Family-friendly vacation rentals in Wildwood

4.9 out of 5 average rating, 253 reviews

The entrance of the house is framed by white railings and steps leading up to a covered porch. Large windows allow natural light to fill the space, while tropical landscaping adds a refreshing touch to the front yard.

Cottage in Kissimmee

Be Our Guest Sandcastle Cottage 81

Located-Encore Tropical Palms RV Resort 5 min to Disney property and minutes away from various restaurants. Old Town and Fun Spot are right next to the property. New renovated floors just installed! (May 2023) Has private bedroom with queen bed and upstairs loft with 2 twin beds for the kids. Newer sofa and recliner and washer/dryer. Stainless Steel Appliances and granite tile counter tops in kitchen. Smart TV in living room. Resort style pool with kiddie area. Miniature Golf area. Free WiFi

Top guest favorite

A large swimming pool is set within a landscaped area, featuring a gentle curve and surrounded by lounge chairs and umbrellas. A clubhouse with a tiled roof is visible in the background, contributing to the inviting atmosphere of the gated community.

4.99 out of 5 average rating, 102 reviews

Family friendly/Pet friendly Orlando paradise

*PET AND CHILD FRIENDLY* *Long term renters welcome* 2 bedroom 2.5 bath Townhome in gated community! 10 mins to Disney, 20 to seaworld, and 30 to universal studios. Community includes large beautiful heated pool and playground/bbq area. Professional cleaning services after each guest stay. Fully stocked kitchen with Keurig coffee, all dishes, utensils, seasonings etc. All bathrooms fully stocked with toiletries and plenty of extra towels. Patio includes chairs, gas grill, and sitting area.

A luxurious cabana overlooks a sparkling pool, surrounded by palm trees and lounge chairs. A tray with drinks and snacks rests on a soft seating area, while the vibrant clubhouse is visible in the background, creating an inviting atmosphere for relaxation.

4.88 out of 5 average rating, 127 reviews

Orlando Disney new House at Resort with lake view!

Renewed house in Resort with fantastic lake view and an Amazing Clubhouse. (NO resort fees) | 1 min | Old Town Kissimmee | 3 min | Publix® | 3 min | McDonald's®, Wendy's®, Miller's Ale House® and much more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | Premium Outlet® I-4 | 9 min | DISNEY® AREA (All Parks) | 10 min | ESPN Sports | 10 min | Convention Center | 14 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 60 min | Bush Garden's® | 95 min | Sarasota & Clearwater

A screened private pool area is shown, with a clear blue pool surrounded by a stone deck. Comfortable lounge chairs are positioned under a large umbrella, with safety fencing enclosing the pool. Lush green trees can be seen in the background, enhancing the serene environment.

4.85 out of 5 average rating, 110 reviews

Amazing Home-Pool-Great Location-nr Disney & more

-Spacious updated 4 bedroom / 3 bath townhouse in a beautiful quiet resort - just 5 miles to DisneyWorld -Screened south-facing private pool, with the peace and quiet of the forest behind -Barely 2 minute walk to clubhouse, with 2 heated pools, hot tubs, cafe/bar and gym -Many shops and restaurants nearby -Flat screen TVs in living room and every bedroom -Newly updated well equipped kitchen -Washer & dryer -Free calls to Canada & US, WiFi, cable & high speed internet

The entrance to the resort, marked by a prominent sign reading 'Encantada,' is framed by tall palm trees. A spacious, shaded portico welcomes guests, and patterned tiles lead to the entrance. Lush landscaping enhances the serene atmosphere.

4.94 out of 5 average rating, 189 reviews

Beautiful family home near all attractions.

Beautiful, spacious and impeccable townhome close to all parks and entertainment with resort amenities. We follow Airbnb's enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights: *We sanitize high-touch surfaces, down to the doorknob. *We use cleaners and disinfectanst approved by global health agencies, and We wear protective gear to help prevent cross-contamination. *We clean each room using extensive cleaning checklist.

4.86 out of 5 average rating, 455 reviews

Colorful cottages with light-colored exteriors are framed by palm trees, situated along a paved road. Each cottage features a porch with white railings, creating a charming, welcoming appearance. The bright sky is dotted with clouds, enhancing the visibility of the well-maintained grounds.

Cottage in Kissimmee

Yay! Cool Tiny Home Near All the Parks (98)

Located in the middle of it all. Hundreds of restaurants/shopping/grocery stores/pharmacies. You will love our great porch and the quiet atmosphere. One awesome thing about our neighborhood is that even though it is centrally located, you cannot hear any noise. 15 minutes from Disney, Sea World and Universal!! Deer, raccoons, and large water birds walk down the streets. Our cottage is great for families, couples, solo adventurers or business travel.

Top guest favorite

A serene sunset over Old Lake Davenport is captured, with vibrant hues of orange and purple reflecting on the calm water. Silhouettes of trees line the horizon, creating a peaceful atmosphere as day transitions to night.

Condo in Davenport

4.93 out of 5 average rating, 104 reviews

Fabulous condo-Bahama Bay Resort, Close to Disney

Bahama Bay is a gated resort Bahama Bay Resort with a'colonial island vibe' on Old Lake Davenport. Disney parks are approximately a 20-minute drive away. Close to all resort amenities which include free use of charcoal and gas grills, pools, hot tubs, sauna, fitness center, dock, nature trails, children’s play area, pickle ball, tennis, basketball and more. Complimentary Wi-Fi is resort wide.

4.9 out of 5 average rating, 122 reviews

The outdoor pool area features a large lazy river, water slide, and a splash park, surrounded by lush landscaping and palm trees. Lounge chairs line the pool deck, providing ample space for relaxation. Multiple seating areas and a tiki bar can be seen nearby, along with a serene pond.

Condo in Kissimmee

D-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

The resort features a large swimming pool surrounded by palm trees and deck chairs. A two-story clubhouse is visible in the background, along with water slides and a separate pool area. Lush greenery and blue skies create a vibrant atmosphere.

4.79 out of 5 average rating, 161 reviews

Resort Stay, Heated Pool, Water Slides and Hot Tub

Our lovely vacation home in the quiet community of Regal Oaks, is close to the theme parks and everything that Orlando has to offer for famiies with kids. Come relax at your own private spa after a long day at the parks, or enjoy the resort amenities, two water slides, two pools, a gym, and a tennis court; this is resort living with all the comforts of home.

A warm-colored exterior features a welcoming entrance with two dark doors flanked by greenery. The traditional architectural details include shutters on the windows and a tiled roof, all set against a clear blue sky.

4.74 out of 5 average rating, 319 reviews

Sensory Friendly Villa

Ready for a relaxing, judgment-free getaway? Book my place and get ready to unwind! I'm thrilled you're thinking of my home, and I'm eager to earn your business! We've got some helpful hints for traveling with kiddos, and we'll even throw in free grocery delivery before you arrive via Shipt - no extra fee! Looking forward to hearing from you soon!