Family-friendly vacation rentals in Windley Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windley Key
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 Windley Key family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Key Colony Beach
4.81 out of 5 average rating, 135 reviewsWaterview from three sides, Cabana Club, 30' Docks
Townhouse in Marathon
4.83 out of 5 average rating, 125 reviewsPlunge Pool Villa on Blue Water Lagoon
Condo in Tavernier
4.99 out of 5 average rating, 88 reviewsModern & Coastal | 2307 the Heart of Ocean Pointe
Home in Key Largo
4.83 out of 5 average rating, 48 reviewsBayhouse
Home in Marathon
4.97 out of 5 average rating, 77 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Home in Key Largo
4.92 out of 5 average rating, 89 reviewsSunsets In Palms Paradise
Home in Key Colony Beach
5 out of 5 average rating, 35 reviewsFlorida Keys Retreat with Cabana Club.
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
Family- and pet-friendly home rentals
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
Townhouse in Marathon
4.91 out of 5 average rating, 11 reviewsWaterfront luxury Villa (30) with sunset views and boat slip
Camper/RV in Key Largo
4.84 out of 5 average rating, 122 reviewsThe Lobster Shack: RV Living at Its Best
Home in Key Largo
4.85 out of 5 average rating, 409 reviewsWATER VIEWS ON J. PENNEKAMP Free Kayaks
Cottage in Islamorada
4.83 out of 5 average rating, 6 reviewsOcean Front Cottage
Home in Key Largo
4.72 out of 5 average rating, 64 reviewsWaterfront Ocean Side House with Dock & Boat Ramp
Villa in Islamorada
5 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Family-friendly home rentals with a pool
Townhouse in Key Largo
4.94 out of 5 average rating, 135 reviewsYour island home away from home!
Home in Key Colony Beach
4.9 out of 5 average rating, 134 reviewsTiki Time 2
Condo in Key Largo
4.92 out of 5 average rating, 133 reviewsPrivate Condo, north Key Largo
Camper/RV in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
Condo in Islamorada
4.74 out of 5 average rating, 61 reviewsBayside Condo with Marina, Beach and Pool
Condo in Key Largo
4.99 out of 5 average rating, 97 reviewsEnjoy sunsets & sunrise in your home away home.
Villa in Key Largo
4.96 out of 5 average rating, 53 reviewsOceanfront/Marina/Great views/Incredible kitchen
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