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

Key West Beachside 1400sf, 2 Bedroom Condo

Anchor Drop modern elegance upgrades throughout vi

Affordable Beachfront Luxury Condo Sleeps 6

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Oct. Special 50% off! Oceanfront, 4 Bikes 2 Kayaks

Fully renovated 2/2 bath condo w/ shared pool!

Waterfront Sanctuary in the Keys!

KW Luxury 2/2 Beachfront resort Tropical Oasis
Family- and pet-friendly home rentals

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

Castaway Cove: Pet-friendly 2/2 condo near beach!

Houseboat Getaway In Marathon

Robinson Crusoe Cottage~ Delight In Island Vibes

Private Ocean Oasis by Key West, Florida

Waterfront FL Keys Cottage @ Venture Out

Treetop Oasis @ the Eyebrow House

"Abaco" Key West • 2/2 End Unit Waterfront+Dockage
Family-friendly home rentals with a pool

The Barnacle at Venture Out - Waterfront with Dock

Condo de Paradise/Salt Water Pool/Boat Dock

Duval Street Suites with full kitchen heated pool,

Heron Hideaway

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

A Perfect Getaway

Funky Chicken Cottage with Shared Pool in Paradise

Hyatt Beach House-Quiet Key West Spot!
Quick stats about vacation rentals that are family-friendly in Stock Island
Total rentals
280 properties
Nightly prices starting at
€ 78 before taxes and fees
Total number of reviews
10K reviews
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
250 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
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- Rentals with beach access Stock Island
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- Villa rentals Stock Island
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- Rentals with an EV charger Stock Island
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- Family-friendly rentals Monroe County
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- Family-friendly rentals United States