Family-friendly vacation rentals in Longwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Longwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longwood family-friendly rentals
Family-friendly home rentals with a hot tub
Guesthouse in Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
Condo in Orlando
4.85 out of 5 average rating, 143 reviewsWelcome to this Blue Heron Beach Beauty.
Condo in Orlando
4.82 out of 5 average rating, 223 reviewsGated Condo minutes to Parks 2/2 with amenities
Condo in Orlando
4.82 out of 5 average rating, 401 reviewsModern Studio with Private Terrace near Universal
Condo in Orlando
4.83 out of 5 average rating, 109 reviewsINTERNATIONAL dr/UNIVERSAL 2 BEDROOMS KING SUITE
Apartment in Kissimmee
4.88 out of 5 average rating, 272 reviewsKing Bed Family Condo Orlando Disney Universal
Condo in Champions Gate
4.85 out of 5 average rating, 264 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
Home in Davenport
4.95 out of 5 average rating, 162 reviewsDOLPHIN COVE NEAR DISNEY
Family- and pet-friendly home rentals
Guesthouse in Windermere
4.94 out of 5 average rating, 242 reviewsSmall Guesthouse near Orlando's Theme Parks
Home in Sanford
4.95 out of 5 average rating, 159 reviewsHistoric Sanford Sunshine Cottage w/ Treetop suite
Guest suite in Orlando
4.93 out of 5 average rating, 563 reviewsCharming Comfortable Cottage in College Park
Guest suite in Orlando
4.78 out of 5 average rating, 529 reviewsPrivate guest suite with enclosed porch
Bungalow in Mount Dora
4.91 out of 5 average rating, 269 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
Tiny home in Orlando
4.8 out of 5 average rating, 482 reviewsOrlando Venice- A Lakefront Tiny House
Guesthouse in Orlando
4.96 out of 5 average rating, 370 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Home in Orlando
4.83 out of 5 average rating, 179 reviewsWaterside Pet Friendly Lakefront
Family-friendly home rentals with a pool
Home in Kissimmee
4.85 out of 5 average rating, 209 reviews3 bedroom Villa in Kissimmee
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Cottage in Kissimmee
4.96 out of 5 average rating, 424 reviewsBright & Cozy Cottage Near Disney
Guest suite in Kissimmee
4.86 out of 5 average rating, 573 reviewsPrivate Studio in POOL home
Cottage in Kissimmee
4.94 out of 5 average rating, 374 reviewsEntire Cottage close to Disney, Universal, Airport
Home in Davenport
4.93 out of 5 average rating, 203 reviewsFamily pool villa - 20 minutes to Disney!
Tiny home in Kissimmee
4.94 out of 5 average rating, 293 reviewsAwesome Tiny House Cottage near all Attractions!
Home in Davenport
4.9 out of 5 average rating, 202 reviewsDisney Area Luxury Villa with Private Pool
Quick stats about vacation rentals that are family-friendly in Longwood
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
1.6K reviews
Nightly prices starting at
$30 before taxes and fees
Destinations to explore
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