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
Apartment in Tavernier
4.76 out of 5 average rating, 315 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
18–25 Dec
Townhouse in Marathon
4.83 out of 5 average rating, 122 reviewsPlunge Pool Villa on Blue Water Lagoon
19–26 Oct
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
3–10 Sept
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
4.92 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
8–15 Feb
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
4–11 Sept
Apartment in Tavernier
4.78 out of 5 average rating, 92 reviewsOcean Front 2/2 Condo & Marina Resort Tavernier
7–14 Apr
Family- and pet-friendly home rentals
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
2–9 Nov
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
29 Nov – 6 Dec
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
23–30 Oct
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
6–13 Dec
Campervan/Motorhome in Key Largo
4.83 out of 5 average rating, 121 reviewsThe Lobster Shack: RV Living at Its Best
30 Jan – 6 Feb
Home in Key Largo
4.85 out of 5 average rating, 403 reviewsWATER VIEWS ON J. PENNEKAMP Free Kayaks
22–29 Aug
Cottage in Islamorada
4.83 out of 5 average rating, 6 reviewsOcean Front Cottage
6–13 Dec
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
2–9 Nov
Family-friendly home rentals with a pool
Apartment in Key Largo
4.96 out of 5 average rating, 112 reviewsKawama Suntastic @ Key Largo
23–30 Sept
Home in Key Colony Beach
4.88 out of 5 average rating, 113 reviewsTiki Time
25 Jul – 1 Aug
Campervan/Motorhome in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
5–12 Dec
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
31 Oct – 7 Nov
Apartment in Islamorada
4.75 out of 5 average rating, 59 reviewsBayside Condo with Marina, Beach and Pool
23–30 Oct
Apartment in Tavernier
4.99 out of 5 average rating, 81 reviewsModern & Coastal | 3212 is Across from Pool
19–26 Nov
Townhouse in Key Largo
5.0 out of 5 average rating, 55 reviewsParadise in Key Largo
17–24 Apr
Apartment in Key Largo
4.99 out of 5 average rating, 94 reviewsEnjoy sunsets & sunrise in your home away home.
9–16 Aug
Quick stats about 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
£72 before taxes and fees
Destinations to explore
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