Family-friendly holiday rentals in Cudjoe Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cudjoe Key
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 Cudjoe Key family-friendly rentals
Family-friendly home rentals with a hot tub
Flat in Key West
4.89 out of 5 average rating, 135 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
7–14 Mar
Flat in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
31 Jan – 7 Feb
Apartment in Key West
4.85 out of 5 average rating, 106 reviewsMoonlight Paradise Upgraded Family oasis Tropical
24–31 Aug
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
26 Sept – 3 Oct
Home in Key Colony Beach
5.0 out of 5 average rating, 33 reviewsFlorida Keys Retreat with Cabana Club.
19–26 Apr
Home in Marathon
4.97 out of 5 average rating, 74 reviews4BR 3B, Heated Pool & Spa, 60' Dock
1–8 Feb
Apartment in Key West
4.76 out of 5 average rating, 269 reviewsAffordable Beachfront Luxury Condo Sleeps 6
25 Jan – 1 Feb
Home in Key West
4.78 out of 5 average rating, 73 reviewsHistoric Key West - Conch House - Sleeps 5
17–24 Sept
Family- and pet-friendly home rentals
Townhouse in Key West
4.88 out of 5 average rating, 75 reviews3/3 Tropical Key West Home Get Away
9–16 Aug
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
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
1–8 Mar
Home in Summerland Key
Family Retreat
25 Jan – 1 Feb
Home in Key West
4.83 out of 5 average rating, 314 reviewsCasa Cristol - Family Friendly Classic KW Charm
22–29 Sept
Home in Summerland Key
4.7 out of 5 average rating, 90 reviews2 Bedroom Sunset Bungalow
12–19 Oct
Home in Key Colony Beach
4.57 out of 5 average rating, 30 reviewsLower Duplex: Canal/dock. Pool Club. Open March 9!
25 Oct – 1 Nov
Family-friendly home rentals with a pool
Home in Marathon
4.87 out of 5 average rating, 54 reviewsBeautiful Beachfront Home w/ Pool/Tiki/Dock
17–24 Aug
Townhouse in Key West
4.96 out of 5 average rating, 83 reviewsWindsor Townhome #3
9–16 Aug
Campervan/Motorhome in Big Pine Key
4.71 out of 5 average rating, 113 reviewsTropical Caribbean Wonderland
19–26 Oct
Townhouse in Marathon
4.96 out of 5 average rating, 73 reviewsLife in Paradise with Boat Slip in Coral Lagoon
13–20 Apr
Apartment in Marathon
4.76 out of 5 average rating, 63 reviewsBeach Hut: beach front, heated pool.
29 Jun – 6 Jul
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
25 Jan – 1 Feb
Villa in Marathon
4.87 out of 5 average rating, 107 reviewsDuck Key 4 BR Villa Dock Behind & Cabana Club
29 Sept – 6 Oct
Apartment in Key West
4.81 out of 5 average rating, 262 reviewsCondo in Coral Hammock A Private Key West Retreat
24–31 Aug
Quick stats about holiday rentals that are family-friendly in Cudjoe Key
Total rentals
160 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
60 properties allow pets
Total number of reviews
3.6K reviews
Nightly prices starting at
£104 before taxes and fees
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