Family-friendly vacation rentals in The Villages

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Popular amenities for The Villages family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A spacious sleeping area features a high, peaked ceiling, accented by soft blue walls. A king bed is adorned with plaid bedding, flanked by two bedside tables with lamps. Light filters through layered curtains, enhancing the serene ambiance of the room.

Home in Inverness

4.94 out of 5 average rating, 32 reviews

Private fenced pool home/dog friendly

DavidRating, 5 stars5 months ago
Jennifers place was even better than the photos. She really thought of everything. My family enjoyed our stay tremendously and highly recommend staying there.
Guest favorite

Home in Clermont

4.91 out of 5 average rating, 98 reviews

Spacious Bungalow with Private Pool and Courtyard

NatashaRating, 5 stars1 month ago
I would absolutely stay here again. The neighborhood was quiet and near downtown. The house was clean and had a warm feel to it. The host was always very helpful and responsive.
Guest favorite
An inviting hot tub filled with bubbling water is prominently featured. Its modern design includes contoured seating along the edges and integrated sound system speakers, enhancing relaxation. A control panel is positioned on the rim for easy access, while the backdrop includes a brick wall for visual contrast.

Home in Lady Lake

4.93 out of 5 average rating, 58 reviews

CENTRAL FLORIDA LUXURY ESTATE

JulianaRating, 5 stars1 month ago
My family and I are very pleased with our experience at the rental house hosted by Gino. From my initial inquiry in March to departure date in December 2024, Gino has performed above and beyond my expectations. Gino was extremely responsive to my every question or concern throughout the rental process. His co-host Jewel was also very responsive and helpful. Gino was very pleasant, accommodating and flexible. I also enjoyed his sense of humor! Gino gave me 2 detailed tours of the house. December. The house was very clean and tidy. He provided everything that any guest could ever need or want – multiple appliances, bathroom/ kitchen supplies, wi-fi, etc. He was very detailed in his instructions that enabled the guests to take the best advantage of the house amenities. The “House Manual” provided was excellent with detailed and important information. I highly recommend this house for large groups. The location is also close to restaurants and shopping. Thanks Gino!

Home in Weirsdale

4.87 out of 5 average rating, 45 reviews

Private Estate HotTub Fire-Pit The Villages-Ocala

CherylRating, 5 stars24 months ago
I came to stay here with eleven other family members for a wedding in the area. We were all able to stay together in one place at a lovely and peaceful location. The kitchen is huge for cooking a big family meal. The pool was very clean and fun for the warm days, while the fire pit was nice for the colder nights. The hot tub was amazing! All the rooms were unique and had their own personalities like my family members. Brantley and Anne were very friendly and helpful during our stay. I couldn’t have picked a better place and would love to come back in the future!
A single-story villa is displayed with a light beige exterior and a neatly paved driveway. The two-car garage is situated on the left side, while manicured hedges and green grass create an inviting approach to the front entrance.

Home in The Villages

4.75 out of 5 average rating, 146 reviews

3 bdrm 2 ba fully furnished!

JackieRating, 5 stars1 month ago
Wonderful host and terrific property. It was exactly as described. We had a fabulous time and would definitely recommend staying here. Hope to return in the future!
Superhost
A single-story house is set within a well-kept yard featuring manicured grass and tropical plants. The front entrance is framed by arched windows and a decorative portico. The exterior boasts a warm-toned façade with a tiled roof under clear blue skies.

Home in Inverness

4.72 out of 5 average rating, 32 reviews

Great 4-bedroom Rental Close To Ocala

BiancaRating, 5 stars2 months ago
I love going through Chris to rent these properties. He makes everything so easy and convenient. He also communicates well. The homes are accurate described and absolutely lovely
Superhost
A bright bathroom features light-colored cabinetry and a spacious sink area. A white curtain separates the shower from the rest of the room, which includes grab bars for accessibility. The floor is tiled with a neutral pattern, enhancing the clean and functional design.

Apartment in Eustis

4.87 out of 5 average rating, 31 reviews

Cozy Apartment Near Downtown Eustis

LatishaRating, 5 stars34 months ago
Gary cozy apartment is a perfect way to put it! Spacious, clean, stocked, and in a great location. You just can’t beat the price! We’ll definitely stay again!
Guest favorite
A modern bathroom features a walk-in shower with glass doors and stone tile. A stylish round mirror reflects soft lighting, while a sleek vanity with a vessel sink offers a functional space. Neutral tones create a clean and inviting environment.

Home in Ocklawaha

4.93 out of 5 average rating, 59 reviews

Luxury Lakehouse, boathouse & white Sandy Beach

DestiniRating, 5 stars2 months ago
My family of 7 felt right at home at the Taylor lake house. This place has it all! When I tell you this place is fully stocked. So many little extras they did to go above about beyond ! The hot tub was a hit among the group. The dock is so peaceful and serene. We brought the pontoon boat for fishing. The kids loved every minute on the beach. Plus the kayaks were a blast! I enjoyed the stay. Highly recommend this for anyone wanting a private getaway.

Family- and pet-friendly home rentals

A dining area is furnished with a rustic wooden table surrounded by light-colored chairs. A decorative hutch is positioned against one wall, complemented by a round chandelier overhead. The warm hardwood flooring adds to the inviting ambiance, enhancing the space's charming character.

Cottage in Yalaha

4.82 out of 5 average rating, 74 reviews

3BR/2BA Charming 1920's Lakefront Estate + Hot Tub

MichaelRating, 5 stars10 months ago
Great place and beautiful view. The house, was perfect for the family. Plenty of space especially with young grandchildren.
Superhost
A well-appointed bathroom features a granite countertop with a spacious sink. A mirror framed in wood reflects the soft lighting. A decorative basket holds toiletries, while a hand soap dispenser adds functionality to the space.

Home in Dunnellon

4.9 out of 5 average rating, 88 reviews

Pet friendly use of kayaks great dock, screen room

SandraRating, 5 stars7 months ago
My husband and I were in need of a quick getaway. We found Donna's place and knew this was exactly what we were looking for. It was in close proximity of Rainbow Springs (where we wanted to visit) and was pet friendly. The house was clean (all hardwood/tile flooring), spacious (open floor plan), nicely decorated, furniture in great condition & comfortable, fenced in yard for the pups, on the river, and had everything we needed! We enjoyed the quiet evenings out back on the deck & in the screened in porch and the pups loved exploring the yard. We cooked breakfast & lunch at the home and explored the town for dinner. We did not get to use the kayaks or bikes but loved that they were available. Donna answered all my questions and was very accommodating to my dates. I would definitely book this home again and recommend to others! Thank you!
The exterior of a charming yellow house is framed by lush greenery and palm trees. A covered front porch features white rocking chairs, complemented by vibrant yellow flowers. The well-kept lawn adds to the inviting appearance of the home.

Home in Leesburg

5 out of 5 average rating, 12 reviews

Venetian Charmer/Lake Harris Jan 3 - 31 $3847

JacobRating, 5 stars25 months ago
Dixie’s place is awesome! My family stayed for a few days during the holidays and the neighborhood is beautiful. Walking distance from the park and very cozy, with friendly neighbors and nice amenities. I definitely recommend it if you’re staying in the Leesburg area!
Superhost
A single-story manufactured home is surrounded by a white picket fence, combining privacy with a sense of openness. Lush greenery and trees are visible in the background, under a bright blue sky dotted with clouds.

Home in Ocala

4.75 out of 5 average rating, 179 reviews

Private 4.3 ac Country Retreat by Rainbow Springs

ShainaRating, 5 stars10 months ago
Great location, super private, pet friendly would definitely rent again!! Went for my daughters birthday, location was minutes away from rainbow springs. Lots of outdoor space for the kids to play football and tons of area for the dogs to roam. Post was very responsive and very helpful. We would definitely return again!
Guest favorite

Bungalow in Brooksville

4.83 out of 5 average rating, 82 reviews

Highland House 🐶

HarryRating, 5 stars2 weeks ago
Lovely older home in a nice neighborhood. My business partner lives in an older home and she felt like she was at home. Beds were very comfortable. The bathtub and shower was great. Nice big backyard for my dog. Would gladly stay here again.
Superhost
The cabin exterior features a large wall of windows, allowing natural light to illuminate the interior. Surrounded by lush greenery, the structure showcases a wooden frame and a high, sloped roof. Warm light emanates from within, creating a welcoming ambiance.

Cabin in Hernando

4.85 out of 5 average rating, 89 reviews

The Nature House

SeanRating, 5 stars6 months ago
Very nice home, located within 20 minutes to the springs, hiking, and restaurants. We loved the seclusion, the home’s architecture, and the detached BBQ screened-in shelter. The large backyard is great for the activities they provide (cornhole, mini soccer, and tree swinging). We were there in the summer but the water level in the back was too shallow to launch the canoes but that’s no problem with tons of local kayaking options. The house is on a 12-minute drive dirt road that can be difficult to find at night. Also, the house does not have any cell reception but the house has ok WiFi speeds to stream movies and use FaceTime (voice); that’s the price to be in seclusion, peace, and nature. Check in and out were a breeze and the indoor amenities are nice. We recommend this home for a nice getaway.
Superhost
The townhouse features a two-story exterior with a mix of light green and beige hues. Decorative red shutters frame the upper windows, and a shaded front porch provides a welcoming entrance. A large tree is positioned nearby, adding greenery to the surroundings.

Townhouse in Mount Dora

5 out of 5 average rating, 7 reviews

Beautiful Townhouse, Festivals, Shops/Parks Close

SusanRating, 5 stars40 months ago
Paul is a Superhost! His home is so comfortable and the three bedrooms and 2.5 baths are great! As is the screened-in sunroom. He is very attentive and answers any questions or concerns promptly. It's a beautiful, safe neighborhood and so convenient to grocery and liquor stores and the downtown scene. You will not be disappointed!
A serene view of Lake Nettie is captured under a blue sky, dotted with fluffy white clouds. The water reflects the landscape, creating a sense of tranquility. Lush greenery and residential areas can be seen along the shore, enhancing the natural beauty of the location.

Guesthouse in Eustis

4.79 out of 5 average rating, 86 reviews

Relax At The Lake House

DavidRating, 5 stars9 months ago
Ida's place was great, very comfortable accommodations and in a very peaceful and serene neighborhood. Ida is a very attentive host as she reached out before our arrival and asked if we needed a sleeper couch or cot setup since there were 5 in our party. She is also quick to respond to communications. Would definitely stay at the Lake house again.

Family-friendly home rentals with a pool

The living room showcases a warm, inviting arrangement with floral-patterned seating and a wooden coffee table. A decorative display cabinet is present, filled with unique items. Wall art, including a prominent piece above the mantel, enhances the cozy ambiance, illuminated by natural light from nearby windows.

Home in Umatilla

4.83 out of 5 average rating, 30 reviews

Isaiah's Place

CatherineRating, 5 stars3 months ago
Elizabeth was so very kind to accommodate my family to have a comfortable and safe place to ride out Hurricane Milton as were already in the area and not able to return home due to the storm. She went out of her way for us last minute and we are very thankful and appreciative for her generosity and for sharing her beautiful home with us in a time of need.

Villa in Clermont

4.31 out of 5 average rating, 42 reviews

Villa piscine vue Lac Ski Golf

ErinRating, 5 stars5 months ago
Very nice house. Had to stay there for work and it was a perfect spot. Very beautiful location with a nice pool. The house itself was nice and clean. I look forward to staying there again soon.
Guest favorite
A red electric golf cart is parked on a paved driveway in front of a single-story home with a light gray exterior. Trimmed bushes line the driveway, and a small front yard is visible, with a light post marking the pathway to the entrance.

Home in The Villages

4.98 out of 5 average rating, 65 reviews

NEWLY Available April, 2025

AnthonyRating, 5 stars7 months ago
Susan and Jerry were outstanding hosts, they were responsive, proactive and always available to us! The home was perfect for our family of 6, our kids loved thier place and already want to go back. The home was clean, clutter free and well kept. Everything in the home works and the kitchen is well equipped for cooking. Susan and Jerry left us all the passes and information needed to navigate The Villages. We are beyond Blessed to have them as hosts and enjoyed thier property during our stay. We will definitely be Air BnB'ing with them for future visits to The Villages.
Superhost

Home in Inverness

5 out of 5 average rating, 15 reviews

Vacation home with astonishing view of golf course

BiancaRating, 5 stars6 months ago
What an Amazing trip supported by a phenomenal host, Chris. Chris is attentive to every detail. I have booked again for November and looking to do so again for next summer. Thank you Chris for making all of our experiences, memorable s ones.
Guest favorite

Villa in The Villages

4.96 out of 5 average rating, 49 reviews

Firefly Cottage with Golf Cart - Great Location

AmyRating, 5 stars1 month ago
Joan is awesome, very responsive. This was our first time staying in an Airbnb. She made it a great experience and she has a lovely place. Do not pass up a chance staying here!
A single-story ranch-style home is displayed with a manicured lawn and a concrete driveway. A golf cart is parked nearby, and the front porch features a covered area with chairs. The exterior features a combination of light siding and dark window awnings.

Home in The Villages

4.71 out of 5 average rating, 14 reviews

Spacious Ranch, Center of The Villages - Golf Cart

ChristopherRating, 5 stars13 months ago
Roy left us a binder at the house with perfectly detailed instructions. The house was immaculate. We had no questions and everything was perfect. We can’t wait to go back.
Guest favorite
A single-story home features a light blue exterior, with a white picket fence surrounding the front yard. A neatly manicured lawn is complemented by decorative shrubs and a small tree. A attached garage is visible on the left side of the driveway.

Home in The Villages

4.98 out of 5 average rating, 63 reviews

Home away from home in The Villages

CarolRating, 5 stars1 month ago
Let's get the negative out of the way. Communication was slow so I'm not sure how things would go if you needed something urgently. Outside of that, Michael was easy to work with, very flexible, he allowed us to check in at 2:30am because of our flight arrival time, which was greatly appreciated. The house isn't where you want to hangout when you are in The Villages so, you have what you need and more to eat, sleep, and relax briefly before going get to bed. Otherwise you are out and about enjoying all the activities and beauty of The Villages. You are minutes from Brownwood Paddock Square, and several different regional centers. This home is perfect if you want affordability and to enjoy The Villages and all it has to offer!
Guest favorite

Home in Inverness

4.92 out of 5 average rating, 13 reviews

pool home on canal to large lake

MaureenRating, 5 stars5 days ago
Lovely clean comfortable home. The pool is huge, clean and amazing. In the morning birds sing to wake you up. Our favorite thing was watching the antics of the sand hill cranes which are everywhere. The town of Inverness had an amazing park where you can walk boardwalks and see alligators. The hosts are kind and helpful but also respect your privacy. I would definitely go there again.

Quick stats about vacation rentals that are family-friendly in The Villages

  • Total rentals

    760 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    13K reviews

  • Pet-friendly rentals

    290 properties allow pets

  • Rentals with a pool

    300 properties have a pool

  • Rentals with dedicated workspaces

    390 properties have a dedicated workspace

Destinations to explore