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Great rentals within 20 miles that match your search
New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale
Islamorada house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Price per night from
$908
Price per night from
$228
Beachfront Islamorada Villa with Dockage and Bay Views
Lower Matecumbe Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$347
Coastal Key Largo Townhome with Ocean Views, Pool & Dock
Key Largo townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$389
Relax in newly remodeled home just minutes away from marinas, parks and beaches
Key Largo house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$149
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$463
Price per night from
$212
Price per night from
$343
Price per night from
$1,542
Price per night from
$1,656
Price per night from
$314
Price per night from
$257
New Listing! Charming Angler's Reef Home with Pool, Dockage
Islamorada house
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$457
Responds fast! avg. 3 hours 2 minutes
Price per night from
$341
Private and comfortable four bedrooms, three bath, private oasis
Key Largo house
- 4 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$320
Price per night from
$371
Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball
Islamorada house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$206
Oceanfront Condo w/Lake, Kayaks, Paddleboards & Bikes
Key Largo apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$447
Luxury on the water-Clean remodeled Houseboat with great WiFi -Baycation
Tavernier boathouse
- 1 bedroom
- 1 bathroom
- sleeps 4
Price per night from
$344
Price per night from
$344
Price per night from
$515
Sunset Water Views! Moon Bay Key Largo Remodeled Condo with Boat Slip!
Key Largo apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$316
Price per night from
$602
Price per night from
$458
Vacation in Tropical Paradise with the Family! Waterfront Townhome in Islamorada
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 5
Price per night from
$602
Perfect Family Getaway! Waterfront Vacation Home in Islamorada, Florida Keys!
Islamorada townhouse
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$659
Remodeled Townhome in Waterfront Community - 20% for Spring/Summer!
Islamorada house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Price per night from
$602
Islamorada Waterfront Townhome w Priv. Beach! Comfortable Family Vacation Rental
Islamorada townhouse
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$602
Gorgeous Florida Keys Vacation Home with Beach Access in Islamorada!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$602
Townhome in Beachfront Community: Perfect for Florida Keys Vacation!
Islamorada townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 7
Price per night from
$659
Islamorada Townhome w/Beach View, Pool, Marina,Tennis! Perfect Family Getaway!!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$203
Beautiful Waterfront Townhome in Islamorada! Perfect for Florida Keys Vacation!
Islamorada house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$602
Price per night from
$377
Price per night from
$458