
Family-friendly vacation 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.
Vacation 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 pool

Life in Paradise in #1 Resort - Coral Lagoon

Key Largo, Florida - Gem by the Sea

( #5)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

New Paradise On Sombrero Beach

One Particular Harbor ~ Pool Home, 110' Dock

Your island home away from home!

Enjoy sunsets & sunrise in your home away home.

Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina
Family-friendly home rentals with air conditioning

Anglers Reef Islamorada

Islamorada Waterfront Escape

Bayside Townhome in Islamorada with Boat Slip

Anglers Reef is Oceanfront, Blue Marlin House2/2.5

Vida De Aqua - Water Life!

Keys Waterfront Pool Home - Dock - Ocean - Kayaks

Oceanfront community 114 Anglers Reef Islamorada

The Marlin House at Mariner's Club
Family-friendly home rentals with Wifi

2 Bedroom Luxury Ocean View Townhome in the Keys

Casita Mar Canal, Direct Ocean 2/2 Book Summer Now

Ocean view condo with Balcony/Ocean View

NEW LUXURY 4/3 SINGLE FAMILYw/HEATED P00L,BOATDOCK

Waterfront, dock, easy ocean access, heated pool!

Villa Casa Cayo

Keys Elegance. Pool, Hot Tub, Dock Summer Specials

Serene Sunsets - Private Tropical Island Condo
Quick stats about vacation rentals that are family-friendly in Islamorada
Total rentals
610 properties
Nightly prices starting at
G$16,728Â GYD before taxes and fees
Total number of reviews
4.9K reviews
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
420 properties have a pool
Rentals with dedicated workspaces
330 properties have a dedicated workspace
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- Apartment rentals Islamorada
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- Pet-friendly rentals Islamorada
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- Rentals with a kayak Islamorada
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Conch Key
- Biscayne National Park
- Calusa Beach & Loggerhead Beach
- Everglades Alligator Farm
- Theater of the Sea
- EAA Air Museum
- Cocoa Plum Beach
- Long Beach
- Horseshoe Beach
- Far Beach
- Monkey Jungle
- Long Key State Park
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Keys' Meads