Holiday rentals in Islamorada
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Islamorada
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada holiday rentals
Other great holiday rentals in Islamorada
Guest favourite
Home in Key Largo
4.99 out of 5 average rating, 75 reviewsLittle Cottage on an island
18β25 Jul
βΉ14,404 per night
Guest favourite
Bungalow in Islamorada
4.97 out of 5 average rating, 32 reviewsDream in Paradise! King Master, Queen Guest, Pool
15β22 Apr
βΉ70,251 per night
Guest favourite
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug β 7 Sep
βΉ67,161 per night
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
14β21 Dec
βΉ48,029 per night
Guest favourite
Home in Islamorada
5.0 out of 5 average rating, 15 reviewsPristine pool front home w/ocean views Anglers 148
10β17 May
βΉ40,886 per night
Guest favourite
Home in Key Largo
5.0 out of 5 average rating, 14 reviewsPrivate 1 Acre House~Private Beach~Tiki Hut~Dock
14β21 Dec
βΉ90,797 per night
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
29 Jun β 6 Jul
βΉ11,630 per night
Guest favourite
Home in Islamorada
4.96 out of 5 average rating, 57 reviewsTropical Getaway 3/3 with 100β boat dock and pool
2β9 Oct
βΉ43,313 per night
Quick stats about holiday rentals in Islamorada
Total rentals
830 properties
Rentals with a pool
640 properties have a pool
Pet-friendly rentals
400 properties allow pets
Family-friendly rentals
590 properties are a good fit for families
Total number of reviews
6.1T reviews
Nightly prices starting at
βΉ3,335 before taxes and fees
Destinations to explore
- MiamiΒ Holiday rentals
- Miami BeachΒ Holiday rentals
- Key WestΒ Holiday rentals
- Fort LauderdaleΒ Holiday rentals
- Boca RatonΒ Holiday rentals
- NaplesΒ Holiday rentals
- VaraderoΒ Holiday rentals
- West Palm BeachΒ Holiday rentals
- HavanaΒ Holiday rentals
- SarasotaΒ Holiday rentals
- NassauΒ Holiday rentals
- Anna Maria IslandΒ Holiday rentals
- Rentals with a firepitΒ Islamorada
- Rentals with a hot tubΒ Islamorada
- Beach house rentalsΒ Islamorada
- Rentals with outdoor seatingΒ Islamorada
- Rentals with a washing machine and dryerΒ Islamorada
- Rentals with breakfastΒ Islamorada
- Apartment rentalsΒ Islamorada
- Waterfront rentalsΒ Islamorada
- Rentals with beach accessΒ Islamorada
- Rentals with a fireplaceΒ Islamorada
- Beachfront rentalsΒ Islamorada
- Flat rentalsΒ Islamorada
- Rentals with a patioΒ Islamorada
- Fitness-friendly rentalsΒ Islamorada
- Townhouse rentalsΒ Islamorada
- Family-friendly rentalsΒ Islamorada
- Villa rentalsΒ Islamorada
- Rentals with a kayakΒ Islamorada
- House rentalsΒ Islamorada
- Cottage rentalsΒ Islamorada
- Family-friendly rentalsΒ Islamorada
- Pet-friendly rentalsΒ Islamorada
- Rentals with poolsΒ Islamorada
- Monthly RentalsΒ Islamorada
- Yurt RentalsΒ United States
- Yurt RentalsΒ United Kingdom
- Castle RentalsΒ United States
- HouseboatsΒ United States
- Holiday CaravansΒ United Kingdom
- Private Island RentalsΒ United States
- Farm HousesΒ United States
- Farm CottagesΒ United Kingdom
- Cabin RentalsΒ Australia
- Luxury CabinsΒ United Kingdom
- Luxury CabinsΒ United States
- Holiday ChaletsΒ United Kingdom
- Cottage RentalsΒ United States
- Holiday CottagesΒ United Kingdom
- Mansion RentalsΒ United States
- Villa RentalsΒ United Kingdom
- Holiday BungalowsΒ United Kingdom
- Bungalow RentalsΒ United States
- Condo RentalsΒ United States
- Holiday ApartmentsΒ Australia
- Holiday HousesΒ United States
- Holiday HousesΒ United Kingdom
- Private Holiday RentalsΒ United Kingdom
- Big House RentalsΒ United States
- Big CottagesΒ Australia
- Large VillasΒ United Kingdom
- House Rentals with a PoolΒ United States
- Cabin Rentals with a PoolΒ United States
- Villas with a PoolΒ United Kingdom
- Apartments with a Hot TubΒ United States
- Holiday Cottages with a Hot TubΒ United Kingdom
- Beach CabinsΒ United States
- Beach CondosΒ United States
- Beachfront RentalsΒ United States
- Beach HousesΒ United Kingdom
- Beach VillasΒ United Kingdom
- Coastal CottagesΒ United Kingdom
- Pet-Friendly Vacation RentalsΒ United States
- Pet-Friendly Beach RentalsΒ United States
- Pet-Friendly Cabin RentalsΒ United States
- Dog-Friendly CottagesΒ United Kingdom
- Luxury Dog-Friendly CottagesΒ United Kingdom