
Family-friendly holiday rentals in Islamorada
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Islamorada
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 Islamorada family-friendly rentals
Family-friendly home rentals with a hot tub

4BR 3B, Heated Pool & Spa, 60' Dock

One Particular Harbor ~ Pool Home, 110' Dock

Modern and Coastal Ocean Pointe 2307

Plunge Pool Villa on Blue Water Lagoon

Sunrise Paradise

Waterview from three sides, Cabana Club, 30' Docks

Family Key Largo Townhome for Fun Sun & Relaxation

The Marlin House at Mariner's Club
Family- and pet-friendly home rentals

Waterfront Pool, Beach, Dock, Kayaks, Paddleboards

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Waterfront luxury Villa (14) with sunset views and boat slip

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

Islamorada Waterfront Escape

New Paradise On Sombrero Beach

Vida De Aqua - Water Life!

Extra Lux Grouper House w/4 Master Suites, 6 BA,
Family-friendly home rentals with a pool

2 Bedroom Luxury Ocean View Townhome in the Keys

Ocean view condo with Balcony/Ocean View

Florida Keys Retreat / Completly remodeled

Bayside Condo with Marina, Beach and Pool

Key Largo Sunsets Penthouse on the Ocean

Key Largo, Florida - Gem by the Sea

Beautiful Blue Key Largo Home

Anglers Reef is Oceanfront, Blue Marlin House2/2.5
Quick stats about holiday rentals that are family-friendly in Islamorada
Total rentals
590 properties
Nightly prices starting at
$103 SGD before taxes and fees
Total number of reviews
4.9K reviews
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
440 properties have a pool
Rentals with dedicated workspaces
310 properties have a dedicated workspace
Destinations to explore
- Florida Keys Holiday rentals
- Miami Holiday rentals
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- Rentals with pools Islamorada
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- Pet-friendly rentals Islamorada
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Everglades Alligator Farm
- Long Beach
- Sea Oats Beach
- EAA Air Museum
- Cocoa Plum Beach
- Monkey Jungle
- Far Beach
- Windley Key Fossil Reef Geological State Park
- Horseshoe Beach
- Long Key State Park
- Sandspur Beach
- Keys' Meads