Family-friendly holiday rentals in Meadow Woods

The exterior of a single-story home is depicted, featuring a neatly landscaped front yard with green grass and decorative plants. A driveway accommodates a vehicle, while a garage door is visibly closed. The entrance is framed by a small porch and an arching window above the door.

4.8 out of 5 average rating, 156 reviews

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney

The private home is in the Wellington sub-division in Southchase, Orlando, close to the intersection of SR417 (Greeneway)/Orange Blossom Trail and the Florida Turnpike. It is therefore only minutes to the Walt Disney World, Universal Studios and Sea World theme parks plus some of the world’s best golf courses. There are supermarkets and dining (both formal and informal) nearby. We have a Super Target and a Costco within 2 mile radius. Everything you could possibly need really is close at hand.

KitchenIndoor spacesPool

An open-plan living area is depicted, featuring a sectional sofa and a stylish armchair. A large coffee table sits on an area rug, with decorative wall art and woven baskets enhancing the decor. Natural light is invited through windows dressed with soft curtains.

4.95 out of 5 average rating, 224 reviews

Magical 4BD/2B Private Home - 15 mins to Disney

Experience the magic of Orlando in this perfect family getaway! This charming (& clean) 4BR/2BTH home is just 15 minutes from the Disney parks and features a spacious backyard with a Mickey clubhouse-themed playground. Each bedroom has a unique theme, adding a special touch to your stay. Whether you're here for the theme parks, staying active with our gym equipment, or needing a workspace with an office desk and screen, there's something for everyone to enjoy. We are locals and ready to serve.

Indoor spacesKitchenBathroom

4.87 out of 5 average rating, 149 reviews

Condo in Meadow Woods

Orlando-Lake view apartment

Stylish second floor apartment overlooking a lake (community with gated entry and swimming pool). Total area: 1,013 SqFt with central AC. Two bedrooms and two bathrooms. Dedicated workspace. Screened porch overlooking natural forest, full of wild animals. Living room open to the dinning area. Natural wood look flooring. Kitchen with closet pantry and service bar. Parking area in front . Minutes to major roadways making easy access to all area attractions, and Orlando International Airport.

KitchenIndoor spacesNearby

Townhouse in Meadow Woods

Convenient Townhouse

Single-story townhome. A small conservation area serves as a background to the back porch. There is one parking space right in front of the home. It is conveniently located 15 minutes from the Orlando International Airport; 12 minutes from Gatorland, 25 from Walt Disney World, Universal Studios; and 1 hour from Kennedy Space Center and Cocoa Beach. USTA campus 20 minute drive via 417. Eateries, grocery stores, and pharmacies are within a 5 minute drive. 1 room is used for storage (not shown)

Indoor spacesFamilyAccuracy

4.97 out of 5 average rating, 123 reviews

Tiny home in Meadow Woods

A comfortable sleeping area features a spacious bed with decorative pillows, flanked by two nightstands with lamps. Soft white bedding is arranged neatly. An air conditioning unit is located above, while a set of vertical blinds allows for natural light control.

Tiny Comfy Corner

You'll always remember your time at this unique place to stay. A creative pleasant place designed for 2 people with everything you need to spend a couple of comfortable days although we could easily accommodate 4 in cases of emergency as we have a cozy sofa bed in the living room The place is close to many convenient places such as the 1- The Orlando airport 2- Lake Nona 3- Boxy Park 4- VA (Veteran hospital) 5- Nemours 6- Campus Tennis USTA 7- Disney 8- SeaWorld 9- Universal Studios etc etc

FamilyKitchenNearby

4.94 out of 5 average rating, 122 reviews

4.95 out of 5 average rating, 152 reviews

A cozy sleeping area is highlighted by a spacious bed covered with a light gray quilt. A ceiling fan is visible above, and soft lighting is provided by bedside lamps. A charming floral painting adorns the wall, while checked curtains frame a window covered in natural light.

Apartment in Orlando

Cozy Place in S. Orlando.

The apartment is located approximately 20 minutes away from the Theme Parks of the Orlando area. The Orlando International Airport (MCO) is approximately 15 minutes away from the apartment. The space has an independent entrance, the guests will get the key to enter. The apartment is annexed to the main home, it is a garage converted to apartment It is private. Area: 329.42 square feet or 30.6 square meters. There is a WASHER and a DRYER. The parking spot is located outside on the driveway.

KitchenFamilyBathroom

Townhouse in Meadow Woods

12min from Airport and 20min from Parks

🏡 Location, Location, Location! 🏡 All pictures updated as of March 2026 Nestled in a safe and vibrant neighborhood, this townhome is just a few minutes away from top attractions, shopping centers, dining hotspots, and major highways. Whether you’re here for work or leisure, you’ll be close to everything! We pride ourselves on prompt response times and we’re dedicated to making your stay as enjoyable as possible! Unfortunately, we can’t allow parties, smoking, or pets on the premises.

FamilyIndoor spacesView

4.79 out of 5 average rating, 265 reviews

The exterior of the house is displayed, featuring a well-maintained lawn with manicured shrubs and a palm tree. The light-colored structure is complemented by large windows, and decorative stones are arranged artistically in the landscape. A clear blue sky enhances the inviting appearance.

4.95 out of 5 average rating, 118 reviews

Your All in One Home, 17 mins from Disney World

Welcome to JeremyAnthonyHouse, a place that was created with so much love and care thinking of you. The house has everything you might need during your stay, it does not matter if it is for one night or an entire month; from bathroom amenities, free Netflix, Wifi, YouTube, in house laundry and dryer to kids' toys, security system. In addition, it has a private pool, easy access to expressways and theme parks. Very close to Disney springs and The Medieval Times Castle is a must see.

KitchenIndoor spacesCondition

4.95 out of 5 average rating, 190 reviews

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

Condo in Orlando

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

KitchenFamilyWi-Fi

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.88 out of 5 average rating, 171 reviews

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.

FamilyIndoor spacesCondition

A screened patio area features a sparkling saltwater pool with a gentle waterfall. Comfortable loungers and dining furniture are arranged around the pool, providing ample space for relaxation. Lush plants add natural touches, while the surrounding view includes nearby homes and green lawn areas.

4.96 out of 5 average rating, 122 reviews

Home w/ Heated Pool, Near Disney & Universal

Relax in this peaceful lakeview home just 15–20 minutes from the Orlando International Airport and top attractions like Disney, Universal, and SeaWorld. Perfect for families, this fully equipped 3-bedroom home features a private heated pool, outdoor living space, full kitchen, washer/dryer, and more. Enjoy nearby shopping centers, outlet malls, and a variety of restaurants. No smoking or parties allowed—just comfort, convenience, and fun for the whole family.

FamilyIndoor spacesLong stay

Apartment in Meadow Woods

Close to Parks Retreat with KingBed & Pet-Friendly

Welcome to our Modern 1-Bedroom, 1-Bathroom Apartment in Orlando! This chic and cozy apartment offers the ideal base for your Florida adventure. It combines comfort with convenience, featuring easy access to nearby theme parks, shopping, and dining options. Relax with resort-style amenities in the charming community. The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.

FamilyIndoor spacesBathroom

4.97 out of 5 average rating, 112 reviews

Popular amenities for Meadow Woods family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.78 out of 5 average rating, 157 reviews

Condo in Meadow Woods

Apt in heart of Orlando

KitchenFamilyHospitality

4.94 out of 5 average rating, 115 reviews

A welcoming entrance of the Vista Cay resort features a central fountain surrounded by lush palm trees and well-maintained landscaping. The brick pathway leads towards the clubhouse, highlighting the resort's inviting atmosphere and access to amenities.

Apartment in Orlando

Your condo next to Universal epic universe

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 293 reviews

A themed bedroom features dark walls adorned with a space mural, creating an immersive atmosphere. A large bed is dressed in colorful bedding featuring popular characters. A wall-mounted television is positioned above a dresser, complementing the room's playful design.

Villa in Kissimmee

Disney-Themed Home w/ Game Room & Private Hot Tub!

FamilyIndoor spacesLaundry

4.86 out of 5 average rating, 139 reviews

Mi Casita Near Disney & Universal

FamilyIndoor spacesHospitality

4.92 out of 5 average rating, 184 reviews

Condo in Orlando

VCR1-303 - 3BR Epic condo near universal

KitchenIndoor spacesLocation

4.87 out of 5 average rating, 175 reviews

4BD Deluxe nxt to Mickey

KitchenIndoor spacesTV

4.96 out of 5 average rating, 116 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Indoor spacesKitchenAccuracy

4.95 out of 5 average rating, 117 reviews

A themed bedroom features two uniquely designed sleeping areas, including a lower bunk and a spacious bed above. Vivid blue lighting enhances the space, while large windows dressed with sheer, dark curtains allow soft light to enter. A colorful wall art piece adds visual interest.

Villa in Kissimmee

No Cleaning Fee | Villa Near Parks | Pool & Arcade

Indoor spacesKitchenBathroom

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 144 reviews

A spacious living area is featured, highlighted by a large sectional sofa and a glass coffee table at the center. Natural light fills the room through multiple windows, illuminating the neutral-colored walls and decorative accents. A dining area is visible in the background, complete with stylish seating.

Townhouse in Kissimmee

Fully equipped house 5 beds, 7 people, near parks

FamilyIndoor spacesBarbecue

4.8 out of 5 average rating, 455 reviews

A charming cabin exterior presents a light blue façade and a metal roof. Two white chairs are positioned on a small patio, surrounded by manicured landscaping and gravel. Lush greenery and a clear sky are visible in the background, enhancing the setting.

Cottage in Kissimmee

Peaceful Getaway | Lake Access, Pool & Fishing

KitchenIndoor spacesPets

A single-story home is showcased with a light gray exterior and a dark garage door. Lush green grass surrounds the front, complemented by palm trees and shrubs. The driveway leads to the entrance, under a clear blue sky with a few clouds.

4.9 out of 5 average rating, 169 reviews

Peaceful Waterfront Retreat, Close to Everything!

Indoor spacesFamilyWi-Fi

4.87 out of 5 average rating, 456 reviews

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

OMG! Disney Area, Movie Theater, Game Room & Pool!

FamilyKitchenPool

This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.

4.95 out of 5 average rating, 110 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

FamilyIndoor spacesAccuracy

A single-story home is featured, showcasing a neatly maintained front yard with green grass and established trees. The facade includes a combination of brick and siding, with a central entrance and a garage. A white picket fence encloses the property, adding to its appeal.

4.9 out of 5 average rating, 104 reviews

Sleeps 10 • Pool & Fenced Yard (2 King Rooms)

Indoor spacesFamilyQuiet

4.91 out of 5 average rating, 279 reviews

Cozy House with Pool. Kissimmee/Orlando

Indoor spacesKitchenAmenities

5.0 out of 5 average rating, 106 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

Indoor spacesFamilyGetting around

Family-friendly home rentals with a pool

A screened-in patio features a heated pool surrounded by concrete flooring. Colorful inflatables are present in the water, with a rainbow umbrella positioned nearby. Lush greenery and residential buildings are visible in the background under a clear blue sky.

4.86 out of 5 average rating, 158 reviews

New Listing! Casita Bonita Pool House

KitchenFamilyParks

A clear view of a serene lake is framed by a screened-in pool area. The sparkling water of the pool reflects the blue sky and fluffy clouds above, creating a tranquil setting for relaxation. Lush grass lines the water's edge, enhancing the calm atmosphere.

4.89 out of 5 average rating, 106 reviews

Water Front Private Pool Home - Near Disney

KitchenIndoor spacesComfort

A cozy hanging egg chair provides a relaxing spot next to the heated saltwater pool. A blue lounge chair and a shaded umbrella offer additional seating options. Lush greenery adds a refreshing touch to the outdoor area.

4.97 out of 5 average rating, 117 reviews

Modern Villa with Saltwater Pool & Themed Rooms

FamilyIndoor spacesPool

4.9 out of 5 average rating, 209 reviews

Cozy family home w/ heated pool 15 min. to Disney

FamilyKitchenWalkability

A private screened-in pool area is featured, showcasing a bright blue pool surrounded by a spacious deck. Loungers and chairs are arranged for relaxation, while lush greenery provides a natural backdrop, enhancing the sense of privacy.

4.92 out of 5 average rating, 106 reviews

Relax in Kissimmee

FamilyKitchenAmenities

4.91 out of 5 average rating, 47 reviews

Villa in Meadow Woods

Beautiful house 20 minutes from the theme parks

Indoor spacesFamilyNearby

5.0 out of 5 average rating, 10 reviews

Luxe Family Retreat | Pool Villa Near Disney & MCO

Indoor spacesKitchenCheckout