Family-friendly holiday 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.
Holiday 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
4.85 out of 5 average rating, 143 reviewsWelcome to this Blue Heron Beach Beauty.
Flat in CHAMPIONS GT
4.9 out of 5 average rating, 167 reviewsMagical Newly Renovated 10 minutes to Disney 2+2
Serviced apartment in Davenport
4.83 out of 5 average rating, 121 reviewsPenthouse 3 beds Bahama Bay resort
Townhouse in Kissimmee
4.95 out of 5 average rating, 165 reviewsBeautiful family home near all attractions.
Apartment in Orlando
4.82 out of 5 average rating, 403 reviewsModern Studio with Private Terrace near Universal
Home in Davenport
4.95 out of 5 average rating, 162 reviewsDOLPHIN COVE NEAR DISNEY
Apartment in Orlando
4.82 out of 5 average rating, 223 reviewsGated Condo minutes to Parks 2/2 with amenities
Flat in Orlando
4.92 out of 5 average rating, 133 reviewsLuxury & Modern Apartment
Family- and pet-friendly home rentals
Home in Sanford
4.95 out of 5 average rating, 160 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
Guest house in Windermere
4.94 out of 5 average rating, 242 reviewsSmall Guesthouse near Orlando's Theme Parks
Bungalow in Mount Dora
4.91 out of 5 average rating, 270 reviewsTRENDING! Ladybug Bungalow in Downtown Mt. Dora
Home in Oviedo
4.92 out of 5 average rating, 263 reviews🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s
Guest house in Orlando
4.96 out of 5 average rating, 370 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Home in Apopka
4.94 out of 5 average rating, 164 reviewsWekiva Springs 5br 4 ba, spacious & lovely home
Family-friendly home rentals with a pool
Houseboat in Sanford
4.98 out of 5 average rating, 179 reviewsFloating Cottage - Sweet River Retreat in Florida
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, 427 reviewsBright & Cozy Cottage Near Disney
Cottage in Kissimmee
4.94 out of 5 average rating, 376 reviewsEntire Cottage close to Disney, Universal, Airport
Guest suite in Kissimmee
4.86 out of 5 average rating, 575 reviewsPrivate Studio in POOL home
Home in Davenport
4.93 out of 5 average rating, 204 reviewsFamily pool villa - 20 minutes to Disney!
Tiny home in Kissimmee
4.95 out of 5 average rating, 332 reviewsBlue Bungalow Tiny House near all Attractions!!
Quick stats about holiday 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
$41 SGD before taxes and fees
Destinations to explore
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Naples Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
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