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, 388 reviewsGarden House near Orlando's cultural hub
Jun 5 – 12
Apartment in Orlando
4.92 out of 5 average rating, 131 reviewsLuxury & Modern Apartment
Apr 18 – 25
Apartment in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
Apr 21 – 28
Condo in Orlando
4.91 out of 5 average rating, 407 reviewsCozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds
Oct 19 – 26
Condo in Orlando
4.97 out of 5 average rating, 297 reviewsLuxurious Waterfront Resort near Disney &Universal
Aug 29 – Sep 5
Condo in Orlando
4.87 out of 5 average rating, 395 reviewsDELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER
Oct 29 – Nov 5
Condo in Davenport
4.92 out of 5 average rating, 377 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
Nov 9 – 16
Townhouse in Kissimmee
4.95 out of 5 average rating, 251 reviewsDisney/Universal Home Away from Home!
Sep 14 – 21
Family- and pet-friendly home rentals
Guest suite in Orlando
4.93 out of 5 average rating, 562 reviewsCharming Comfortable Cottage in College Park
Aug 2 – 9
Guest suite in Orlando
4.78 out of 5 average rating, 525 reviewsPrivate guest suite with enclosed porch
Jun 18 – 25
Home in Sanford
4.95 out of 5 average rating, 157 reviewsHistoric Sanford Sunshine Cottage w/ Treetop suite
Aug 19 – 26
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Oct 26 – Nov 2
Tiny home in Orlando
4.82 out of 5 average rating, 499 reviewsThe Ritz- Lakefront Tiny House in Orlando
Dec 14 – 21
Bungalow in Mount Dora
4.91 out of 5 average rating, 267 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
Jul 23 – 30
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
Jul 27 – Aug 3
Guesthouse in Orlando
4.96 out of 5 average rating, 367 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Dec 10 – 17
Family-friendly home rentals with a pool
Home in Orlando
4.95 out of 5 average rating, 313 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Jun 12 – 19
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
Apr 21 – 28
Cottage in Kissimmee
4.96 out of 5 average rating, 421 reviewsBright & Cozy Cottage Near Disney
Sep 17 – 24
Cottage in Kissimmee
4.94 out of 5 average rating, 403 reviewsEntire cottage for 5, close to Disney, Universal!
Nov 13 – 20
Home in Kissimmee
4.79 out of 5 average rating, 256 reviews3 bedroom Orlando Florida pool home
Jan 13 – 20
Condo in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
Oct 21 – 28
Cottage in Kissimmee
4.94 out of 5 average rating, 460 reviewsJU Super Duper Tiny House, 15 minutes to Disney
Jan 5 – 12
Tiny home in Kissimmee
4.94 out of 5 average rating, 328 reviewsBlue Bungalow Tiny House near all Attractions!!
Oct 28 – Nov 4
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
ﺩ.ﺇ110 before taxes and fees
Destinations to explore
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