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

Total vacation rentals
Explore 750 vacation rentals in The Villages

Nightly prices starting at
The Villages vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 14,800 verified reviews to help you choose

Pet-friendly vacation rentals
Find 320 rentals that welcome pets

Vacation rentals with a pool
290 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wi-Fi availability
750 of The Villages vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in The Villages
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Entire 3 BR Home(Sleeps 8)+Hot Tub in The Villages
Live Music on the Square. Golf , Pools, tennis, etc Spacious 3 bedroom house in The Villages. The house has a hot tub on the back lanai. The house is newly renovated and features both a new 70 inch Samsung TV in the living room and a new 50 inch Samsung TV in the master bedroom with Hulu Live and Comcast Business high speed internet. The house is located near the Spanish Springs Town Center and Glenview Country Clubs. The home sleeps 8 with privacy using a sofa bed located in the rec room.

Walk to Sumter w/cart - Beautiful Courtyard Villa
We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

Pool House Near Eastport and Middleton
Relax at this peaceful new home in The Villages. Only minutes to Eastport, Sawgrass and Middleton. Enjoy the beautiful outdoor area and heated pool (heated for additional $20/day) with plenty of space and seating. There are TVs in the living bedrooms and the lanai to watch from the pool or comfortable outdoor seating. There’s a king bed in the master and queens in each of the guest bedrooms. Your stay includes a gas 4-seater Yamaha golf cart and probably a 2nd cart. That one’s not promised.

The Creative Cottage! Premium Amenities!
Welcome to "The Creative Cottage" in the Village of Lake Denham! But don't let the word "cottage" fool you!. Sleep up to 8 family and friends in this 3BR 3BA stunning private home w/built-in Pool and many extra special touches from an owner who was a former event planner with an eye for originality and details that'll make your stay wonderfully luxurious! NOTE: Please pass this listing by if you're looking for a party house! We love our neighbors and only want guests who will be respectful!

New Luxury Home-Pool-Waterfront View-3 King Suites
Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

Perfect "get-away" home for a couple or family!
Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. Golf cart included in price for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at 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!

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.

VIEW-T-FUL! w/Golf cart
Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

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.

The Palms. Luxurious, giant pool, golf, pond view
This stylish place to stay is perfect for your relaxing get away. Fun, spacious floor plan. Three bedrooms, two bathrooms. Large heated pool with extra big shallow lounging area. Views of the famous Nancy Lopez Golf Course and bird pond. Close to Nancy Lopez restaurant. 3 BBQs. Super large back patio 6 TVs, computer, sound system Guest access is keyless. Golf cart available. Please contact host for details and rental agreement.
Popular amenities for The Villages family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Lake Weir House

A+ Privacy | Hot Tub | BBQ + Dining | Family +Pets

Woodpecker Treehouse Retreat

Private Country House | 16 Guests | Gatherings

Pool + Heated spa Family friendly King suite Oasis

Oaks Hideaway | Hot Tub | 6 Beds | Fenced | Pets

Htd Pool & Attached Hot Tub. Rare corner propty

The Grandview
Family- and pet-friendly home rentals

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

Cute & Cozy Tiny Guesthouse

Getaway on the Waterway- Dock+Kayaks+SUP board

Villa 2 Master Suites/2 Golf Carts Great Location

King Bed, Golf Cart, Small Dogs & Water Filter!

Home away from home entire house

3/2 Luxury Villa, Golf cart included! Near Sumter!

FREE Golf Cart + Fabulous Location + Classy Decor!
Family-friendly home rentals with a pool

1199 Merryweather - Walk to Lake Sumter Landing Sq

Beautiful Designer Home in The Villages Fl

Hilltop Hideaway Lake Weir

The Villages pool property with a 4-person cart

Casa Santin Luxury in The Villages w/Private Pool

The Villages-3 bd (3 king)/3 full ba+Cart NEW HOME

The Villages | Heated Pool | Walk to Sawgrass!

The Promise Land~10 beds~New
When is the best time to visit The Villages?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 654 | ﺩ.ﺇ 735 | ﺩ.ﺇ 705 | ﺩ.ﺇ 540 | ﺩ.ﺇ 444 | ﺩ.ﺇ 430 | ﺩ.ﺇ 382 | ﺩ.ﺇ 371 | ﺩ.ﺇ 386 | ﺩ.ﺇ 433 | ﺩ.ﺇ 492 | ﺩ.ﺇ 540 |
| 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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- Walt Disney World Resort
- Universal Studios Florida
- Weeki Wachee Springs
- Disney Springs
- Universal Orlando Resort
- SeaWorld Orlando
- Orange County Convention Center
- Universal's Volcano Bay
- Epcot
- Rainbow Springs State Park
- Kia Center
- Camping World Stadium
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- Tinker Field
- Disney's Hollywood Studios
- ICON Park
- Epperson Lagoon
- Aquatica
- Universal's Islands of Adventure
- Island H2O Live!
- Weeki Wachee Springs State Park
- Blue Spring State Park
- Ocala National Forest





