
Family-friendly vacation rentals in Lady Lake
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Lady Lake

Total vacation rentals
Explore 120 vacation rentals in Lady Lake

Nightly prices starting at
Lady Lake vacation rentals start at G$10,441 GYD per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Lady Lake vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lady Lake rentals

4.8 Average rating
Lady Lake stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Lady Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

3/2 w/ Two Golf Carts (6 seats), ~1 mile Sumter
Remodeled 3 bed (sleeps 6), 2 bath home in The Villages, only ~1 mile to Sumter Square! Screened patio backs up to 6 acre lot, very private except the cows! Rental includes access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Free use of 2 gas golf carts (4 +2 seats) to get to it all! Newly furnished home includes 5 smart TV's, including on patio, fully equipped kitchen, BBQ grill and more. Bedrooms include 1 king, 1 queen and 2 full beds.

Relaxing home in The Villages
Forget your worries in this serene home during your next getaway in The Villages! For your convenience, ride the provided golf cart to anything you'll need in the Spanish Springs. Come back to your home away from home to relax & unwind in the screened porch protecting you from Florida's wildlife while still encouraging you to enjoy the beautiful weather and sunsets. Sleep comfortably in the spacious rooms equipped with memory foam mattresses and feel safe in this quiet and friendly neighborhood.

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Whole House-sleeps 10 The Villages Spanish Springs
Live Music on the Square. Golf, Pools, tennis, etc. Entire house in the Village of Del Mar located within the exclusive gated community of The Villages, Florida! A three-bedroom, two-bathroom spacious home with a living room with a sleeper sofa, dining room, lanai and a patio with a grill. It is located on a corner lot, only an 8-minute walk (2 minutes by car or golf cart) to Spanish Springs Town Square and a short distance to three different executive golf courses and dozens of amenities.

Private Patio | Pickleball | Pool | Golf | WiFi
Welcome to your sun-filled villa in The Villages, Lady Lake—a beautifully updated retreat designed for comfort and relaxation. The bright open floor plan features a fully equipped kitchen, inviting living space, and plenty of natural light throughout. Step outside to your private patio, perfect for morning coffee or peaceful evenings. Walk to Spanish Springs for live music, dining and shopping, plus enjoy resort-style amenities including pools, pickleball, tennis, and golf. Free parking.

Location Can’t be Beat! With cart!
Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Villages home with unique elevated front porch
A bright 2 bed, 2 bath home with new flooring throughout, includes golf cart. Located in historic Country Club Hills. Less than two miles from Spanish Springs Square with restaurants, shops & FREE nightly entertainment. Minutes away from pools, hot tubs, recreation centers, walking paths, & golf courses. Fully equipped kitchen with starter pack. Relax with a book & a drink on the breezy front porch with an overhead fan. Free Netflix, Peacock Premium & high speed internet.

Villages, FL. Designer Home 2 blocks from town SQ!
Location!Location! Location! Designer home with access to close shopping,pools, tennis, golf, pickle ball, live bands every night, and it’s all within 5 minutes on golf cart! High speed Wifi. Grocery stores are 2 blocks from house! Golf cart is included with house. The house is located one hour north of Orlando, and 1 hour and 9 minutes away from Disney World! There is so much to do here in The Villages you can find something of interest for everyone in the family! Enjoy!

Cute & Cozy Tiny Guesthouse
Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.

Villages-Private Heated Pool-Central Location
Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses

Villa 2 Master Suites/2 Golf Carts Great Location
Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!

FREE Golf Cart + Fabulous Location + Classy Decor!
Nestled in Winifred Village, this beautifully adorned home is a gem in The Villages. A quick golf cart ride to Lake Sumter Landing and the Polo Field, and backing onto the Arnold Palmer Golf and Country Club, it's a golfer's paradise. Plus, a pool is just a short walk or a minute's cart ride away!
Popular amenities for Lady Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Lake Weir House

Safari themed private addition with pool/hot tub.

Woodpecker Treehouse Retreat

Ruby Oaks Farm w/ Beach Near St. JohnsRiver

Pool + Heated spa Family friendly King suite Oasis

Dreamy Studio in The Heart of Horse Country

Private Country House | 16 Guests | Gatherings

Private Spa *Heated Pool* & Firepit Near Manatees!
Family- and pet-friendly home rentals

Beautiful House On the River, Kayaks, Large Dock!

Remodeled 2/2 Baja style villa w/4 person cart

Briar Meadow Villa - Dogs are welcome!

Fabulous Courtyard Villa close to Sumter Landing

Countryside Loft at Coco Ranch

Getaway on the Waterway- Dock+Kayaks+SUP board

Home away from home entire house

The Boat House on Lake Dora - Downtown Waterfront
Family-friendly home rentals with a pool

Heated Pool Golf Cart Dog Friendly in The Villages

Heated Pool + GOLF CART - Village of Santiago!

Charming and relaxing home

KingBed w/Cart

Charming Villages Retreat

The Villages, De La Vista West 1762

Perfect location Lake Sumpter Villa w/ Golf Cart

Hilltop Hideaway Lake Weir
When is the best time to visit Lady Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,026 GYD | G$33,829 GYD | G$31,740 GYD | G$25,058 GYD | G$21,299 GYD | G$20,673 GYD | G$18,794 GYD | G$20,047 GYD | G$20,673 GYD | G$21,299 GYD | G$22,761 GYD | G$26,102 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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