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

The Villages-King Bed, 2 min to Heated Pool & Golf
SATURDAY HOUSE - Located in THE VILLAGES, Florida, this brand-new 2 bedroom, 2-bathroom home offers resort-style living at its finest. Enjoy this one-of-kind home featuring king and queen beds, a fenced yard and stunning golf course views. Perfectly positioned between Brownwood, Sawgrass and Eastport, you’ll be close to a variety of recreation centers, each offering unique amenities. Two minutes away, St. Tropez Recreation features a heated pool, pickleball courts, and an executive golf course.

Freebird Nest-3 Bed-Golf Cart-Great Location
Discover the perfect retreat at Freebird Nest, a charming 3-bedroom, 2-bath villa in a prime location of The Villages. This thoughtfully designed home blends traditional-inspired décor with classic comforts, creating a warm and inviting space for your stay. A golf cart is included, making it easy and fun to explore shops, dining, and entertainment. Whether you’re here to relax, play golf, or soak up Florida’s friendliness, Freebird Nest is your perfect home base. *Dog friendly~fee applies*

Heated Pool Golf Cart Dog Friendly in The Villages
Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

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!

Newest Hotspot in The Villages Eastport/Middleton”
Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

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.

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.

Luxury Pool Home with a View in The Villages, FL
Enjoy your own private sports pool, spa, and climate-controlled lanai as well as all of the amenities that The Villages has to offer. Free executive golf courses, water volleyball, and water aerobics for stays of 30+ days. Pickleball, tennis, billiards, shuffleboard, bocce ball, outdoor exercise equipment and nightly entertainment for all guests. Get to Brownwood town square in approximately 10 minutes. This home is located on a pond with a natural preserve beyond the pond.

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!
3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

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

Briar Meadow Villa - Dogs are welcome!
Dogs are welcome in this nicely furnished Courtyard Villa, with a fenced in backyard. Near Nancy Lopez Legacy Golf & Country Club, Mulberry Grove Rec Center, dog park, Publix, Walgreens, & The Club Health & Rehab Clinic. Easy access to pools, golf courses, dining, shopping & the squares at Spanish Springs & Sumter Landing. Includes gas Golf Cart, Comcast cable TV, high speed WIFI, & Villages Daily Sun.

Fenney Waterview Retreat w/Pool in The Villages
If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.
Popular amenities for The Villages family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny Hamptons | No Pet Fees | Main Floor Bed

Spacious Bungalow with Pool and Courtyard

Pool + Heated spa Family friendly King suite Oasis

Villages 3/2 with Golf Cart and Hot Tub

3 bdrm 2 ba fully furnished!

Willie’s Place w/ Golf Cart, Hot Tub & Lanai | Dog

Courtyard Villa On Golf Course w/Cart & Hot Tub

Log cabin on the river
Family- and pet-friendly home rentals

2/2 custom pool home with 4 person gas golf cart

Getaway on the Waterway/ Kayak+SUP Fishing Firepit

Get it all - Pool, Jacuzzi, Golf View, & Golf Cart

Sunny Daze! Minutes to SawGrass

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

Cute & Cozy Tiny Guesthouse

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Peaceful Farm Cottage Near Villages | Garden, Pets
Family-friendly home rentals with a pool

Begonia on the Bend – Stylish Home Near Sawgrass

Villages - Priv. Htd. Pool 3BR/2BA, Conv. Location

Relaxing House in The Villages

Home with private pool, Tierra grande villas

Brownwood Square - Villages Home

Newer Villa in The Villages near Brownwood

Perfect "get-away" home for a couple or family!

House on Golf Course, with Heated Pool & Golf Cart
When is the best time to visit The Villages?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £123 | £133 | £129 | £98 | £87 | £81 | £77 | £75 | £78 | £87 | £99 | £109 |
| 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 The Villages

Total holiday rentals
Explore 790 holiday rentals in The Villages

Nightly prices starting at
The Villages holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 14,640 verified reviews to help you choose

Pet-friendly holiday rentals
Find 330 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wifi availability
790 of The Villages holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Villages rentals

4.9 Average rating
The Villages stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Pet-friendly rentals The Villages
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- Family-friendly rentals Marion County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Orange County Convention Center
- Walt Disney World Resort Golf
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Weeki Wachee Springs
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Rainbow Springs State Park
- Universal's Islands of Adventure
- Shingle Creek Golf Club
- Ocala National Forest




