
Family-friendly vacation 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.

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

Waters Edge, ¼ mile to Eastport, 3 BR, 2 bath
Welcome to this brand-new 3BR/2BA home, perfectly located 1/4 mile from Eastport Town Square in The Villages! Enjoy a modern, comfortable stay w/ a king bed in the primary suite, two queen bedrooms, & smart TVs throughout. The new kitchen features stainless appliances, quartz counters, & all your cooking essentials. Fast Wi-Fi and an in-unit washer/dryer. Relax outside on the furnished huge lanai, or explore amazing nearby amenities: Waters Edge Pool & Rec Center Bellaire Executive Golf

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.

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.

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

Palm Breeze Oasis-3/2 w/ Private Pool & Golf Cart
Palm Breeze Oasis is a 3BR/2BA in The Village of Liberty Park that offers the ultimate vacation escape. Enjoy a private pool, a stunning fire table for cozy evenings, and sleeping quarters that close off for privacy and quiet. Two gas golf carts let you cruise to LAKE SUMTER SQUARE for shopping, dining, and FREE nightly entertainment. With fun around every corner, you may never want to leave this oasis!

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

5-Star Luxury | Prime Location & Top Amenities

Villages home with unique elevated front porch

Spacious Bungalow with Pool and Courtyard

Pool + Heated spa Family friendly King suite Oasis

TikiTiki walk/ride 2 Lake Sumter *Pool & Hot Tub*

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

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

Peaceful Cottage in the Heart of Wildwood

3/2 Courtyard Villa in The Village of Citrus Grove

Heated Pool Golf Cart Dog Friendly in The Villages

Cute & Cozy Tiny Guesthouse

Bright & Modern Sunshine Villa

Home away from home entire house

Peaceful Farm Cottage Near Villages | Garden, Pets

Cozy Lady Lake Guest House
Family-friendly home rentals with a pool

Begonia on the Bend – Stylish Home Near Sawgrass

2 min walk to pool, 4 seat cart, 5 min to Eastport

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

The Villages Spanish Springs Square

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

Luxury home with a pool and 3 bedroom

AMAZING Location! Villa Near Lake Sumter Landing

BrandX Premium - 1921 McMurtrie
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.ﺇ610 | ﺩ.ﺇ661 | ﺩ.ﺇ643 | ﺩ.ﺇ485 | ﺩ.ﺇ433 | ﺩ.ﺇ404 | ﺩ.ﺇ382 | ﺩ.ﺇ371 | ﺩ.ﺇ386 | ﺩ.ﺇ433 | ﺩ.ﺇ492 | ﺩ.ﺇ540 |
| 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 vacation rentals that are family-friendly in The Villages

Total vacation rentals
Explore 770 vacation rentals in The Villages

Nightly prices starting at
The Villages vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 14,020 verified reviews to help you choose

Pet-friendly vacation rentals
Find 320 rentals that welcome pets

Vacation rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
460 properties have a dedicated workspace

Wi-Fi availability
770 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!
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