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Holiday Rentals with Pools in Lady Lake

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50 rentals in Lady Lake.
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STAY IN OUR BEAUTIFUL HOME - Awesome Location - Close to Everything
2 bedrooms
2 bathrooms
Sleeps 4
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Walk to Spanish Springs!Newly furnished home! Golf cart included!WiFi!
2 bedrooms
1 bathroom
Sleeps 6
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Private Spa Tub, Presented By RE/MAX Premier Property Management
2 bedrooms
2 bathrooms
Sleeps 4
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Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.
5 bedrooms
4 bathrooms
Sleeps 16
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Come to the villages for fun and relaxation !
2 bedrooms
2 bathrooms
Sleeps 4
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Well maintained 2br-2ba Villa w/WIFI
2 bedrooms
2 bathrooms
Sleeps 4
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Charming 2B/2B Villa located near Spanish Springs Town Square
2 bedrooms
2 bathrooms
Sleeps 6
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Lovely Updated Home w/Community Amenities & Lanai!
2 bedrooms
2 bathrooms
Sleeps 6
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Spanish Springs area Courtyard Villa w/Golf Cart & Clubs
2 bedrooms
2 bathrooms
Sleeps 4
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Quaint Retreat in the Village of Silver Lake with Gas Golf Cart
2 bedrooms
1 bathroom
Sleeps 4
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Save time - get the best Lady Lake rentals sent straight to your email!
Spanish Springs area Courtyard Villa w/ golf car, pet friendly
2 bedrooms
2 bathrooms
Sleeps 4
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NEW! Elegant Florida Escape w/ Furnished Lanai!
1 bedroom
2 bathrooms
Sleeps 6
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Beautiful 3/2 Villa in Virginia Trace - walk to Lake Sumter Landing
3 bedrooms
2 bathrooms
Sleeps 6
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Locatied in the Village of Virginia Trace. Lake Sumter Landing!
3 bedrooms
2 bathrooms
Sleeps 6
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DOG Friendly-Our Village Gem-Very Popular Location, 4 seat golfcart, King Master
2 bedrooms
2 bathrooms
Sleeps 6
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New Charming 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/GC
2 bedrooms
2 bathrooms
Sleeps 4
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Located in The Village of Virginia Trace. Lake Sumter Landing!
2 bedrooms
2 bathrooms
Sleeps 4
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Located in the Village of Virginia Trace. Lake Sumter Landing
3 bedrooms
2 bathrooms
Sleeps 6
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Dog Friendly, ELEGANT + CART + *Location - 2 MIN cart ride* to Sumter Sq, POOLS
2 bedrooms
2 bathrooms
Sleeps 8
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Magnificent golf course view from the Private heated pool.
2 bedrooms
2 bathrooms
Sleeps 4
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Now available March 14-21, 2021!! Also, Jan 1 -5 2022!!
3 bedrooms
2 bathrooms
Sleeps 6
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Stunning Location with Water and Golf Views close to Spanish Springs
3 bedrooms
2 bathrooms
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DOG FRIENDLY, Modern-Elegant Villa + CART, Best LOCATION next to Sumter Sq
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Villa Near Sumter Landing, Your Home Away From Home
2 bedrooms
2 bathrooms
Sleeps 4
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Newly Renovated 5★ Home w/Very Short Walk to Pool & Lake Sumter Square
3 bedrooms
2 bathrooms
Sleeps 6
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Now booking Fall 2021!! Golf cart included!!! Includes grill!
3 bedrooms
2 bathrooms
Sleeps 6
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Our Double Rainbow !! This is your Home Away From Home
2 bedrooms
2 bathrooms
Sleeps 6
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Courtyard Villa, The Villages incl golf cart (or 2) Pet friendly Spanish Springs
2 bedrooms
2 bathrooms
Sleeps 4
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Now Available 2022! Great location!
2 bedrooms
2 bathrooms
Sleeps 4
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CLEAN & SANITIZED! Walk to Lake Sumter Landing from Gorgeous 3/2 Villa!
3 bedrooms
2 bathrooms
Sleeps 6
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Now Available March 6 - 31, 2021!! Pool home with golf cart!
2 bedrooms
2 bathrooms
Sleeps 4
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Beautifully updated and close to everything!
2 bedrooms
2 bathrooms
Sleeps 4
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TIFFANY'S Romantic Getaway!
1 bedroom
1 bathroom
Sleeps 4
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Marilyn’s Romantic Getaway
1 bedroom
1 bathroom
Sleeps 2
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Villa Spanish Springs The Villages golf cart guest passes
2 bedrooms
2 bathrooms
Sleeps 4
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Avail March 14 - 20 and March 28 - April 11
2 bedrooms
2 bathrooms
Sleeps 4
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Now booking 2022! Near Lake Sumter Landing!
3 bedrooms
2 bathrooms
Sleeps 6
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Minutes to Lake-Sumter Landing & Pools!
3 bedrooms
2 bathrooms
Sleeps 6
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Book Today -Enjoy Perfect Weather
2 bedrooms
2 bathrooms
Sleeps 4
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Available Jan 1 - 23, 2022 and March 2022!
2 bedrooms
2 bathrooms
Sleeps 4
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Vacation Home, Golf Cart, presented by RE/MAX Premier Property Management
2 bedrooms
2 bathrooms
Sleeps 6
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IDEAL LOCATION in The Villages
2 bedrooms
2 bathrooms
Sleeps 4
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Private Pool Presented By RE/MAX Premier Property Management
3 bedrooms
2 bathrooms
Sleeps 6
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Golf Lovers-Beautifully Furnished, Rental Ranch
2 bedrooms
2 bathrooms
Sleeps 6
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Swor Cottage Family Estate
3 bedrooms
4 bathrooms
Sleeps 15
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Virginia Trace Villa, Walking Distance to Sumter Landing, Just Became Available
3 bedrooms
2 bathrooms
Sleeps 6
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Jasmine Villa, LG lanai, Near Spanish Springs and Family Pool, Golf Cart for 4
2 bedrooms
2 bathrooms
Sleeps 6
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Village 2 Bedroom Home w/Golf Cart
0 bedrooms
0 bathrooms
Sleeps 0
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Updated Villa with Golf Cart close to Lake Sumter & Spanish Springs
2 bedrooms
2 bathrooms
Sleeps 4
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Villages FL vacation home with pool and golf cart
3 bedrooms
2 bathrooms
Sleeps 6
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