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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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Home in Sanford

4.84 out of 5 average rating, 192 reviews

Dr. Strickland Home, Sanford Business District

This beautiful historic home has a unique history and is located in the heart of downtown Sanford. Please note, this home is NOT in a residential neighborhood. Centrally located between Daytona Beach and Orlando/Disney. Nearby are the Central Florida Zoo, Seminole Sports Complex, Civic Center, & numerous family-owned restaurants and watering holes, even lakefront dining! Minutes from the Orlando-Sanford Airport, (SFB), Amtrak Autotrain, I-4, & the Sunrail. There is also a free local trolley!

Apr. 20 – 27

$333 CAD per night

Guest favourite

Home in Sanford

4.97 out of 5 average rating, 212 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.

Dec. 4 – 11

$180 CAD per night

Guest favourite

Home in Altamonte Springs

4.97 out of 5 average rating, 276 reviews

Eclectic Home Where Luxury Meets Affordability

Welcome to the Haven at Temper Wild - 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 (You must notify host if you are bringing a pet prior to booking) Read the rules of the property before booking, to ensure that you are OK with them.

Sep. 11 – 18

$298 CAD per night

Guest favourite

Houseboat in Sanford

4.85 out of 5 average rating, 174 reviews

Houseboat - 60 FEET OF FUN!

Stay aboard this luxurious 2-bed/2 bath, 2-story "floating condo" docked 3 short blocks from Historic Downtown Sanford. Fish off the dock. Observe birds, turtles, and manatees. Bike or walk to town. Enjoy the lakeshore RiverWalk. See a play/catch a show at the historic theatre. Browse an art gallery. Enjoy the ecclectic mix of restaurants, bars, and shops. Feed a giraffe, try the zipline/aerial obstacle course at the Central Florida Zoo. PLEASE NOTE: THE HOUSEBOAT DOES NOT LEAVE THE DOCK.

Jul. 16 – 23

$312 CAD per night

Guest favourite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 705 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

Jan. 6 – 13

$212 CAD per night

Guest favourite

Houseboat in Sanford

4.98 out of 5 average rating, 177 reviews

Floating Cottage - Sweet River Retreat in Florida

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.

Jul. 29 – Aug. 5

$267 CAD per night

Guest favourite

Guest suite in Altamonte Springs

4.92 out of 5 average rating, 316 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!

Jun. 19 – 26

$163 CAD per night

Guest favourite

Guesthouse in Sanford

4.95 out of 5 average rating, 330 reviews

Bungalow Steps to Downtown Sanford and Lake Monroe

400 sq. ft. 1-rm. Bungalow studio apartment on ground level. Partial view of Lake Monroe can be seen from property. Separate, private entrance. Comfortable one room efficiency studio located steps to Ft. Mellon Park, The Riverwalk on Lake Monroe, Sanford Marina, and downtown Sanford Historic District. Short walking distance to parks, restaurants, unique shops, art galleries, pubs, bus, and free trolley. Free on-site parking.

Jan. 17 – 24

$152 CAD per night

Place to stay in Geneva

4.94 out of 5 average rating, 929 reviews

ManCave apartment

When the world seems crazy, sometimes you need to escape. The venues are separated on thirty acres. This is my Man Cave located in my airplane hanger. An eclectic collection of stuff is hung from the ceiling and walls. This is a fun space with a bar, microwave, satellite-TV, fireplace, Wi-Fi and air conditioning. The bed is located in the loft. Danville is a glamping experience.

Jul. 7 – 12

$197 CAD per night

Guest favourite

Cottage in Tavares

4.97 out of 5 average rating, 204 reviews

Lakeside Cottage on Lake Dora

A charming 1200 sq ft, two bedroom, two bath cottage located on beautiful Lake Dora with white sand beach. A great place to relax and your home away from home. Just minutes from Tavares (known as the Seaplane City) and Mt. Dora (known as the City of Festivals.) You can bring your boat and tie it up to the dock. Large circular drive with plenty of parking for cars, trailers, etc.

Aug. 25 – Sep. 1

$234 CAD per night

Guest favourite

Home in Sanford

4.95 out of 5 average rating, 157 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!

Aug. 19 – 26

$407 CAD per night

Guest favourite

Guesthouse in Orlando

4.93 out of 5 average rating, 160 reviews

Private Backyard Cottage in Mills50

Airy one-bedroom garden cottage in Orlando's hippest historic neighborhood. Walk or bike to great restaurants, parks, and bars. Located 5 to 10 min to Downtown Orlando, Florida Hospital, and Winter Park; 20 to 30 min to Universal, Disney, and UCF. Recently upgraded with queen bed, stove, and access to brand-new washer/dryer. (City of Orlando Short-Term Rental registered.)

Aug. 13 – 20

$163 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Lake Mary family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Apartment in Orlando

4.92 out of 5 average rating, 131 reviews

Luxury & Modern Apartment

Apr. 18 – 25

$172 CAD per night

Guest favourite

Guesthouse in Orlando

4.94 out of 5 average rating, 388 reviews

Garden House near Orlando's cultural hub

Jun. 5 – 12

$170 CAD per night

Guest favourite

Apartment in Orlando

4.9 out of 5 average rating, 313 reviews

Beautiful View, Newly Renovated 1 Mile to Disney

Apr. 21 – 28

$214 CAD per night

Guest favourite

Condo in Orlando

4.97 out of 5 average rating, 297 reviews

Luxurious Waterfront Resort near Disney &Universal

Aug. 29 – Sep. 5

$286 CAD per night

Guest favourite

Condo in Orlando

4.91 out of 5 average rating, 407 reviews

Cozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds

Oct. 19 – 26

$183 CAD per night

Guest favourite

Condo in Orlando

4.87 out of 5 average rating, 395 reviews

DELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER

Oct. 29 – Nov. 5

$174 CAD per night

Guest favourite

Condo in Kissimmee

4.84 out of 5 average rating, 250 reviews

Lake View Family Condo Disney Universal Orlando

Oct. 1 – 8

$192 CAD per night

Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 251 reviews

Disney/Universal Home Away from Home!

Sep. 14 – 21

$250 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Guesthouse in Maitland

4.87 out of 5 average rating, 381 reviews

Chez Bienvenu

Aug. 20 – 27

$156 CAD per night

Guest favourite

Guest suite in Orlando

4.93 out of 5 average rating, 562 reviews

Charming Comfortable Cottage in College Park

Aug. 2 – 9

$183 CAD per night

Guest favourite

Home in Maitland

4.94 out of 5 average rating, 148 reviews

Orlando area pool home in Maitland

Apr. 4 – 11

$353 CAD per night

Guest favourite

Guest suite in Orlando

4.78 out of 5 average rating, 525 reviews

Private guest suite with enclosed porch

Jun. 18 – 25

$139 CAD per night

Tiny homes in Orlando

4.82 out of 5 average rating, 499 reviews

The Ritz- Lakefront Tiny House in Orlando

Dec. 14 – 21

$234 CAD per night

Guest favourite

Bungalow in Mount Dora

4.91 out of 5 average rating, 267 reviews

TRENDING! Ladybug Bungalow in Downtown Mt. Dora

Jul. 23 – 30

$252 CAD per night

Guest favourite

Guesthouse in Orlando

4.96 out of 5 average rating, 367 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

Dec. 10 – 17

$296 CAD per night

Guest favourite

Guesthouse in Windermere

4.94 out of 5 average rating, 240 reviews

Small Guesthouse near Orlando's Theme Parks

Oct. 26 – Nov. 2

$222 CAD per night

Family-friendly home rentals with a pool

Guest favourite

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

Apr. 21 – 28

$205 CAD per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 421 reviews

Bright & Cozy Cottage Near Disney

Sep. 17 – 24

$161 CAD per night

Guest favourite

Home in Orlando

4.95 out of 5 average rating, 313 reviews

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

Jun. 12 – 19

$175 CAD per night

Guest favourite

Guest suite in Kissimmee

4.86 out of 5 average rating, 567 reviews

Private Studio in POOL home

Jul. 7 – 14

$124 CAD per night

Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 403 reviews

Entire cottage for 5, close to Disney, Universal!

Nov. 13 – 20

$153 CAD per night

Guest favourite

Condo in Kissimmee

4.92 out of 5 average rating, 264 reviews

Beautiful Beach Style Condo minutes from Disney

Oct. 21 – 28

$180 CAD per night

Home in Kissimmee

4.79 out of 5 average rating, 256 reviews

3 bedroom Orlando Florida pool home

Jan. 13 – 20

$198 CAD per night

Guest favourite

Home in Davenport

4.93 out of 5 average rating, 200 reviews

Family pool villa - 20 minutes to Disney!

Nov. 15 – 22

$242 CAD per night

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

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Total number of reviews
1.4K reviews
Nightly prices starting at
$96 CAD before taxes and fees

Destinations to explore