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Family-friendly vacation rentals in Lake Mary

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lake Mary

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

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Top guest favorite

The exterior of the home features a welcoming front entrance with a gray door and arched window. The pathway is lined with colorful foliage, and tropical plants surround the entrance. A lamp post stands at the forefront, providing soft illumination amidst the lush greenery.

Home in Sanford

4.97 out of 5 average rating, 256 reviews

Clean, cozy home in a GREAT location

This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.

A well-maintained retreat home is set against a lush green landscape. A spacious back patio is visible, surrounded by trees, offering a fire pit area and outdoor seating. A wooden pathway leads through the grass, inviting guests to explore the serene surroundings.

Home in Sorrento

4.9 out of 5 average rating, 177 reviews

Wekiva Riverfront Home with Dock Close to Springs!

NEW PHOTOS COMING SOON!! Adventure awaits you and your family at the Wekiva River Retreat! This beautiful home is nestled in the heart of real Florida and sits directly on the banks of the Wekiva River. You and your family can explore the natural landscape in our fleet of Kayaks and canoes, or walk to the Rock Springs Run State Park for hiking, biking, and trail riding. Finish the eventing under the stars around our large fire-pit roasting marshmallows, or watching movies on our big screen tv.

The light-filled living room features a stylish gray sofa, wooden side tables, and a coffee table. Natural light enters through the large window, illuminated by soft curtains. Decorative plants enhance the inviting ambiance, complemented by warm wooden flooring.

Home in Orlando

4.91 out of 5 average rating, 103 reviews

Charming 2BR Cottage, Downtown Orlando

Bright, cozy 1940’s cottage located in a quiet, safe, family-friendly Downtown Orlando neighborhood. 2 bedroom, 1 bath, onsite parking, full kitchen, washer and dryer, fenced-in back yard and patio area, working desk space in bedroom. Walking distance to the local gems and eateries of Audubon Park and the Mills 50 District! Central location minutes away from Winter Park and Downtown local attractions. 20-30 minutes from Universal, Disney and MCO. Great for a work trip or an Orlando getaway!

Top guest favorite

A private pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. The sparkling blue water of the pool reflects the sky, while a paved pathway leads to the entrance. A serene atmosphere is created by the nearby plants and outdoor decor.

Home in Maitland

4.95 out of 5 average rating, 167 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Top guest favorite

A spacious living area is highlighted by exposed wooden beams above. A light-colored sofa is complemented by two bright orange chairs. A round coffee table is centered on a textured rug, while large windows provide natural light and views of the outdoors.

Home in Altamonte Springs

4.98 out of 5 average rating, 321 reviews

A Home Where Eclectic Luxury Meets Affordability

Welcome to The Altamonte House. Your home away from home. We offer fully free amenities, luxury bedding and pillows, and quintessential design throughout the rooms and home. There are work spaces in every bedroom, ultra-fast wifi, games galore, and a beautiful outdoor space equipped with outdoor dining and lounging. Pet Fee's per pet: $100 (notify host if you are bringing a pet- charged separately upon check in) Read the rules of the property before booking, to ensure that you agree.

A contemporary living area features a large flat-screen TV mounted on a wall. A wooden console table sits beneath it, displaying decorative items. Two upholstered chairs provide seating, with a colorful area rug added for warmth. Natural light filters through window coverings.

Apartment in Winter Park

4.96 out of 5 average rating, 214 reviews

Apt C -Modern Elegance in the Heart of Winter Park

Light, bright and full of delight! Fastest internet speed available: 154MBPS download and 20 MBPS upload! Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Heated pool , poolside grill and bikes for your enjoyment! Three blocks to Park Ave and two blocks to the Winter Park Village! Simple elegance downtown defined by contemporary design and leisurely living. Enjoy the convenience and tranquility of one of Florida's best walking communities

Top guest favorite

A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.

Treehouse in St. Cloud

4.96 out of 5 average rating, 984 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Top guest favorite

A charming yellow cottage with a metal roof is docked at the marina. A covered front porch features blue chairs and offers a view of the water. An American flag waves gently, while a sign indicates a private dock. Lush greenery surrounds the area.

Houseboat in Sanford

4.98 out of 5 average rating, 191 reviews

Floating Cottage - Summer/Fall Rates Reduced

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

Top guest favorite

Two kayaks rest on the sandy shore near a clear area of Crystal Lake. A small boat is anchored nearby, while several outdoor chairs are positioned for relaxation. The surrounding greenery enhances the natural setting, offering a tranquil spot for outdoor activities.

Cabin in Ocklawaha

4.98 out of 5 average rating, 186 reviews

VERY BEARY CABIN on Crystal Lake

Bring Fido only $25 per stay/Whole House "Very Beary Cabin" is a 2100 Sq Ft split level nature lodge style cabin plus glamping A Frame on natural spring fed, sand bottom Crystal Lake and it is a Certified Wild Life Habitat. Fully renovated in a knotty pine cabin bear theme. It includes private lower level lockout "Outdoorsman's Suite", a total of 3 bedrooms plus pullout. Plus a bonus Glamping A Frame "The Cub House" is included on the property with all stays.

Top guest favorite

A spacious guest suite is presented with a queen bed and a comfortable seating area featuring a gray sofa and coffee table. A kitchenette is visible in the background, complemented by natural light from the window. Decorative elements include subtle artwork and indoor plants.

Guest suite in Altamonte Springs

4.93 out of 5 average rating, 360 reviews

The Bungalow

Welcome to your home away from home! Enter through a private driveway and enjoy the ease of keyless entry. Located across the street, Sanlando Park offers walking trails, basketball and popular tennis courts. Whether your interests are peace and quiet or adventure, you are only 30 minutes or less away from our beautiful natural springs, beaches and all major attractions. Wake up with the sunshine, put on a pot of coffee and welcome to Florida!

A spacious living area is highlighted by a vintage-style sofa adorned with various cushions. A wooden coffee table occupies the center, with a subtle ceramic bowl placed upon it. The kitchen area features wooden cabinetry and modern appliances, providing convenience for guests.

4.94 out of 5 average rating, 586 reviews

Danville Family Vacation house

Private Family getaway! You have private use of this comfortable Inn that was featured on HGTV's Million-Dollar Rooms. This is a great value ! It is very spacious and offers a full kitchen. We host overnight guests looking for a truly unique place to stay. Danville Inn is located inside the Downtown Danville Hanger. You are renting the Inn only. The Downtown, pub and patio are common areas and staff use areas. Danville is a glamping experience.

Top guest favorite

A historic home is nestled among lush greenery, with a wraparound porch and stairs leading to the entrance. Tropical plants and a wooden fence create a welcoming entrance. The large trees provide shade, enhancing a sense of tranquility in this charming neighborhood.

Home in Sanford

4.95 out of 5 average rating, 190 reviews

Historic Sanford Sunshine Cottage w/ Treetop suite

Centrally located between theme parks and beaches! This historic 1923 home was originally a carriage house and completely renovated in 2009. The home is located in the historic district of downtown Sanford and is in the golf cart zone! Golf cart’s are available to rent downtown. 1st street is a short 5 minute drive from the house, going 25mph staying in the neighborhood!

Vacation rentals for every style

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Convenient locations with everyday essentials

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A space thats all yours, with room for everyone

Popular amenities for Lake Mary family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior of the home is shown, featuring a tiled roof and lush landscaping. Tropical plants and vibrant flowers surround the property, while Spanish moss hangs from a nearby tree. Clear blue skies create a bright atmosphere, highlighting the welcoming entrance.

Home in Kissimmee

4.89 out of 5 average rating, 172 reviews

VerandaPalms/HeatedPool/Carpet free/NearDisney

The exterior of a luxurious two-story home is showcased, featuring elegant architectural details such as large arched windows and a double-door entry. A neatly paved driveway leads to a two-car garage, surrounded by well-maintained landscaping with lush greenery.

Home in Kissimmee

4.9 out of 5 average rating, 163 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

A private swimming pool is surrounded by a screened enclosure, featuring a poolside theatre with a large projector screen. Lush greenery is visible beyond the pool area, creating a serene environment. Lounge chairs are positioned nearby for relaxation.

Home in Kissimmee

4.9 out of 5 average rating, 107 reviews

6 mins. to Disney W/Poolside Theater & Game Room

A living room is furnished with a light grey sofa and a matching armchair, offering ample seating. Two coffee tables are positioned centrally on a patterned area rug. Artistic wall decor and warm lighting create a relaxed ambiance, with a dining area visible in the background.

Townhouse in Kissimmee

4.71 out of 5 average rating, 167 reviews

Cozy Townhouse in Kissimmee, near Orlando!

A bright living area features a comfortable white sofa adorned with colorful pillows, complemented by a stylish coffee table. A smart TV displays a tropical scene, and sliding glass doors open to a private balcony with views of palm trees. Natural light fills the space.

Condo in Orlando

4.82 out of 5 average rating, 133 reviews

Resort Condo: 2BR w/ Balcony near Disney

The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.

Townhouse in Kissimmee

4.88 out of 5 average rating, 198 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

A spacious terrace features comfortable lounge chairs with blue cushions and a stylish hanging chair. A small table accompanies two chairs, providing a perfect spot for relaxation. An umbrella offers shade, while the expansive view overlooks the surrounding area, enhancing the outdoor experience.

Condo in Florida Center

4.85 out of 5 average rating, 487 reviews

Modern Studio with Private Terrace near Universal

A private hot tub is situated on a patio surrounded by a screen enclosure, offering views of a tranquil lake. A fountain can be seen in the distance, enhancing the serene atmosphere. Steps lead up to the hot tub, providing easy access.

Townhouse in Kissimmee

4.94 out of 5 average rating, 210 reviews

Relaxing Resort Stay Hot Tub Lake View Near Disney

Family- and pet-friendly home rentals

Top guest favorite

A vibrant blue bungalow is set against a partly cloudy sky. The front yard features a fenced area with natural wood paneling and decorative ropes. A spacious porch includes a grill, along with comfortable seating and tropical plants, inviting a relaxed outdoor experience.

Bungalow in Daytona Beach

4.96 out of 5 average rating, 264 reviews

Fun Ocean Oasis: Pelican Place - Prime Daytona

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

4.95 out of 5 average rating, 126 reviews

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

Top guest favorite

A private pool area is enclosed by a screened lanai, featuring a sparkling pool and a relaxing spa. A circular glass-top table with four cushioned chairs is positioned beside the pool, providing a comfortable spot for outdoor dining and relaxation.

Home in Kissimmee

4.92 out of 5 average rating, 144 reviews

Private Pool & Spa, Close Disney, Disney Playhouse

A welcoming bedroom area features a queen-sized bed adorned with patterned bedding, complemented by a sliding barn door. The kitchen showcases modern appliances and a bright atmosphere. The living room includes ample seating arranged around a coffee table, while the game room offers a pool table and comfortable couches.

4.9 out of 5 average rating, 312 reviews

🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s

A landscaped garden is displayed, featuring various textured plants including palm trees and succulents. White pebbles outline the pathways among green foliage. The scene is brightened by sunlight, creating a tranquil outdoor space.

Bungalow in Port Orange

4.96 out of 5 average rating, 272 reviews

Linger Longer Bungalow

The exterior of the house is characterized by a light gray facade with a covered front porch. Lush greenery and colorful plants adorn the landscape, while a well-maintained lawn extends to the driveway. The surrounding trees provide a sense of tranquility.

Home in Orlando

4.85 out of 5 average rating, 213 reviews

Waterside Pet Friendly Lakefront

A charming three-story house is depicted, featuring a wraparound porch with light blue railings and steps leading up to the front door. The exterior showcases a combination of green siding and contrasting white trim, surrounded by well-maintained landscaping and mature trees.

4.8 out of 5 average rating, 477 reviews

1912 Historic 3 Story, Just steps from Downtown!

The exterior of the home features a spacious driveway, paved in light-colored bricks, leading up to an attached garage with an ornate door. A well-maintained lawn with green grass and palm trees is visible, complemented by a clear blue sky filled with clouds.

Home in Kissimmee

4.8 out of 5 average rating, 105 reviews

View the Disney fireworks from your pool!

Family-friendly home rentals with a pool

The resort clubhouse is showcased at sunset, featuring a large pool with lounge chairs arranged around it. Vibrant colors fill the sky, reflecting on the water's surface. Palm trees frame the scene, enhancing the tropical ambiance of the area.

Townhouse in Kissimmee

4.89 out of 5 average rating, 136 reviews

"Sunset Hideaway" - Enchanted Lakeside Retreat

A spacious living room features light-colored walls and a large window that invites natural light. A contemporary sectional sofa is paired with modern armchairs. A decorative chandelier hangs overhead, and a coffee table is positioned centrally on a soft area rug, enhancing the room's welcoming ambiance.

Home in Kissimmee

4.81 out of 5 average rating, 132 reviews

Storey Lake Resort Beautiful Cozy Home

A large swimming pool is framed by palm trees and lounge chairs. The clubhouse features a distinctive architectural style, providing shaded areas for relaxation. Clear blue skies reflect over the water's surface, creating a welcoming environment for leisure activities.

Condo in Orlando

4.9 out of 5 average rating, 270 reviews

Vista Cay Orlando Lakeview Condo

A single-story, detached home features a light-colored exterior and a well-maintained lawn. A palm tree is positioned to the left, and a walkway leads to the entrance. The property is framed by greenery and a white fence in the background.

Home in Davenport

4.84 out of 5 average rating, 178 reviews

Amazing 4 bed home, large pool, Disney 12 miles!

Apartment in Orlando

4.9 out of 5 average rating, 229 reviews

Vista Cay Resort Orlando Luxury 3 bed condo W73055

Top guest favorite

Home in Orlando

4.95 out of 5 average rating, 325 reviews

*HALF HOME* (read desc) Pool/Disney/Universal

A spacious screened-in patio features a private pool surrounded by a concrete deck. Two lounge chairs and a table with four chairs are positioned for outdoor relaxation. Lush green grass and palm trees are visible beyond the pool area, enhancing the inviting outdoor space.

Home in Kissimmee

4.8 out of 5 average rating, 289 reviews

3 bedroom Orlando Florida pool home

Top guest favorite

Townhouse in Kissimmee

4.89 out of 5 average rating, 293 reviews

Disney fireworks new house - 5 minutes to Disney

Quick stats about vacation rentals that are family-friendly in Lake Mary

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore