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Family-friendly vacation rentals in The Villages

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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.

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Guest favorite
A single-story home is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.
Home in The Villages

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.

4.89 out of 5 average rating, 116 reviews
Top guest favorite
A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.
Home in The Villages

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

4.96 out of 5 average rating, 192 reviews
Guest favorite
A single-story home is situated on a corner lot, surrounded by well-maintained lawns and landscaping. Large trees provide shade, while the blue sky creates a bright backdrop. A screened-in porch and patio area are visible on the side of the house.
Home in The Villages

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.

4.98 out of 5 average rating, 162 reviews
Top guest favorite
Home in The Villages

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 6 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!

5.0 out of 5 average rating, 13 reviews
Top guest favorite
An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.
Home in The Villages

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.

4.98 out of 5 average rating, 115 reviews
Top guest favorite
An elegantly appointed dining area is highlighted by a dark table surrounded by gray upholstered chairs. Two candles sit atop the table, with a decorative bowl in the center. Soft lights hang overhead, illuminating the blue walls adorned with framed art and decorative shelves.
Villa in The Villages

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!

4.86 out of 5 average rating, 276 reviews
Top guest favorite
An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.
Place to stay 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!

5.0 out of 5 average rating, 127 reviews
Superhost
An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.
Villa in The Villages

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.

4.83 out of 5 average rating, 133 reviews
Top guest favorite
Home in The Villages

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.

4.97 out of 5 average rating, 106 reviews
Top guest favorite
A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.
Home in The Villages

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!

4.99 out of 5 average rating, 124 reviews
Top guest favorite
An aerial view showcases a spacious property surrounded by lush greenery. The home features a neat driveway and is complemented by several nearby buildings, including a recreation center with a pool. Sunlight highlights the rooftops and well-maintained lawns.
Home in The Villages

Pool and fun right out back

Bring the family to this beautiful place with lots of room for fun. With the Waterlily Rec Center right out back you can walk to the family pool in just a few steps. Pickle ball, exercise equipment, corn hole, bocce ball, shuffleboard and a walking/biking path is all right out the back door. A four-seater golf cart is included. One minute to the Waterlily golf cart bridge and eight minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.

5.0 out of 5 average rating, 113 reviews
Top guest favorite
Home in The Villages

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.

4.99 out of 5 average rating, 174 reviews

Popular amenities for The Villages family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A vibrant bedroom is showcased with a tropical-themed quilt featuring large leaf patterns in teal and white. A decorative pillow with a starfish design is positioned on a spacious bed, complemented by a nightstand adorned with a small decorative palm tree.
Home in The Villages

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

4.94 out of 5 average rating, 100 reviews
Guest favorite
A modern living space is illuminated by soft sunlight streaming through large windows. The wooden flooring creates a warm ambiance, while a sleek sectional couch and decorative partition subtly define the area. A potted plant adds a touch of greenery to the environment.
Home in Summerfield

Modern Lake Weir House

4.88 out of 5 average rating, 217 reviews
Superhost
A treehouse elevates above the ground, surrounded by lush greenery and lit by soft string lights. A cozy fire pit area with wooden seating is positioned beneath the treehouse, inviting gatherings in a natural setting. The space emphasizes tranquility and connection with nature.
Treehouse in Ocala

Woodpecker Treehouse Retreat

4.81 out of 5 average rating, 261 reviews
Top guest favorite
Cottage in Clermont

Private Country House | 16 Guests | Gatherings

4.93 out of 5 average rating, 147 reviews
Superhost
A custom home is framed by lush greenery and mature trees. The landscaped yard features a manicured lawn, and the house showcases a welcoming façade with multiple windows, allowing natural light to enhance its inviting presence.
Home in Summerfield

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

4.85 out of 5 average rating, 101 reviews
Top guest favorite
Apartment in Ocala

Dreamy Studio in The Heart of Horse Country

4.95 out of 5 average rating, 105 reviews
Guest favorite
A spacious home is showcased amidst lush landscaping, featuring multiple palm trees and colorful shrubs. The exterior highlights a warm yellow facade with a welcoming front porch. A clear blue sky with scattered clouds adds to the inviting atmosphere of the property.
Home in The Villages

The Grandview

4.76 out of 5 average rating, 38 reviews
Top guest favorite
A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.
Home in The Villages

Pirates & Parrots - The Villages - Golf Cart &Pool

5.0 out of 5 average rating, 59 reviews

Family- and pet-friendly home rentals

Top guest favorite
Home in The Villages

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

4.96 out of 5 average rating, 104 reviews
Top guest favorite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake

Cozy Lady Lake Guest House

4.96 out of 5 average rating, 353 reviews
Top guest favorite
A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.
Home in The Villages

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

4.95 out of 5 average rating, 155 reviews
Top guest favorite
A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.
Home in Summerfield

Getaway on the Waterway- Dock+Kayaks+SUP board

4.99 out of 5 average rating, 145 reviews
Top guest favorite
Two golf carts are parked on the driveway of a villa, one black and one red. Lush greenery, including palm trees, enhances the front yard, which is well-maintained and features a blend of grass and decorative plants. A clear blue sky and sunshine create a bright atmosphere.
Villa in The Villages

Villa 2 Master Suites/2 Golf Carts Great Location

4.97 out of 5 average rating, 119 reviews
Top guest favorite
A spacious living area features a large teal sectional sofa accented with decorative pillows. In the center, a round coffee table displays a floral design. Abundant natural light floods the room through wide windows, enhancing its relaxed atmosphere.
Villa in The Villages

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

4.95 out of 5 average rating, 111 reviews
Top guest favorite
Guesthouse in Lady Lake

Cute & Cozy Tiny Guesthouse

5.0 out of 5 average rating, 262 reviews
Top guest favorite
A single-story home is depicted in a well-kept neighborhood, featuring a manicured lawn with palm trees and shrubs. Two vehicles, including a golf cart, are parked in the driveway, while a cloudy blue sky provides a serene backdrop.
Home in The Villages

FREE Golf Cart + Fabulous Location + Classy Decor!

4.96 out of 5 average rating, 120 reviews

Family-friendly home rentals with a pool

Top guest favorite
The image captures a welcoming street view of a residential area with charming homes featuring varied architectural styles. Lush palm trees and neatly trimmed shrubs outline the landscaped front yards. The sky is bright with fluffy clouds, contributing to the overall inviting atmosphere.
Home in The Villages

1199 Merryweather - Walk to Lake Sumter Sq 3nt min

4.94 out of 5 average rating, 101 reviews
Top guest favorite
The exterior of a single-story villa is highlighted, featuring a yellow facade with a two-car driveway and a well-maintained landscape. Lush green shrubs and palm trees are observed, alongside colorful planters that add vibrancy to the entrance.
Home in The Villages

Villa la Bella

4.94 out of 5 average rating, 101 reviews
Guest favorite
The exterior of a single-story home is shown, featuring a light-colored façade with multiple windows. A landscaped front yard includes a manicured lawn and decorative stones. A two-car garage with a driveway is visible on the right side. Palm trees are present in the surrounding area.
Home in The Villages

Beautiful Designer Home in The Villages Fl

4.9 out of 5 average rating, 49 reviews
Top guest favorite
Home in The Villages

The Palms. Luxurious, giant pool, golf, pond view

5.0 out of 5 average rating, 47 reviews
Top guest favorite
Home in Weirsdale

Hilltop Hideaway Lake Weir

5.0 out of 5 average rating, 12 reviews
Top guest favorite
A heated pool is enclosed within a screened patio, featuring gentle water features and surrounded by lush greenery. Two wooden adirondack chairs and a small side table are positioned nearby, inviting relaxation in this outdoor space.
Home in The Villages

The Villages | Heated Pool | Walk to Sawgrass!

4.9 out of 5 average rating, 21 reviews
Guest favorite
A modern single-story house is presented with a spacious driveway, flanked by lush green grass. A palm tree adds tropical appeal to the front yard, while a golf cart is parked to the left, contributing to the home's functional charm.
Home in The Villages

Villages-Waterfrnt, 3 king bds/2.5Ba+golf crt

4.95 out of 5 average rating, 73 reviews
Top guest favorite
The exterior of the villa is showcased, featuring a well-maintained facade with a garage and a driveway. Lush palm trees and neatly trimmed bushes contribute to the inviting landscape, while a white privacy wall offers additional seclusion. The dynamic sky adds a vibrant backdrop.
Villa in The Villages

Perfect location Lake Sumpter Villa w/ Golf Cart

4.99 out of 5 average rating, 74 reviews

When is the best time to visit The Villages?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 654ﺩ.ﺇ 735ﺩ.ﺇ 705ﺩ.ﺇ 540ﺩ.ﺇ 444ﺩ.ﺇ 430ﺩ.ﺇ 382ﺩ.ﺇ 371ﺩ.ﺇ 386ﺩ.ﺇ 433ﺩ.ﺇ 492ﺩ.ﺇ 540
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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