Family-friendly holiday houses 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
Condo in Tavernier
4.83 out of 5 average rating, 178 reviewsToes in the Sand - 2 Bedroom Condo Sleeps 4
31 Oct – 7 Nov
Home in Key Colony Beach
5.0 out of 5 average rating, 33 reviewsFlorida Keys Retreat with Cabana Club.
19 – 26 Apr
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
3 – 10 Sept
Home in Key Largo
4.92 out of 5 average rating, 87 reviewsSunsets In Palms Paradise
5 – 12 Aug
Home in Marathon
4.97 out of 5 average rating, 74 reviews4BR 3B, Heated Pool & Spa, 60' Dock
1 – 8 Feb
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
16 – 23 June
Condo in Tavernier
4.78 out of 5 average rating, 92 reviewsOcean Front 2/2 Condo & Marina Resort Tavernier
15 – 22 Apr
Home in Marathon
4.71 out of 5 average rating, 7 reviewsPrivate Tropical Get-A-Way With Heated/Cooled Pool
6 – 13 July
Family- and pet-friendly home rentals
Home in Marathon
4.88 out of 5 average rating, 33 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
2 – 9 Nov
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
22 – 29 Oct
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
14 – 21 Sept
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
1 – 8 Mar
Campervan/RV in Key Largo
4.83 out of 5 average rating, 120 reviewsThe Lobster Shack: RV Living at Its Best
30 Dec – 6 Jan
Home in Key Largo
4.85 out of 5 average rating, 403 reviewsWATER VIEWS ON J. PENNEKAMP Free Kayaks
29 Sept – 6 Oct
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
2 – 9 Nov
Cottage in Islamorada
4.83 out of 5 average rating, 6 reviewsOcean Front Cottage
6 – 13 Dec
Family-friendly home rentals with a pool
Condo in Key Largo
4.94 out of 5 average rating, 130 reviewsPrivate Condo, north Key Largo
25 July – 1 Aug
Home in Key Colony Beach
4.88 out of 5 average rating, 113 reviewsTiki Time
11 – 18 Nov
Campervan/RV in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
4 – 11 July
Condo in Key Largo
4.95 out of 5 average rating, 110 reviewsKawama Suntastic @ Key Largo
31 July – 7 Aug
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
17 – 24 Aug
Condo in Islamorada
4.75 out of 5 average rating, 59 reviewsBayside Condo with Marina, Beach and Pool
31 Oct – 7 Nov
Condo in Tavernier
4.99 out of 5 average rating, 81 reviewsModern & Coastal | 3212 is Across from Pool
29 Sept – 6 Oct
Home in Marathon
4.87 out of 5 average rating, 54 reviewsBeautiful Beachfront Home w/ Pool/Tiki/Dock
17 – 24 Aug
Quick stats about accommodation & holiday rentals that are family-friendly in Islamorada
Total rentals
590 properties
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Rentals with a pool
440 properties have a pool
Pet-friendly rentals
250 properties allow pets
Total number of reviews
3.7K reviews
Nightly prices starting at
$138 AUD before taxes and fees
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