
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

1BR - Key Largo Sun & Sand Hideaway

Reel Large END Unit in Ocean Point Suites

500 Burton Drive Tavernier, Key Largo

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool

Boho FL Keys Condo

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.

Best View Ocean Pointe Pool Beach King Bed, Gated
Family- and pet-friendly home rentals

Seaside Vista - Ocean Front 2/1 with dockage

La Casa HMH

Houseboat Getaway In Marathon

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Waterfront Home 37.5-ft dock, Cabana Club Included

Boater’s Paradise 3br/2.5ba at Coral Lagoon

Waterfront House with 37 ft Dock & Cabana Club

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi
Family-friendly home rentals with a pool

Pristine pool front home w/ocean views Anglers 148

Islamorada Cay Home Elegant home- holiday home

Oceanfront Breeze, Stunning Views, Beach/Pool

Waterfront, Pool w/ Spa, Dock & Sailing Kayaks

CASA AZUL Golf Cart, Kayaks, Pools, Beach, 2 Kings

Ocean Shores Villa 2 with pool and boat slip

Marathon one-level home on the Marina - with slip!

Beachside Unit 33-Private Tropical Beach Plus Pool
Quick stats about holiday rentals that are family-friendly in Islamorada
Total rentals
590 properties
Nightly prices starting at
$137 NZD 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
- Seminole Holiday rentals
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- Townhouse rentals Islamorada
- Rentals with a hot tub Islamorada
- Resort rentals Islamorada
- Rentals with a fireplace Islamorada
- Villa rentals Islamorada
- Rentals with a kayak Islamorada
- Beachfront rentals Islamorada
- Rentals with a washing machine and dryer Islamorada
- Pet-friendly rentals Islamorada
- Rentals with an EV charger Islamorada
- Condo rentals Islamorada
- Rentals with pools Islamorada
- Luxury rentals Islamorada
- Beach house rentals Islamorada
- Waterfront rentals Islamorada
- House rentals Islamorada
- Rentals with a fire pit Islamorada
- Rentals with a patio Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with breakfast Islamorada
- Apartment rentals Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with beach access Islamorada
- Family-friendly rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Everglades National Park
- Sombrero Beach
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- Zoo Miami
- Biscayne National Park
- Coral Castle
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- Theater of the Sea
- Conch Key
- Far Beach
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- Sea Oats Beach
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- Long Key State Park
- EAA Air Museum
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- Bahia Honda State Park
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- Schnebly Redland's Winery & Brewery