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
Apartment in Orlando
4.92 out of 5 average rating, 132 reviewsLuxury & Modern Apartment
Jul 28 – Aug 4
Guesthouse in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
May 23 – 30
Apartment in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
Sep 24 – Oct 1
Condo in Kissimmee
4.8 out of 5 average rating, 116 reviewsStunning view, near Disney. 2 pools
Dec 14 – 21
Condo in Orlando
4.82 out of 5 average rating, 397 reviewsModern Studio with Private Terrace near Universal
Mar 31 – Apr 7
Townhouse in Kissimmee
4.94 out of 5 average rating, 181 reviewsNew Resort near Orlando Disney Private Hot Tub
Oct 15 – 22
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
Jan 22 – 29
Townhouse in Kissimmee
4.97 out of 5 average rating, 281 reviewsFind a Little Magic in a Townhouse near Disney and Universal
Aug 18 – 25
Family- and pet-friendly home rentals
Guest suite in Orlando
4.93 out of 5 average rating, 563 reviewsCharming Comfortable Cottage in College Park
Mar 28 – Apr 4
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Mar 18 – 25
Guest suite in Orlando
4.78 out of 5 average rating, 525 reviewsPrivate guest suite with enclosed porch
Jul 5 – 12
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
Aug 9 – 16
Tiny home in Orlando
4.82 out of 5 average rating, 499 reviewsThe Ritz- Lakefront Tiny House in Orlando
Jan 23 – 30
Home in Orlando
4.83 out of 5 average rating, 177 reviewsWaterside Pet Friendly Lakefront
Apr 10 – 17
Guesthouse in Orlando
4.96 out of 5 average rating, 369 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Jul 1 – 8
Bungalow in Mount Dora
4.91 out of 5 average rating, 268 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
Oct 10 – 17
Family-friendly home rentals with a pool
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Aug 29 – Sep 5
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
Oct 30 – Nov 6
Cottage in Kissimmee
4.96 out of 5 average rating, 422 reviewsBright & Cozy Cottage Near Disney
Aug 22 – 29
Guest suite in Kissimmee
4.86 out of 5 average rating, 567 reviewsPrivate Studio in POOL home
Dec 19 – 26
Cottage in Kissimmee
4.94 out of 5 average rating, 372 reviewsEntire Cottage close to Disney, Universal, Airport
Jul 19 – 26
Tiny home in Kissimmee
4.95 out of 5 average rating, 365 reviewsSunny Tiny House Cottage near all Attractions!!
Feb 8 – 15
Home in Kissimmee
4.79 out of 5 average rating, 257 reviews3 bedroom Orlando Florida pool home
Jan 6 – 13
Condo in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
Nov 15 – 22
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
R556 ZAR before taxes and fees
Destinations to explore
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