Kid-friendly holiday rentals in Wildwood

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Wildwood

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 270 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

2–9 Aug

₹8,763 per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Beautiful home in the heart of The Villages.

Located in the village of Buttonwood, this cozy, fully furnished home is about 5 mins away from Lake Sumter Landing,which is perfect for great food and happy hour. This home is spacious, sunny, and comes full equipped with a TV with cable, Wi-Fi, and a golf cart. The master bedroom has a private bathroom walk in closet, as well as a king -sized bed. Washer & dryer included! The house boasts tall ceilings, and a large furnished patio, perfect for lounging and grilling. Includes a BBQ grill!

2–9 Sep

₹9,709 per night

Guest favourite

Home in Inverness

4.96 out of 5 average rating, 198 reviews

Inverness Home with a View

Relax in a clean, welcoming, home that has been updated. There are 2 fishing poles available for your use. We make sure they are in working condition and well maintained. Shopping, restaurants, and entertainment is close by. Want a beach....35 minute ride to Fort Island Trail Beach and boat ramp. We do allow hypoallergenic small dogs (2 max), non-shedding, 25 lbs. or less, each w/ proof of shot records, please bring a kennel with you. There is a non refundable $25.00 per dog fee.

16–23 Dec

₹8,711 per night

Guest favourite

Home in Wildwood

4.83 out of 5 average rating, 41 reviews

Walking distance to the Brand New Sawgrass Grove!!

Brand new 3 BR/2B home in the Villages. This home is located in the newest area of the villages, the Village of St. Catherine. Come this fall of 2021 a 5 minute walk will get you to the newest attractions including Sawgrass Grove, Ezell recreational center, multiple swimming pools, pickleball courts, championship golf courses, and nightly entertainment. Community pool is currently open. The house is newly furnished and equipped with everything you need to make your stay an enjoyable one!

10–17 Jun

₹9,759 per night

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 196 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

31 Aug – 7 Sep

₹7,836 per night

Guest favourite

Home in Wildwood

4.95 out of 5 average rating, 19 reviews

Villa in The Villages Great Location

Kick back and relax in this calm, stylish villa in The Villages. It is in the village of McClure (Fenney area). It is a super clean villa with newer furnishings. The villa comes with a golf cart as a courtesy to enjoy. It is close to Everglades Recreation Center Magnolia Shopping Center, family pools, sports pools, executive golf courses and many other activities. The neighborhood pool is within walking distance to this home! The home is fully furnished and has a fully equipped kitchen.

28 Jul – 4 Aug

₹9,467 per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 7 reviews

Central Villages w/ Golf Cart

Centrally located in The Villages. Use the included golf cart for a short golf cart ride away from 2 Town Squares (Brownwood and Lake Sumter Landing), where there is free nightly entertainment 365 nights/ year. The patio villa is well appointed, including a split-king adjustable bed in the main bedroom, queen bed in the guest bedroom. Tucked away at the end of the street, with a side patio w/ retractable awning and grill. Also screened in lanai w/ blinds. LVP throughout-no carpet.

29 Nov – 6 Dec

₹11,818 per night

Guest favourite

Home in Wildwood

4.93 out of 5 average rating, 29 reviews

*May Rates Reduced 2/2 in Village of Citrus Grove

*Newly Redone* - Brand new furniture throughout - Freshly painted - Screened in Lanai 2 Bedroom, 2 Bath located in Citrus Grove in The Villages, FL Great Location! - Very close to Citrus Grove adult pool - Homestead recreation center with family pool 0.7mi - Ezell Recreation Center 1.1mi - Sawgrass Complex 1.3mi There are several amenities for you to enjoy in The Villages - restaurants, bars, nightly live entertainment, shopping, golf, pickleball, shuffleboard, and so much more!

17–24 Jun

₹8,074 per night

Guest favourite

Villa in The Villages

4.97 out of 5 average rating, 32 reviews

3/2 Courtyard Villa w/Golf Cart Walk to Brownwood!

Fully furnished, 3/2 Courtyard Villa walking distance to Brownwood Square. 2 seater gas golf cart included ! Brownwood square is full of restaurants and entertainment. Villa has a fully equipped kitchen. Enjoy breakfast in the screened lanai overlooking private yard. Open dining room and living room with a tv as well as plenty of seating. The master bedroom has a king size bed with private attached bathroom. Two other bedrooms, one with a queen and the other with two twin beds.

15–22 Aug

₹9,468 per night

Guest favourite

Home in The Villages

4.97 out of 5 average rating, 115 reviews

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.

4–11 Oct

₹15,613 per night

Guest favourite

Home in The Villages

4.98 out of 5 average rating, 57 reviews

Home away from home in The Villages

My place is close to family-friendly activities such as community swimming pools and recreation centers and only 45 minutes from Universal Studios and Disney World, nightlife, and three town squares. You’ll love my place because of the location, the people, the neighborhood, the ambiance, and the outdoors space. My place is good for couples and solo adventurers. If you play golf, this is the place for you with many golf courses to choose from.

10–17 Aug

₹8,170 per night

Guest favourite

Home in Wildwood

4.98 out of 5 average rating, 49 reviews

New home in the new part of the villages.

Beautiful new home in the villages. All new appliances with all brand new furniture, beds and decor. You have quick access to Sawgrass grove Entertainment facility, Ezell recreation center and McGradys pub. This open floor plan with the kitchen opening to living room keeps everyone together. The huge island is a great hanging out spot. You will have access to many close by, pools, shuffle board, parks and golf courses during your stay.

26 Oct – 2 Nov

₹8,971 per night