
Family-friendly holiday rentals in Lady Lake
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lady Lake
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

2/2 custom pool home with 4 person gas golf cart
Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

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.

Orange Blossom Golf 2B/2B, located in The Villages
Rolling hills and scenic views are exactly what you'll find in The Village of Country Club Hills. This beautiful home is centrally located in the historic area of The Villages within a five minute golf cart ride to The Orange Blossom Hills Golf and Country Club. Residents here can choose between 18 holes of championship golf, or the scenic Hilltop executive course. Close to shopping, restaurants, and nightly live music in the Spanish Springs Square. An hour drive from Orlando. 200 mbps Wifi.

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.

Villages Retreat Includes Golf Cart & Amenities
Charming retreat in The Villages. GOLF CART INCLUDED w/ waiver & documents see below. Our 2BR/2BA offers upgrades including walk-in showers, adjustable queen beds, modern kitchen, e-fireplace, & large TVs. You'll have access to a wealth of amenities, free golf on 41 executive courses to refreshing pools, tennis, pickleball, & more. The Villages charges a $50 fee for the two lifestyle IDs. Please book your stay with us, & experience luxury living at our vacation rental in The Villages

Safari themed private addition with pool/hot tub.
This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Fabulous Courtyard Villa close to Sumter Landing
This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

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!

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.

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.

Charming and relaxing home
Beautiful 2-bedroom and 2-bathroom home, located in one of the best areas of The Villages and with walking distance to shopping plazas like the Spanish Square, stores like Target, Publix, and others, community pools and other community facilities. Granite countertops come with this beautiful white cabinets that contrast the interior of the house. Golf cart garage for those who looking to experience the life of this community in a different way.

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
Popular amenities for Lady Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny Hamptons | No Pet Fees | Main Floor Bed

5-Star Luxury | Prime Location & Top Amenities

On The Links-4bd w/pool in Spanish Springs!

Cute cottage-historic district-hot tub

Welcome to the Villages

Private Pool and Hot Tub in The Villages

LakeFront Villa-Jacuzi, Springs Manatees nearby

Courtyard Villa On Golf Course w/Cart & Hot Tub
Family- and pet-friendly home rentals

My House Is Your House at Hacienda

Lovely Largo Lantana

Private Waterfront Cabin Retreat with Kayaking

Getaway on the Waterway/ Kayak+SUP Fishing Firepit

Beautiful House On the River, Kayaks, Large Dock!

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!

Countryside Loft at Coco Ranch

Peace and Quiet
Family-friendly home rentals with a pool

Beautifully Furnished 3/2 with In-ground Pool

The Mulligan House-The Villages

Perfect location Lake Sumpter Villa w/ Golf Cart

3 BR 2 BA Coastal-vibe,Golf Cart,Pools, Pickleball

Location Can’t be Beat! With cart!

The Promise Land~10 beds~New

Heart of The Villages-guest pass for pool, golf

Luxury home with a pool and 3 bedroom
When is the best time to visit Lady Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $203 AUD | $229 AUD | $188 AUD | $161 AUD | $153 AUD | $139 AUD | $132 AUD | $140 AUD | $145 AUD | $149 AUD | $159 AUD | $183 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Lady Lake

Total holiday rentals
Explore 120 holiday rentals in Lady Lake

Nightly prices starting at
Lady Lake holiday rentals start at $73 AUD per night before taxes and fees

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Lady Lake holiday 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!
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- Rentals with pools Lady Lake
- Rentals with a patio Lady Lake
- Fitness-friendly rentals Lady Lake
- Pet-friendly rentals Lady Lake
- Rentals with a washing machine and dryer Lady Lake
- Rentals with a hot tub Lady Lake
- Villa rentals Lady Lake
- House rentals Lady Lake
- Rentals with outdoor seating Lady Lake
- Rentals with a fire pit Lady Lake
- Family-friendly rentals Lake County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- ChampionsGate Golf Club




