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
4.9 out of 5 average rating, 318 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
Condo in Orlando
4.85 out of 5 average rating, 144 reviewsWelcome to this Blue Heron Beach Beauty.
Condo in Orlando
4.82 out of 5 average rating, 403 reviewsModern Studio with Private Terrace near Universal
Townhouse in Kissimmee
4.95 out of 5 average rating, 166 reviewsBeautiful family home near all attractions.
Condo in Kissimmee
4.95 out of 5 average rating, 101 reviewsLovely well-furnished. See fireworks from balcony!
Home in Davenport
4.95 out of 5 average rating, 164 reviewsDOLPHIN COVE NEAR DISNEY
Condo in Davenport
4.91 out of 5 average rating, 386 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
Condo in Orlando
4.91 out of 5 average rating, 413 reviewsCozy Cay 2BR 4beds *low cleaning fee for May
Family- and pet-friendly home rentals
Guesthouse in Windermere
4.94 out of 5 average rating, 242 reviewsSmall Guesthouse near Orlando's Theme Parks
Guest suite in Orlando
4.93 out of 5 average rating, 563 reviewsCharming Comfortable Cottage in College Park
Home in Sanford
4.95 out of 5 average rating, 161 reviewsHistoric Sanford Sunshine Cottage w/ Treetop suite
Guest suite in Orlando
4.78 out of 5 average rating, 538 reviewsPrivate guest suite with enclosed porch
Tiny home in Orlando
4.82 out of 5 average rating, 499 reviewsThe Ritz- Lakefront Tiny House in Orlando
Bungalow in Mount Dora
4.91 out of 5 average rating, 271 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
Home in Apopka
4.94 out of 5 average rating, 165 reviewsWekiva Springs 5br 4 ba, spacious & lovely home
Guesthouse in Orlando
4.97 out of 5 average rating, 372 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
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, 315 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Cottage in Kissimmee
4.96 out of 5 average rating, 427 reviewsBright & Cozy Cottage Near Disney
Home in Davenport
4.93 out of 5 average rating, 204 reviewsFamily pool villa - 20 minutes to Disney!
Cottage in Kissimmee
4.93 out of 5 average rating, 377 reviewsEntire Cottage close to Disney, Universal, Airport
Tiny home in Kissimmee
4.95 out of 5 average rating, 332 reviewsBlue Bungalow Tiny House near all Attractions!!
Guest suite in Kissimmee
4.86 out of 5 average rating, 576 reviewsPrivate Studio in POOL home
Cottage in Kissimmee
4.94 out of 5 average rating, 470 reviewsJU Super Duper Tiny House, 15 minutes to Disney
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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