
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

Luxe 2BR in The Villages | Mins to Eastport Square
Enjoy the best of The Villages in this cozy, prime spot. You’ll be just minutes away from the best shopping, dining, & local buzz. ■7 mins to Eastport Town Sq. ■5 mins to Sawgrass Grove ■10 mins to Middleton ■8 mins to Saluki Rec Center This home is furnished with premium furniture throughout. The kitchen is fully equipped with all you need for a nice stay, & each bedroom is well appointed with its own TV & ensuite bathroom. Please note that a $50 charge is applicable to get the lifestyle ID

Latitude Adjustment
Change your latitude in this beautiful two bedroom, two bathroom Patio Villa in The Villages. Located in the Village of Newell, this spacious and modern home has everything you need to make your stay relaxing and fun, including a golf cart! Enjoy a cup of coffee from the Keureg after your morning stroll on one of the nearby nature trails. Pools, pickleball and golf are all five minutes by golf cart, along with dining and entertainment at Sawgrass Grove and twelve minutes to the new Eastport!

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.

King-Sized Comfort
Take a break and unwind at this peaceful oasis.Welcome to your serene getaway in The Villages! This spacious “Hideaway” in peaceful DeLuna offers 2 king beds, 2 baths, and easy access to pools, pickleball, tennis, and more. Explore over 130 miles of golf cart paths in this vibrant 55+ community featuring 700+ golf holes, 100+ pools, and endless clubs and activities. Just an hour from Orlando’s theme parks and near cruise ports, it’s the perfect mix of fun, comfort, and Florida sunshine!

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.

Opal Oasis in The Villages
Want a newer vacation home close to Sawgrass Grove where free nightly entertainment is available, several pools, recreation centers, biking paths and the town square of Eastport? Look no further. Check out this fully furnished home! The outdoor living is relaxing and tropical as we have an outside patio behind the palms. It will make you feel like the only person on the street! The home is within a 12 minute drive to the Villages High school/ Middleton and 18 minutes to Leesburg

Marsh Bend Waterview Oasis in The Villages
Picture yourself staying at our Sanctuary overlooking the peaceful water view in the Village of Marsh Bend. Take a short stroll across the street to Edna's Beer & Wine Garden or enjoy the nearby pool or Pitch N Putt. This beautiful, ultra clean, new home can be your next oasis and you enjoy preparing a meal in the beautiful kitchen with all of the necessities. 3 Bedrooms and 2 Bathrooms give you plenty of room to enjoy the house for yourselves or have a few guests.

Peaceful Farm Cottage Near Villages | Garden, Pets
Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

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!
Popular amenities for The Villages family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny Hamptons | No Pet Fees | Main Floor Bed

The Coconut Lounge 3/2 w/ Hot Tub & Pool Table

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

Spacious Bungalow with Pool and Courtyard

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

Cute cottage-historic district-hot tub

Pool + Heated spa Family friendly King suite Oasis

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

Carlton Courtyard Villa - Walk to Sumter Landing

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

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

The Villages, Heated Pool Walk to Sawgrass

Pet Friendly in the Villages!

Cute & Cozy Tiny Guesthouse

Relax & Recharge in The Villages

Home away from home entire house
Family-friendly home rentals with a pool

Villages home with unique elevated front porch

5-Star Luxury | Prime Location & Top Amenities

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

The Villages Spanish Springs Square

Heated Pool Golf Cart Dog Friendly in The Villages

Newer Villa in The Villages near Brownwood

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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