Creek Retreat with Golf Cart!
Highly recommend. Super clean home, very responsive and provides clear detailed instructions from checking in to check out. The home was perfect place to stay, while visiting family in the villages. Will definitely rent again! 10/10!

New beautiful 3x2 listing in The Villages!
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.

Pirates & Parrots - The Villages - w/Golf Car !
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.
Pet-friendly home rentals with a pool

Beautiful Villages 2/2 Home. Perfect Location
Thanks we are frequent visitors and stay was amazing! Would recommend!

Pool Home Great Location 3/2 & 2 Golf Carts
I’ve stayed at a few Airbnb’s, this was BY FAR the most comfortable one yet!! Honestly, we all felt so at home and settled in~it was perfect! The neighbors were friendly, the golf cart was great!! The town squares were a blast! We would 100% rent this exact home again. Actually, one of my sisters already did for this fall! Dean & Sheila always responded quickly with any questions I had. I can’t say enough good on how perfect this was!!!!!!!!

Carlton Courtyard Villa - Walk to Sumter Landing
Everything was great at this house. would stay here again.

Heated Pool, Dog Friendly, Golf Cart Included
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.

Tranquil guest home with beautiful salt water pool
Erika’s space is beautiful and accommodating. The full kitchen allowed us to make meals and store things in the fridge. The pool space is large and the pool was the perfect temperature after a warm day. The bed was very comfortable as well. Erika her self checked in regularly and made sure we had everything we needed. She also made sure we had our privacy. I would highly recommended her place.

The Sandpiper Villa
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.

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

Country getaway
Great little house with everything you need. I was very impressed with the warm welcoming touches David added to the home before we arrived. He was very kind, friendly and very responsive. He also introduced us to Wild fire, his beautiful horse.
Private, pet-friendly home rentals

Hideaway in the Villages
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!

The Silver Lake Estate
Anthony’s place was lovely, great place for a family gathering and had all the amenities. We had a very minor issue and not only was Anthony responsive he had the issue resolved ASAP. Thank you for a great weekend. I would love to visit his Maine cabin.

Great location w/ golf cart! Lake Sumter-Brownwood
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.

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

Anneliese's Cottage
Beautiful little home with a little antique charm located just outside of the city. The home is fully stocked with everything you may need if you want to stay and cook, extra pillows, linens, ect. Worth noting ...there is an adorable private patio off the back I must have missed in the pictures, a delightful surprise. Parking was easy. Only down fall is, there is only one bathroom sadly and the TV in the master has no signal/cable, so no tv in bed. I called and left a message re: on the number provided on the check-in, with no response. This wasn't a big deal since we were hardly there.

Relaxing 1-Bedroom Farm Retreat. Pets welcome!
An amazing stay, this is what you picture when you want to go out in the country and have a farm, super peaceful, a ton of amenities and activities, super nostalgic, we had an amazing time

Entire house unique location
Very clean, peaceful, easy in and out. Located perfectly for me.

DeLuna Dreamhouse
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.
Quick stats about holiday rentals that are pet-friendly in Leesburg
Total rentals
60 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- Rainbow Springs State Park
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park