
Vacation rentals with a pool in Lady Lake
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Top-rated rentals with a pool in Lady Lake
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Popular amenities for Lady Lake rentals with a pool
House rentals with a pool

Family home in quiet neighborhood
We had a wonderful stay as we were visiting during a horse show at WEC. The fully fenced large yard was perfect for our dogs to play & exercise in. The enclosed pool area was very nice! We were able to comfortably spread out in this nicely laid out house with plenty of privacy. My only complaints would be bathrooms lack good water pressure and the beds were hard and would recommend getting either toppers or new mattresses for better comfort.

Private Resort Pool
Kelly was an awesome host—highly responsive and made everything super easy. The house itself is straight out of a magazine—beautifully designed and spotless. The location is perfect, especially if you're playing at Cabot Citrus. After a long day on the course, coming back to unwind by the picture-perfect backyard and pool was exactly what we needed. Would absolutely stay here again!

Private pool home near Downtown
He was a great host and attended to all my questions and help. My family and I enjoyed it so much! Perfect location! Beautiful home! And the pool is the perfect touch!

Prvt 8 Guests /pool/Rollins/Disney/Universal
Beautiful, peaceful, and relaxing home with a fantastic pool. Very spacious and modern and conveniently located near restaurants and stores. And not too far from major attractions such as Aquatica water park and airports. I highly recommend this house for a family vacation!

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
This home was clean and conveniently located near a ton of things to do, paces to eat, and a short drive to Disney.

Casa Feliz
Fantastic stay at Casa Feliz!! Quiet peaceful place to chill with great outdoor spaces. Pool was a godsend and heater worked as it should. Lovely walk 5 minutes away Kewanee park. We would recommend this property.

The Villages pool property with a 4-person cart!
Our family enjoyed this home very much. The house was roomy with a modern kitchen and the little outdoor kitchen area was very nice. The pool was a great size and having it heated helped a lot in April weather. The location is a little farther out but we enjoyed the area very much. It was just a short five minute golf cart ride to the Sawgrass Grove area. Dave was very helpful and easy to work with. I highly recommend this home.

3br POOL, Fenced, near Downtown & Trails
This was a lovely stay I had NO ISSUES what so ever and the host was very welcoming and friendly I’d definitely recommend this stay for anyone
Condo rentals with a pool

Remodeled 2BD/2BA Condo mins from Universal Studio
An awesome stay for a week! we recommend this place for anyone wanting to be in a great location near everything on International Drive. Host Maxine is great and helped when we needed it. Thanks Maxine! We will be back.

P12# Vista Cay/ Walk to OCCC & New EPIC PARK !
The condo is beautiful with a great view from the Lanai. Katharine and Gilberto were very responsive and very helpful. We asked for a few things to help with cooking and we received them the very next day Likewise, when the blender broke, a new one arrived the following day. The condo is huge and was very quiet. There was nothing better than getting up in the morning and having coffee on the Lanai while overlooking the water! We will be going back!

Cay Lakeview Chic View
The condo was beautiful and loved that everything was walkable! We had a great stay and definitely recommend to all of our friends!

Super Cool Penthouse by Main Pool. Nr all Parks
Our stay was excellent, the condo is perfectly located by attractions, restraunts, stores and other activities - many in walking distance! clean and well stocked kitchen made making meals a home easy, and the beds were comfortable. Clean, well appointed bathrooms and laundry were convenient and well stocked. Being on the 4th floor got a bit tiring to walk up, but it was very safe and secure with a great veiw of the fountain. Bit of a walk/drive to the open pool (the one right next door is closed for renovations) but it wasn't difficult by car or walking to locate it and enjoy the amenities. Lin was very responsive to questions and offered immediate assistance! I would recommend providing instructions for how to use the remotes for the TV's and the thermostat - though they may have been available and we were so busy we missed them. Would definitely stay here again, it was the perfect place for our trip in every way and the host takes pride in the property and hosting her guests!

Ventura Country Club Home away from home
Excellent host, very responsive to our needs. Highly recommend.

5000-307 - 2 BED, 2 BATH, POOL AND LAKEVIEW
Everything was as stated! Condo was clean, comfortable and very convenient for our trip. I would stay there again when in Orlando and recommend to friends and family! Our family had a great time!!

VC10-205 Luxurious Condo next to Clubhouse
Larissa and Rosely's home was clean, modern, and incredibly spacious—plenty of room for my daughter and me to relax. We especially loved the large bathtub in the primary suite—it was a treat after long days out. The unit has all the basic essentials, but if you plan to cook, just double-check what’s stocked and bring anything extra you might need. The pool area is beautiful, and the location couldn’t have been better—super convenient for getting to the Convention Center, just a short drive away. Larissa and Rosely were also very communicative and responded quickly to any questions or changes I needed, which made everything even smoother.

Orlando Convention Center at Vista Cay
The condo was very well maintained and stocked with most everything we needed. We loved that it is located minutes from the Orange County Convention Center since we were in town for a cheer competition. During our stay, we also visited Disney and Universal Studios, which were only 20 minutes away. The condo is within walking distance to a Publix, ABC Liquor, Walgreens, and quite a few restaurants. The condo was perfect, we will definitely stay there again!
Home rentals with a private pool
Quick stats about vacation rentals with a pool in Lady Lake
Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Rainbow Springs State Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Blue Spring State Park
- Aquatica
- ICON Park
- Island H2O Water Park
- Plantation Inn and Golf Resort